Title: Discover Top Hotels in Winchester | Blackout Studio Hire 2025 | Expedia.co.uk [Winchester Travel Guide](https://expedia.co.uk/Winchester.dx175481)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d175481.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d175481.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d175481.Holidays-City-Breaks) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Winchester, MA from £73 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Go beyond your typical stay in Winchester Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=APART_HOTEL) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=POOL) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&travelerType=family_friendly) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=APARTMENT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=HOT_TUB) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=OCEAN_VIEW) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=PETS) Waterpark [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&amenities=WATER_PARK) House­boat [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=HOUSE_BOAT) Cottage [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=COTTAGE) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Massachusetts%2C+United+States+of+America®ionId=175481&latLong=42.452305%2C-71.136993&adults=2&startDate=2025-12-08&d1=2025-12-08&endDate=2025-12-10&d2=2025-12-10&lodging=CONDO) ## Check prices for these dates Tonight [24 Nov - 25 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-11-24&endDate=2025-11-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [25 Nov - 26 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-11-25&endDate=2025-11-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=175481&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Winchester hotels and places to stay ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/3d84ffb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/46b6ba4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/53a4cb6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/15400/15355/08d5f1c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree by Hilton Boston North Shore Danvers 8.0/10 Very good (2236) "Good place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra £76 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Boston-Hotels-DoubleTree-By-Hilton-Boston-North-Shore.h15355.Hotel-Information) ![Free continental breakfast ](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/fcf8d464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/51852890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/8f9ac13a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/1000000/30000/25800/25755/c4d6ab6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Quinta Inn & Suites by Wyndham Boston-Andover Andover 8.2/10 Very good (1924) "Enjoyed our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine £88 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Andover-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Andover.h25755.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/daad2b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/9bf44691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/2316fbdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/8200/8176/9ff70609.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta Select Boston Danvers Danvers 8.6/10 Excellent (1011) "Great place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juanita Diaz £92 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Boston-Hotels-Sonesta-Select-Boston-Danvers.h8176.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/e13dffe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed | Premium bedding, pillow-top beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/w1518h1024x0y0-a4b5efc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/c69c4930.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Snack bar](https://images.trvl-media.com/lodging/2000000/1890000/1886900/1886884/9985d25e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Wylie Inn and Conference Center at Endicott College Beverly 9.2/10 Wonderful (1118) "This hotel was very clean with very comfortable beds and super clean bathrooms! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nona [](https://www.expedia.co.uk/Boston-Hotels-The-Wylie-Inn-And-Conference-Center-At-Endicott-College.h1886884.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/83bfd872.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/34975101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, Egyptian cotton sheets, premium bedding, pillow-top beds](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/8573945a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/570000/565100/565095/c1946c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sonesta ES Suites Andover Boston Andover 8.8/10 Excellent (1012) "Kitchen dining area was lovely. Staff were pleasant. The hotel was perfect for our stay." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Ertug £101 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Andover-Hotels-Sonesta-ES-Suites-Andover-Boston.h565095.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/da61c38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/c5791e43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/f3392579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sun deck](https://images.trvl-media.com/lodging/1000000/800000/796200/796159/fff59724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nantasket Beach Resort Nantasket Beach 8.6/10 Excellent (1008) "Lovely place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrice £110 includes taxes & fees 2 Dec - 3 Dec [](https://www.expedia.co.uk/Boston-Hotels-Nantasket-Beach-Resort.h796159.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/97000000/96670000/96662600/96662507/a3c0ad02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed, Mobility Accessible | Private kitchen | Mini-fridge, coffee/tea maker](https://images.trvl-media.com/lodging/97000000/96670000/96662600/96662507/19eb05e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/97000000/96670000/96662600/96662507/701123fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Medieval Dungeon King | 1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96670000/96662600/96662507/29f9add5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cove At Salem Salem 9.4/10 Exceptional (819) "Great staff, well decorated modern room!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £106 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Boston-Hotels-The-Cove-At-Salem.h96662507.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/ee3b571c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![LCD TV](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/a0088401.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/6d0a6441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Boston/Waltham Waltham 9.4/10 Exceptional (1537) "Clean room, staff was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Adam £73 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![Daily buffet breakfast (USD 17 per person)](https://images.trvl-media.com/lodging/1000000/20000/10700/10664/e89debc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/10700/10664/298ef965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/10700/10664/41a30495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/10700/10664/e7e432e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Boston/Waltham Waltham 8.8/10 Excellent (1004) "Clean, friendly, quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £74 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Boston-Hotels-Hilton-Garden-Inn-BostonWaltham.h10664.Hotel-Information) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/9c2173ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/acb170eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic Area](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/bc3746b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillow-top beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/70000/64200/64132/130f0673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### HYATT house Boston/Waltham Waltham 8.8/10 Excellent (1054) "The Staff was great, the room was clean and comfortable and the breakfast was good! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Meridith £84 includes taxes & fees 5 Dec - 6 Dec [](https://www.expedia.co.uk/Boston-Hotels-HYATT-House-BostonWaltham.h64132.Hotel-Information) ![2 restaurants, breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/86a0dacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ballroom](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/51bd1fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/242a885a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout curtains, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/30000/28300/28281/18ab3c1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawthorne Hotel Downtown Salem 9.4/10 Exceptional (1491) "Clean rooms, great breakfast and dinner options, and a lovely vintage aesthetic. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kiera £71 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Boston-Hotels-Hawthorne-Hotel.h28281.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/1000000/20000/14900/14808/fd912bfb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14900/14808/e53cebfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking (Governor's) | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/20000/14900/14808/15e798e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/14900/14808/f2e007b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Embassy Suites by Hilton Boston Waltham Waltham 8.0/10 Very good (2628) "Great check in and great accommodations " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Einav £81 includes taxes & fees 14 Dec - 15 Dec [](https://www.expedia.co.uk/Boston-Hotels-Embassy-Suites-Boston-Waltham.h14808.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/w5760h3835x0y5-3bcfea63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, al fresco dining ](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/w5755h3835x5y5-d5b9f1ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/w5760h3835x0y5-2083ebd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lunch, dinner, brunch served; American cuisine, al fresco dining ](https://images.trvl-media.com/lodging/1000000/10000/3100/3018/w5755h3835x5y5-c6c0b787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Plus Waltham Boston Piety Corner 8.2/10 Very good (1094) "Room was spotless, staff was helpful " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zhoe £75 includes taxes & fees 5 Dec - 6 Dec [](https://www.expedia.co.uk/Boston-Hotels-Best-Western-Plus-Waltham-Boston.h3018.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/5df36b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/6237acf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/a357ed4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, desk, laptop workspace, blackout curtains](https://images.trvl-media.com/lodging/1000000/20000/11200/11189/2b16cb99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Tewksbury Andover Tewksbury 8.8/10 Excellent (838) "Great place. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) alex £74 includes taxes & fees 5 Dec - 6 Dec [](https://www.expedia.co.uk/Tewksbury-Hotels-Inn-At-Tewksbury.h11189.Hotel-Information) ![Deluxe Room, 2 Double Beds (Bath in Room) | 1 bedroom, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/10b13a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/fd67eab2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/6025c018.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Revolution Hotel South End 9.0/10 Wonderful (2277) "Great hotel! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashleigh £69 includes taxes & fees 25 Nov - 26 Nov [](https://www.expedia.co.uk/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1080000/1071900/1071878/925a86ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1080000/1071900/1071878/31190041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Blackout curtains, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/2000000/1080000/1071900/1071878/aa17b1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1080000/1071900/1071878/f5be6bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn & Suites Boston Crosstown Center South End 7.8/10 Good (1399) "Clean room & friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary £78 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Boston-Hotels-Hampton-Inn-Suites-Boston-Crosstown-Center.h1071878.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/b4b93ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/40a54799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/f8efea04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seaport Hotel Boston Seaport District 9.6/10 Exceptional (3728) "Great location and stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krithika £136 includes taxes & fees 27 Nov - 28 Nov [](https://www.expedia.co.uk/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Meeting facility](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/6cd430e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/116c5658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/2d0dd8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/12000000/11270000/11264000/11263952/d6de0f74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aloft by Marriott, Boston Seaport District Seaport District 9.0/10 Wonderful (1366) "All was perfect, clean room, helpful staff, perfect location " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) ahmed £120 includes taxes & fees 21 Dec - 22 Dec [](https://www.expedia.co.uk/Boston-Hotels-Aloft-Boston-Seaport-District.h11263952.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 restaurants, breakfast served](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/bc3320d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/a6dc8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/af87cf6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Omni Boston Hotel at the Seaport Seaport District 9.2/10 Wonderful (4240) "Great hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marlene £162 includes taxes & fees 18 Dec - 19 Dec [](https://www.expedia.co.uk/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/895877cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/de132796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/ee4a833d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/39000000/38980000/38980000/38979980/f0fa2287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Boston Woburn Woburn 9.2/10 Wonderful (1312) "Room was spotless, location wonderful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara £88 includes taxes & fees 6 Dec - 7 Dec [](https://www.expedia.co.uk/Boston-Hotels-Hampton-Inn-Woburn-Boston.h38979980.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09®ionId=175481&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_FR-DE-MX-UK_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Save up to 40% on select hotels. [Book now](https://expedia.co.uk/cheap-deals?rfrr=HTG_BF_PROMO_175481) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d175481.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d175481.Travel-Guide-Hotels) ## Stay near popular Winchester attractions [](https://www.expedia.co.uk/Winter-Pond-Hotels.0-l553248621561930456-0.Travel-Guide-Filter-Hotels) ### Winter Pond Enjoy an outing to Winter Pond during your stay in Winchester. Discover the top-notch restaurants and acclaimed art galleries in this vibrant area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621561930456) ## Learn more about Winchester Stroll along the shores of Mystic Lake, where locals gather for picnics and kayaking on sunny afternoons. History buffs can explore the Wright-Locke Farm, learning about sustainable agriculture while kids enjoy the farm animals and nature trails. [See all hotels in Winchester](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-08&endDate=2025-12-09&adults=2®ionId=175481) ![Winchester Town Hall at 71 Mt Vernon Street in historic town center of Winchester, Middlesex County, Massachusetts MA, USA. ](https://images.trvl-media.com/place/175481/5b3e907d-d662-4314-947e-70c644534c55.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Winchester Hotel Reviews ![The Dagny Boston](https://images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Great staff! They checked in with us during the stay to make sure things were going well. Location was perfect for our first trip to Boston. In walking distance of the holiday market and tree lighting which was a nice bonus. I would definitely stay again. " [](https://expedia.co.uk/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Godfrey Hotel Boston](https://images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Fantastic staff especially front desk!! Room was amazing from bed to pillows to spacious etc.. felt secure and safe. Perfect location to walk to everything. Great coffee shops! " [](https://expedia.co.uk/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![citizenM Boston Back Bay](https://images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "All the above! Location is great and the barista lounge and morning brunch is wonder ful and the staff terrific!! We will be back soon! " [](https://expedia.co.uk/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ![Seaport Hotel Boston](https://images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Everything was perfect!! If I come back to Boston, I would stay here again!" [](https://expedia.co.uk/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![DoubleTree Suites by Hilton Hotel Boston - Cambridge](https://images.trvl-media.com/lodging/1000000/10000/1000/946/e477f850_y.jpg) ### DoubleTree Suites by Hilton Hotel Boston - Cambridge 10/10 Excellent "My children love this place!" [](https://expedia.co.uk/Boston-Hotels-DoubleTree-Suites-By-Hilton-Hotel-Boston-Cambridge.h946.Hotel-Information) ![The Revolution Hotel](https://images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "very nice experience " [](https://expedia.co.uk/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![Encore Boston Harbor](https://images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Awesome place!" [](https://expedia.co.uk/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Hilton Boston Park Plaza](https://images.trvl-media.com/lodging/1000000/10000/4300/4215/6e9f8959_y.jpg) ### Hilton Boston Park Plaza 10/10 Excellent "Quite clean " [](https://expedia.co.uk/Boston-Hotels-Boston-Park-Plaza.h4215.Hotel-Information) ![Copley Square Hotel, a FOUND Hotel](https://images.trvl-media.com/lodging/1000000/20000/16100/16067/72cd2881_y.jpg) ### Copley Square Hotel, a FOUND Hotel 10/10 Excellent "Everything was great, only complaint was how slow the shower drained. " [](https://expedia.co.uk/Boston-Hotels-Copley-Square-Hotel.h16067.Hotel-Information) ## More cheap stays in Winchester ![Hampton Inn & Suites Boston/Waltham](https://images.trvl-media.com/lodging/22000000/21910000/21904300/21904239/841c68d6_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn & Suites Boston/Waltham 135 2nd Ave Waltham MA £73 21 Dec - 22 Dec includes taxes & fees 9.2/10 Wonderful! (1,528 reviews) [](https://expedia.co.uk/Boston-Hotels-Hampton-Inn-Suites-BostonWaltham.h21904239.Hotel-Information) ![enVision Hotel Boston Everett](https://images.trvl-media.com/lodging/18000000/17520000/17515300/17515205/09904e53_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### enVision Hotel Boston Everett 1834 Revere Beach Pkwy Everett MA £110 25 Nov - 26 Nov includes taxes & fees 8.4/10 Very Good! (1,004 reviews) [](https://expedia.co.uk/Boston-Hotels-EnVision-Hotel-Boston-Everett.h17515205.Hotel-Information) ![Hampton Inn Boston Logan Airport Chelsea](https://images.trvl-media.com/lodging/49000000/48880000/48879900/48879812/bfe287d7_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Boston Logan Airport Chelsea 200 2nd Street Chelsea MA £90 29 Nov - 30 Nov includes taxes & fees 9/10 Wonderful! (2,556 reviews) [](https://expedia.co.uk/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport-Chelsea.h48879812.Hotel-Information) ![Ramada by Wyndham Boston](https://images.trvl-media.com/lodging/1000000/10000/300/293/b875dc04_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ramada by Wyndham Boston 800 Morrissey Blvd Boston MA £81 30 Nov - 1 Dec includes taxes & fees 6.6/10 (1,561 reviews) [](https://expedia.co.uk/Boston-Hotels-Ramada-By-Wyndham-Boston.h293.Hotel-Information) ![Comfort Inn & Suites Logan International Airport](https://images.trvl-media.com/lodging/1000000/550000/543800/543784/fa5d7891_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Comfort Inn & Suites Logan International Airport 85 American Legion Hwy Revere MA £92 25 Dec - 26 Dec includes taxes & fees 8.8/10 Excellent! (2,189 reviews) [](https://expedia.co.uk/Boston-Hotels-Comfort-Inn-Suites-Logan-International-Airport.h543784.Hotel-Information) ![Sonesta Simply Suites Boston Burlington](https://images.trvl-media.com/lodging/1000000/550000/544800/544728/a4844b99_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sonesta Simply Suites Boston Burlington 130 Middlesex Tpke Burlington MA £86 25 Nov - 26 Nov includes taxes & fees 8.8/10 Excellent! (110 reviews) [](https://expedia.co.uk/Boston-Hotels-Sonesta-Simply-Suites-Boston-Burlington.h544728.Hotel-Information) ## Find out more about Winchester ### Top reasons to visit Winchester - **Scenic Outdoor Activities:** Winchester offers a variety of outdoor pursuits, including lovely parks and recreational areas perfect for families. - **Rich Historical Sites:** Explore charming attractions like the Winchester Discovery Centre and historic landmarks, including Winchester Cathedral. - **Vibrant Local Culture:** Wander through picturesque streets and immerse yourself in the friendly atmosphere of the town. - **Diverse Accommodation Options:** Choose from hotels and charming B&Bs, catering to all travellers, including pet-friendly and LGBTQIA-friendly stays. - **Convenient Location:** Winchester is ideally situated for day trips and easy access to nearby skiing and shopping. ### Find great hotels near Winchester Discover a range of accommodation options in Winchester, Massachusetts, perfect for every type of traveller. Whether you're seeking a convenient hotel for business or a charming bed & breakfast for a relaxing getaway, Winchester offers pet-friendly and LGBTQIA welcoming stays. From budget-friendly options to more luxurious experiences, you'll find the ideal place to unwind and explore this delightful town. - **[citizenM Boston North Station:](https://www.expedia.co.uk/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information)** Emphasising a modern and innovative design, citizenM Boston North Station is a 4-star hotel that caters to business travellers seeking a vibrant and inclusive atmosphere. Located 4.3km from Winchester, this hotel is proud to welcome the LGBTQIA community and offers dedicated facilities such as a 24-hour business centre, meeting rooms, and coworking spaces. With a commitment to comfort, citizenM ensures guests enjoy contemporary rooms equipped with all the essentials for a productive stay, making it an excellent choice for professionals on the go. - **[Extended Stay America Suites - Boston - Saugus:](https://www.expedia.co.uk/Boston-Hotels-WoodSpring-Suites-Boston-North.h19848478.Hotel-Information)** For those looking for adventure, Extended Stay America Suites - Boston - Saugus, situated 3.7km from Winchester, offers a unique blend of excitement and comfort. This pet-friendly accommodation is welcoming to the LGBTQIA community and provides opportunities for outdoor activities such as scooter rentals, ice skating, and horse riding nearby. The hotel features essential amenities for longer stays, making it ideal for guests who wish to explore the surrounding area while enjoying a home-like atmosphere. - **[Hyatt Regency Boston/Cambridge:](https://www.expedia.co.uk/Boston-Hotels-Hyatt-Regency-BostonCambridge.h16079.Hotel-Information)** A refined choice for both business and leisure travellers, Hyatt Regency Boston/Cambridge is located 4.3km from Winchester. This 4-star hotel offers a seamless blend of professionalism and pet-friendly policies, welcoming the LGBTQIA community with open arms. Guests can benefit from conference spaces and other business amenities while enjoying the hotel's luxurious features. With a commitment to service and comfort, Hyatt Regency is perfect for those seeking an elegant environment paired with the convenience of being close to the vibrant city life. ### Where to stay near Winchester Winchester, Massachusetts, offers a delightful blend of outdoor activities and cultural experiences, making it ideal for family vacations. Explore the charming streets of Winchester city and immerse yourself in its friendly atmosphere. Just a short walk away, you can discover the vibrant local culture and historical sights. Whether you're wandering through picturesque neighbourhoods or enjoying the lush parks, Winchester promises an enriching getaway for all ages. - **[Boston:](https://www.expedia.co.uk/Boston-Hotels.d178239.Travel-Guide-Hotels)** A vibrant metropolis located 5.0km from Winchester, Boston is renowned for its rich history and cultural diversity. Visitors can immerse themselves in a plethora of experiences, from educational institutions to lively music concerts and expansive shopping malls. The city’s landmarks, such as historic sports stadiums and conference venues, offer a glimpse into its sporting heritage and community events. With traveller numbers peaking in the summer and autumn, Boston is a bustling hub for family adventures and cultural exploration. - **[Woburn:](https://www.expedia.co.uk/Woburn-Hotels.d10373.Travel-Guide-Hotels)** Situated a mere 1.2km from Winchester, Woburn is a charming city that attracts visitors throughout the year. Known for its family-friendly atmosphere and cultural experiences, Woburn boasts an array of shopping centres and educational venues. Its local attractions include beach areas and event conference venues, providing a perfect backdrop for leisure and entertainment. Peak travel seasons in April, July, and September bring a lively atmosphere, making Woburn an inviting destination for all. - **[West Medford:](https://www.expedia.co.uk/West-Medford-Boston-Hotels.0-n173092-0.Travel-Guide-Filter-Hotels)** Just 1.2km from Winchester, West Medford is a picturesque neighbourhood known for its cultural and outdoor experiences. The area draws seasonal visitors, particularly in spring and late autumn. With a blend of educational institutions and shopping areas, West Medford offers a relaxed yet vibrant atmosphere. Notable landmarks include historic buildings and modern colleges, making it an intriguing destination for those interested in history and education, as well as outdoor pursuits. ### Things to do near Winchester Winchester, Massachusetts, is perfect for outdoor and cultural family vacations. Visitors can enjoy various activities, including educational experiences, shopping at the local mall, and skiing at nearby fields. For those looking for a day trip, Winchester offers a charming blend of leisure and exploration, making it an ideal destination for a delightful getaway. **Shopping** In Winchester, you can enjoy shopping at [Burlington Mall](https://www.expedia.co.uk/Burlington-Mall-Hotels.0-l6163632-0.Travel-Guide-Filter-Hotels), just 2.5km away, offering a vibrant mix of businesses and family entertainment. [Harvard Square](https://www.expedia.co.uk/Harvard-Square-Hotels.0-l6070079-0.Travel-Guide-Filter-Hotels) and [Boston Public Market](https://www.expedia.co.uk/Boston-Public-Market-Hotels.0-l553248621533117592-0.Travel-Guide-Filter-Hotels), both within 6-4.3km, provide a lively city atmosphere for unique gifts, perfect for a memorable shopping experience. **Recreation** [Agganis Arena](https://www.expedia.co.uk/Agganis-Arena-Hotels.0-l6229782-0.Travel-Guide-Filter-Hotels) offers an energetic atmosphere with various sports events, perfect for those seeking excitement. The [House of Blues Boston](https://www.expedia.co.uk/House-Of-Blues-Boston-Hotels.0-l6160608-0.Travel-Guide-Filter-Hotels) and [Hatch Shell](https://www.expedia.co.uk/Hatch-Shell-Hotels.0-l6192284-0.Travel-Guide-Filter-Hotels) provide vibrant music experiences, allowing you to unwind and enjoy live performances in a lively setting, just a short distance from Winchester. **Adventure** Horn Pond, located 1.2km from Winchester, offers a tranquil outdoor experience, perfect for leisurely walks and picnics. The Courageous Sailing Center, 4.3km away, provides thrilling water sports adventures. For scenic hiking, explore the Irish Heritage Trail, situated 5.0km from Winchester, showcasing beautiful landscapes. **Nightlife** In Winchester, the [LEGOLAND® Discovery Center](https://www.expedia.co.uk/LEGOLAND-Discovery-Center-Hotels.0-l553248621561930613-0.Travel-Guide-Filter-Hotels) provides a fun-filled arcadeAdventureZone perfect for families. For a cultural evening, the Somerville Theatre offers a blend of entertainment and romance. Enjoy a relaxed drink at Cambridge Common, an inviting pub ideal for lively conversation and a romantic atmosphere. ### Booking tips and Expedia advantages for Winchester For a budget-friendly visit to Winchester, Massachusetts, consider travelling during the off-peak months of December to February, when accommodation prices are lower. Sundays tend to be the least expensive days to stay, while Saturdays are pricier. Use Expedia's search tool to sort options by budget and package deals that combine hotels, flights, and activities for additional savings. Look for hotel deals and minute offers to maximise your budget. Don't forget to explore free local attractions to enrich your experience without overspending. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winchester are December to February, where the prices are slightly lower. This is in comparison to May and September to October, where prices are slightly higher. - **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay in Winchester is Sunday. The most expensive day to stay in Winchester is Saturday. - **Find cheap hotels on Expedia:** Utilise Expedia's search tool to refine your preferences, such as budget, preferred location, and desired hotel type. To discover the most affordable options and offers, arrange the price filter from lowest to highest. - **Consider bundling your trip:** You can save money by combining your hotel stay in Winchester with your flights and activities through an Expedia package. ### Find the best attractions near Winchester Winchester, Massachusetts, is an ideal destination for outdoor enthusiasts and culture seekers alike, offering a family-friendly atmosphere. Visitors can explore notable attractions such as the Winchester Discovery Centre, Winchester Cathedral, and the historic Winchester Castle, along with the Great Hall. These sites provide a rich blend of history and urban parks, ensuring a fulfilling experience for travellers looking to immerse themselves in local culture and heritage. - **[Fenway Park:](https://www.expedia.co.uk/Fenway-Park-Hotels.0-l6023384-0.Travel-Guide-Filter-Hotels)** Experience the rich history and vibrant atmosphere of one of America’s oldest ballparks, home to the Boston Red Sox. Enjoy a game or take a guided tour to learn about its iconic features and the passionate sports culture surrounding it. - **[Harvard University:](https://www.expedia.co.uk/Harvard-University-Hotels.0-l6034936-0.Travel-Guide-Filter-Hotels)** Visit the world-renowned institution, steeped in tradition and academic excellence. Stroll through its picturesque campus, admire historic buildings, and soak up the intellectual culture that has shaped many leaders. - **[TD Garden:](https://www.expedia.co.uk/TD-Garden-Hotels.0-l6070137-0.Travel-Guide-Filter-Hotels)** Discover this premier venue that hosts major sporting events and concerts, offering a dynamic atmosphere. Whether attending a game or a concert, you'll feel the energy of Boston's business and entertainment scene. ### Best time to go to Winchester The best time to visit Winchester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winchester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Winchester falls in January, visitor numbers are average and weather is mostly sunny with light rain. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | --- | --- | --- | --- | --- | --- | | January | 28.6°F (-1.9°C) | Light Rain | Mostly Sunny | Average | Slightly Low | | February | 29.8°F (-1.2°C) | Light Rain | Mostly Cloudy | Slightly Low | Slightly Low | | March | 36.9°F (2.7°C) | Light Rain | Mostly Sunny | Average | Average | | April | 47.7°F (8.7°C) | Light Rain | Mostly Sunny | Slightly High | Average | | May | 58.3°F (14.6°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 66.4°F (19.1°C) | Light Rain | Mostly Sunny | Average | Average | | July | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Slightly High | Average | | August | 72.3°F (22.4°C) | Light Rain | Mostly Sunny | Average | Average | | September | 65.3°F (18.5°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | October | 54.9°F (12.7°C) | Light Rain | Mostly Sunny | Average | Slightly High | | November | 43.3°F (6.3°C) | Light Rain | Mostly Sunny | Slightly Low | Average | | December | 35.1°F (1.7°C) | Light Rain | Mostly Sunny | Slightly Low | Slightly Low | ### The nearest major airports for your trip to Winchester For your visit to Winchester, Massachusetts, the primary airport is Boston Logan International Airport ([BOS](https://www.expedia.co.uk/Logan-Intl-Airport-Hotels.0-aBOS-0.Travel-Guide-Filter-Hotels)), situated 5.6km away. Nearby excellent hotels include the 5-star [Encore Boston Harbor](https://www.expedia.co.uk/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information), 1.9km from the airport, and both [The Langham](https://www.expedia.co.uk/Boston-Hotels-The-Langham.h2558.Hotel-Information) and [Boston Harbor Hotel](https://www.expedia.co.uk/Boston-Hotels-Boston-Harbor-Hotel.h26146.Hotel-Information), each 1.2km from BOS. Another option is Providence T.F. Green Airport ([PVD](https://www.expedia.co.uk/TF-Green-Airport-Hotels.0-aPVD-0.Travel-Guide-Filter-Hotels)), located 51.9km away, with the [Omni Providence Hotel](https://www.expedia.co.uk/Providence-Hotels-Omni-Providence-Hotel.h24536.Hotel-Information), [Renaissance Providence Downtown Hotel](https://www.expedia.co.uk/Providence-Hotels-Renaissance-Providence-Downtown-Hotel.h1636958.Hotel-Information), and [Graduate by Hilton Providence](https://www.expedia.co.uk/Providence-Hotels-Graduate-Providence.h20009389.Hotel-Information), all approximately 4.3km from the airport. Additionally, Manchester-Boston Regional Airport ([MHT](https://www.expedia.co.uk/Manchester-Boston-Regional-Airport-Hotels.0-aMHT-0.Travel-Guide-Filter-Hotels)) is 22.4km away, with hotels like [The Grand at Bedford Village Inn](https://www.expedia.co.uk/Manchester-Hotels-The-Bedford-Village-Inn.h1211321.Hotel-Information) and [DoubleTree by Hilton Manchester Downtown](https://www.expedia.co.uk/Manchester-Hotels-DoubleTree-By-Hilton-Manchester-Downtown.h19860.Hotel-Information), both 2.5km from MHT. ## Frequently asked questions ### When is the best time to go to Winchester? > The most popular time to visit Winchester is in April. During this month, the city comes alive with vibrant spring blooms and pleasant weather, with temperatures averaging around 12 to 16°C. This makes it an ideal period for exploring the stunning Winchester Cathedral, strolling through the picturesque streets, and enjoying the beautiful gardens that adorn the city. > > > > As you delve into the peak season, which spans from April to June, you'll find that Winchester attracts a diverse array of visitors keen to experience its rich history and charming atmosphere. The city buzzes with activity during this time, with various events, such as the famous Winchester Science Festival, drawing in crowds and adding to the lively ambiance. > > > > For those who relish outdoor adventures, spring is a delightful time to enjoy Winchester's scenic parks and the surrounding countryside. The mild weather allows for comfortable walks along the River Itchen or a leisurely bike ride through the nearby South Downs National Park. The blossoming flora enhances the beauty of your surroundings, providing a great backdrop for memorable photos. > > > > If you're looking for a more budget-friendly option, consider visiting in November. While the weather may be cooler, with temperatures averaging around 5 to 10°C, the city is less crowded, allowing for a more intimate experience. You can still enjoy the historical sites without the hustle and bustle of peak tourist season. ### Can I cancel my hotel reservation on Expedia? > You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winchester. ### How can I save on a Winchester hotel booking with Expedia? > Before booking your Winchester hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia. ### How much is the nightly rate at a Winchester hotel? > Prices for hotels in Winchester often vary, but you can find a great deal from £73 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)