Title: Hotels in Winchester, IL - Best Winchester Hotels from £49 - Fully Refundable Options - Expedia.co.uk [Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d3000435714.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d3000435714.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d3000435714.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Winchester, IL from £49 - ![](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 Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America®ionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=POOL) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America®ionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+Illinois%2C+United+States+of+America®ionId=3000435714&latLong=39.629769%2C-90.456235&adults=2&startDate=2025-12-02&d1=2025-12-02&endDate=2025-12-04&d2=2025-12-04&amenities=PETS) ## Check prices for these dates Tonight [18 Nov - 19 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000435714&startDate=2025-11-18&endDate=2025-11-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [19 Nov - 20 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000435714&startDate=2025-11-19&endDate=2025-11-20&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000435714&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=3000435714&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Winchester hotels and places to stay ![Breakfast meal](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/23a03799.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/e9628a93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, Ensuite (Double Queen Suite) | 1 bedroom](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/8f50dc31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### William Watson Hotel Pittsfield 9.2/10 Wonderful (344) "Great location, restaurant downstairs, friendly staff, microwaves and refrigerator in room, historic significance " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Druann £67 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information) ![Free daily on-the-go breakfast ](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/0aa674c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free toiletries, hair dryer, towels](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/13f55165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/16c3be32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/e9aab2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Pittsfield 6.8/10 (122) "Great little hotel, perfect for an overnight pit stop " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David £52 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) ![Desk, iron/ironing board, cots/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/w3837h2569x3y3-79e6a5e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/e975b6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/92a8744a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/b7e82af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Jacksonville Jacksonville 7.0/10 Good (851) "Great location. Newly remodeled room. Friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles £57 includes taxes & fees 3 Dec - 4 Dec [](https://www.expedia.co.uk/Springfield-Hotels-Baymont-By-Wyndham-Jacksonville.h1304355.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/4f58843e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/fc256dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub | Soundproofing, iron/ironing board, free cots/infant beds, Internet](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/513649eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/c30882b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Jacksonville Inn Jacksonville 8.4/10 Very good (737) "Cleanest hotel I’ve stayed at" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christopher £65 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/e80734a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/1b7c7a64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/2a692595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/5c8e6d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites South Jacksonville Jacksonville 9.4/10 Exceptional (613) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis £68 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Springfield-Hotels-Sleep-Inn-Suites.h23831866.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/46171e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast ](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/29dda3cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/3b913bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby lounge](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/c2f3b0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Jacksonville by IHG Jacksonville 7.8/10 Good (436) "It was clean with friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina £67 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Springfield-Hotels-Holiday-Inn-Express-Hotel-Suites-Jacksonville.h1793078.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/52a6b400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds | Desk, iron/ironing board, free cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/w3840h2571x0y3-b5dd01e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/69b3d11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/3c66858b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Jacksonville Jacksonville 8.2/10 Very good (613) "Staff had fresh coffee available at 4 am for the hunters and that proved to be epic!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert £49 includes taxes & fees 30 Nov - 1 Dec [](https://www.expedia.co.uk/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/eab445e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/9192d41b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/24c58aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/56f759a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jacksonville Jacksonville 8.8/10 Excellent (491) "Noe at the front desk was so friendly and the place was extremely clean and very quiet at night…" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul £69 includes taxes & fees 7 Dec - 8 Dec [](https://www.expedia.co.uk/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.Hotel-Information) ![Lobby sitting area](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/a368327c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast ](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/c466d62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/7da0a008.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Queen Beds, Non Smoking, Refrigerator (New building) | Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/2c579c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Acres Hotel Pittsfield 8.6/10 Excellent (141) "Wonderful stay - was staying with a number of family members and it all worked out" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard £100 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Pittsfield-Hotels-Green-Acres-Hotel.h9986625.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/aba9334b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Non Smoking | Minibar, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/dc6867b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/df8698e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-service breakfast ](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/22fcac0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Jacksonville near I-72 Jacksonville 7.8/10 Good (419) "Easy check in and out very personable and friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela £50 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/e9218eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/d188b5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 Queen Bed | Desk, free cots/infant beds](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/b9129591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/70af4e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knights Inn Jacksonville East Morton Ave Jacksonville 6.8/10 (163) "Very clean rooms I had outside room very easy to carry luggage in staff really friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott £55 includes taxes & fees 19 Nov - 20 Nov [](https://www.expedia.co.uk/Springfield-Hotels-Knights-Inn-Jacksonville-East-Morton-Ave.h9309491.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/77000000/76960000/76952700/76952694/64356a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76960000/76952700/76952694/fff007e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76960000/76952700/76952694/09335ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76960000/76952700/76952694/14048be8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa DeWolf Jacksonville 10/10 Exceptional (11) "If you want the kindest hospitality, delicious breakfast and a memorable experience at a gorgeous historical home instead of a generic hotel, you must stay here!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Catherine [](https://www.expedia.co.uk/Jacksonville-Hotels-Villa-DeWolf.h76952694.Hotel-Information) ![Comfort Room | Premium bedding, desk, iron/ironing board, free cots/infant beds](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/7fa649ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/873e4e0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/b4ce7d70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/47811fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monroe Street Suites Pittsfield 9.6/10 Exceptional (57) "We had a great stay and would recommend others to stay here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brady £98 includes taxes & fees 17 Dec - 18 Dec [](https://www.expedia.co.uk/Pittsfield-Hotels-Monroe-Street-Suites.h17047233.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=2025-12-02&endDate=2025-12-03®ionId=3000435714&adults=2&sort=RECOMMENDED&openPlayBack=true) ![](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.d3000435714.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Hotels.d3000435714.Travel-Guide-Hotels) ## Top Winchester Hotel Reviews ![Best Western Jacksonville Inn](//images.trvl-media.com/lodging/1000000/130000/124300/124218/4f58843e_y.jpg) ### Best Western Jacksonville Inn 10/10 Excellent "Room was clean, continental breakfast, easy check-in" [](https://expedia.co.uk/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information) ### Super 8 by Wyndham Jacksonville 10/10 Excellent "We rec'd a refund for 2 nights when we had to leave 2 days early because of a family emergency. REALLY appreciated that!" [](https://expedia.co.uk/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ### William Watson Hotel 10/10 Excellent "Everything about our stay was great. We will stay here again. The parking was good, as it was in front of the building. The restaurant was excellent." [](https://expedia.co.uk/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information) ![PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!](//images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/3f150da0_y.jpg) ### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! 10/10 Excellent "Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house. " [](https://expedia.co.uk/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information) ![Baymont by Wyndham Jacksonville](//images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/w3837h2569x3y3-79e6a5e0_y.jpg) ### Baymont by Wyndham Jacksonville 10/10 Excellent "Everything new and clean " [](https://expedia.co.uk/Springfield-Hotels-Baymont-By-Wyndham-Jacksonville.h1304355.Hotel-Information) ### Green Acres Hotel 10/10 Excellent "It was clean and quiet. Loved it." [](https://expedia.co.uk/Pittsfield-Hotels-Green-Acres-Hotel.h9986625.Hotel-Information) ![Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL ](//images.trvl-media.com/lodging/104000000/103430000/103428500/103428476/w906h683x60y0-f10f078b_y.jpg) ### Bunkhouse Seventy-Four - Cute, quaint and just minutes from Jacksonville, IL 10/10 Excellent "Always a nice place to stay." [](https://expedia.co.uk/Jacksonville-Hotels-Bunkhouse-Seventy-Four.h103428476.Hotel-Information) ### COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS! 10/10 Excellent "Beautiful place, highly recommend " [](https://expedia.co.uk/Bluffs-Hotels-Completely-Renonvated-Country-Home-With-Llamas-Just-Outside-THE-Windows.h38750608.Hotel-Information) ### Rodeway Inn 10/10 Excellent "Air conditioning | Pet-friendly | Clean room | Staf" [](https://expedia.co.uk/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) ## More cheap stays in Winchester ![Sleep Inn & Suites South Jacksonville](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/e80734a3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sleep Inn & Suites South Jacksonville 2401 Holliday Ln Jacksonville IL £68 per night 20 Nov - 21 Nov 9.2/10 Wonderful! (613 reviews) [](https://expedia.co.uk/Springfield-Hotels-Sleep-Inn-Suites.h23831866.Hotel-Information) ![Best Western Jacksonville Inn](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/4f58843e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Best Western Jacksonville Inn 1709 W Morton Ave, Jacksonville, IL £65 per night 19 Nov - 20 Nov 8.4/10 Very Good! (734 reviews) [](https://expedia.co.uk/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information) ![Hampton Inn Jacksonville](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/eab445e9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Jacksonville 1725 W Morton Ave Jacksonville IL £69 per night 7 Dec - 8 Dec 8.8/10 Excellent! (491 reviews) [](https://expedia.co.uk/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.Hotel-Information) ![Holiday Inn Express Hotel & Suites Jacksonville by IHG](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/46171e6f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Holiday Inn Express Hotel & Suites Jacksonville by IHG 2501 Holliday Lane Jacksonville IL £67 per night 7 Dec - 8 Dec 7.6/10 Good! (434 reviews) [](https://expedia.co.uk/Springfield-Hotels-Holiday-Inn-Express-Hotel-Suites-Jacksonville.h1793078.Hotel-Information) ![Quality Inn Jacksonville near I-72](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/aba9334b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Quality Inn Jacksonville near I-72 200 Comfort Drive, Jacksonville, IL £50 per night 19 Dec - 20 Dec 7.6/10 Good! (418 reviews) [](https://expedia.co.uk/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information) ![Super 8 by Wyndham Jacksonville](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/52a6b400_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Super 8 by Wyndham Jacksonville 1003 W Morton Ave Jacksonville IL £49 per night 30 Nov - 1 Dec 8.2/10 Very Good! (613 reviews) [](https://expedia.co.uk/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ## Find out more about Winchester ### Top reasons to visit Winchester - **Outdoor Adventures:** Winchester is perfect for exploring scenic landscapes and engaging in thrilling outdoor activities. - **Family-Friendly Attractions:** Enjoy a variety of activities suitable for all ages, including local fairs and recreational parks. - **Cultural Experiences:** Delve into the history of the area through visits to local colleges and universities. - **Beautiful Lakes:** Unwind by the picturesque lakes, ideal for leisurely moments and relaxation. - **Varied Accommodation:** Choose from a range of hotels and inns that cater to different needs, ensuring a comfortable stay. ### Find great hotels near Winchester Winchester, Illinois offers a delightful selection of hotels catering to a variety of travellers. Whether you're seeking pet-friendly accommodations, family-friendly amenities, or a business-themed stay, you'll find numerous options that suit your needs. With a range of choices, from charming inns to well-equipped hotels, your experience in Winchester is bound to be both comfortable and enjoyable. Discover the best Winchester hotels for your perfect getaway. - **[Best Western Jacksonville Inn:](https://www.expedia.co.uk/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information)** Embracing a warm and inviting atmosphere, the Best Western Jacksonville Inn is the perfect retreat for travellers seeking a pet-friendly experience. Located 7.5km from Winchester, this hotel offers amenities that cater to both leisure and pet-loving guests. The property permits dogs and includes essential services for furry companions. Guests appreciate the welcoming environment, comfortable rooms, and the convenience of being close to local attractions, making it an ideal base for your adventures. - **Sleep Inn & Suites:** Sleep Inn & Suites stands out as a business-oriented hotel, located 8.1km from Winchester. With a focus on providing a productive stay, this property features a well-equipped business centre, ensuring that corporate travellers can manage their work efficiently. Additionally, it remains pet-friendly, allowing guests to bring their furry friends along. The combination of comfortable accommodations and business amenities makes this hotel a smart choice for those balancing work and leisure during their stay. - **Holiday Inn Express Hotel & Suites Jacksonville by IHG:** This hotel offers a modern and inclusive atmosphere, situated 8.1km from Winchester. Known for its commitment to welcoming all guests, including the LGBTQIA community, the Holiday Inn Express features a range of business-friendly amenities, such as conference space and an accessible business centre. The pet-friendly policy allows you to bring your beloved pets along for the journey. With a focus on comfort and inclusivity, this hotel is an excellent choice for travellers seeking a well-rounded experience. ### Where to stay near Winchester Winchester, Illinois, offers a delightful blend of outdoor adventures and family-friendly activities. Nestled in a convenient location, this charming city is perfect for exploring scenic landscapes and engaging in thrilling pursuits. During the warmest months, visitors can fully enjoy the natural beauty and vibrant atmosphere of the heart of Winchester and its surrounding areas. Discover the numerous attractions that make this region an ideal destination for a memorable vacation. - **[Lynnville:](https://www.expedia.co.uk/Lynnville-Hotels.d553248634983184392.Travel-Guide-Hotels)** A quaint village located approximately 4.3km from Winchester, Lynnville offers a unique cultural experience with its rich history and charming atmosphere. Visitors can explore notable landmarks such as historic buildings and a local history museum, which provide insight into the area’s past. While traveller arrivals are consistent year-round, peak times occur from July to August and November, making it a perfect summer getaway. The village's serene environment is ideal for those seeking a peaceful retreat enriched with cultural themes. - **[Florence:](https://www.expedia.co.uk/Florence-Hotels.d553248634983143770.Travel-Guide-Hotels)** Situated about 5.0km from Winchester, Florence is a picturesque city known for its stunning scenery and outdoor activities. The city attracts visitors predominantly in June, August, and October, offering a vibrant atmosphere in the warmer months. Nature enthusiasts will appreciate the nearby river, which serves as a scenic backdrop for leisurely walks and picnics. Florence's inviting landscape is perfect for those looking to immerse themselves in the beauty of nature while enjoying a tranquil escape. - **[Manchester:](https://www.expedia.co.uk/Manchester-Hotels.d553248634983342309.Travel-Guide-Hotels)** Located roughly 5.6km from Winchester, Manchester is a lively city that caters to outdoor adventurers and families alike. The city experiences peak visitor numbers in June, August, and October, making it an excellent choice for summer activities. Manchester boasts a variety of campgrounds and outdoor venues, encouraging exploration and recreation. Local attractions include historic buildings and a national state park, which provide ample opportunities for hiking and appreciating the natural surroundings. This city is a delightful destination for those seeking adventure and family-friendly experiences. ### Things to do near Winchester Winchester offers a delightful blend of outdoor and family-friendly activities, making it an ideal destination for a holiday. Visitors can enjoy the local theatre, unwind in the recreation park, and explore various recreational areas. Whether you're seeking entertainment or simply wish to soak in the natural surroundings, Winchester provides a charming atmosphere for a memorable getaway. **Shopping** In Winchester, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, the nearby Quincy Mall offers a range of stores, while the Springfield Town Center boasts a variety of brands and dining options for a full shopping experience. **Recreation** Future Champions Sport Complex offers an energetic atmosphere for sports enthusiasts, with various facilities to engage in different athletic activities. For a tranquil experience, Jacksonville Community Park provides a serene setting for relaxation and wellness pursuits. Meanwhile, Old Orchard Country Club presents a picturesque golf experience amidst beautiful outdoor landscapes. **Adventure** Explore the scenic trails of the nearby Jim Edgar Panther Creek State Fish and Wildlife Area, perfect for hiking and wildlife spotting. For a thrill, try out the local ATV parks for an exhilarating ride through rugged terrain, offering an adrenaline-pumping adventure in nature. **Nightlife** Experience the charm of Winchester's nightlife at the local taverns. Visit The Winchester Lounge for a relaxed evening with cocktails and live music. Alternatively, try The Old Town Pub for a selection of ales and a friendly atmosphere, perfect for mingling with locals. ### Booking tips and Expedia advantages for Winchester To save money on your trip to Winchester, consider visiting during the cheaper months of January to February or November, with Tuesdays being the least expensive days for accommodation. Use Expedia's search tool to filter hotels by budget and amenities, ensuring you find the most affordable options, including eco-friendly stays. Look for package deals that combine flights and hotel bookings for additional savings. Additionally, explore free activities in the area to make the most of your visit without breaking the bank. - **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay in Winchester are January to February and November, where the prices are slightly lower. This is in comparison to June to August, 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 Tuesday. The most expensive day to stay in Winchester is Friday. - **Find cheap hotels on Expedia:** Expedia's search tool enables you to specify your budget, preferred location, and additional preferences. You can organise your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Furthermore, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book. - **Consider bundling your trip:** You can potentially save money by combining your hotel stay in Winchester with your flights and activities by booking a package through Expedia. ### Find the best attractions near Winchester Winchester, Illinois, offers a delightful mix of outdoor and family-friendly activities, making it an ideal holiday destination. Visitors can explore the local fairgrounds, delve into the history at the college and university, or enjoy leisurely moments by the lake. With a range of cultural experiences and attractions, Winchester caters to those seeking both adventure and relaxation amidst its charming surroundings. - **Morgan County Fairgrounds:** Experience the lively atmosphere of the Morgan County Fairgrounds, where you can enjoy outdoor family events and local fairs. It's a fantastic opportunity to immerse yourself in the community spirit and partake in various activities. - **Illinois College:** Visit the historic Illinois College, a cultural gem that showcases beautiful architecture and rich history. Stroll through its picturesque campus and appreciate the academic heritage that dates back to the early 19th century. - **Lake Jacksonville:** Discover the serene beauty of Lake Jacksonville, perfect for a romantic getaway or a relaxing day outdoors. Enjoy the stunning scenery, sandy beach, and various recreational activities that make this lake a local favourite. ### 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 moderately 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 cloudy 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 | 28.4°F (-2.0°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 31.3°F (-0.4°C) | Light Rain | Mostly Cloudy | Moderately Low | Average | | March | 43.9°F (6.6°C) | Light Rain | Mostly Sunny | Average | Average | | April | 53.8°F (12.1°C) | Light Rain | Mostly Sunny | Average | Average | | May | 64.4°F (18.0°C) | Light Rain | Mostly Sunny | Average | Slightly High | | June | 73.6°F (23.1°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | July | 76.1°F (24.5°C) | Light Rain | Mostly Sunny | Moderately High | Slightly High | | August | 74.7°F (23.7°C) | Light Rain | Mostly Sunny | Moderately Low | Average | | September | 68.9°F (20.5°C) | Light Rain | Mostly Sunny | Moderately High | Average | | October | 56.5°F (13.6°C) | Light Rain | Mostly Sunny | Average | Average | | November | 43.7°F (6.5°C) | Light Rain | Mostly Sunny | Moderately Low | Slightly Low | | December | 34.5°F (1.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low | ### The nearest major airports for your trip to Winchester When planning your visit to Winchester, Illinois, you can conveniently fly into several nearby airports. St. Louis Lambert International Airport ([STL](https://www.expedia.co.uk/Lambert-St-Louis-Intl-Airport-Hotels.0-aSTL-0.Travel-Guide-Filter-Hotels)) is approximately 38.5km away, with notable hotels such as [The Ritz-Carlton](https://www.expedia.co.uk/St-Louis-Hotels-The-Ritz-Carlton.h6132.Hotel-Information) and Ameristar Casino Resort, both situated 4.3km from the airport. Springfield Abraham Lincoln Capital Airport (SPI) is about 27.3km from Winchester, offering options like Crowne Plaza Springfield, 4.3km from the airport, with various transportation services available. Quincy Regional-Baldwin Field (UIN) is also 27.3km away, with the [Town & Country Inn and Suites](https://www.expedia.co.uk/Quincy-Hotels-Town-Country-Inn-And-Suites.h1562708.Hotel-Information) located 4.3km from the airport, ensuring easy access for your stay in the area. ## Frequently asked questions ### When is the best time to go to Winchester? > The most popular time to visit Winchester is during the late spring and early summer months, particularly in May and June. During this period, the city comes alive with vibrant blooms and pleasant temperatures ranging from 12 to 20 Celsius, making it ideal for exploring the charming streets, historic sites, and beautiful parks. > > > > As you immerse yourself in Winchester's rich history, you'll find that this season attracts many tourists eager to experience the annual events and festivals, such as the Winchester Science Festival and various local markets. The atmosphere is bustling yet enjoyable, superb for those who appreciate a lively environment while sightseeing. > > > > If you prefer a quieter experience, consider visiting in September. The weather remains mild, and the summer crowds have diminished, allowing you to explore the stunning Winchester Cathedral and the Great Hall at a more leisurely pace. This month often features less expensive accommodation options and a chance to enjoy the city's culinary scene without the rush. > > > > For families and couples alike, outdoor activities abound in Winchester, from walking along the River Itchen to picnicking in the picturesque gardens. The city's compact nature makes it convenient to navigate, ensuring that you can make the most of your visit without feeling rushed. ### 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? > With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Winchester hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings. ### 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 £49 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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