Title: Winchester Square in Old Hill | Expedia.co.uk [Winchester Square Hotels](https://expedia.co.uk/Winchester-Square-Hotels.0-l932923619906977792-0.Travel-Guide-Filter-Hotels)[Winchester Square Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester-Square.d932923619906977792.Car-Hire-Guide)[Old Hill Holidays](https://expedia.co.uk/Old-Hill.d898870057799802880.Holidays-City-Breaks) # Winchester Square ## Visit Winchester Square Activities --- --- ## Plan a trip to see Winchester Square Price found within the past 48 hours. Click for updated prices. ![Eurostars The Boxer](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118893/ee935931_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars The Boxer West End £1,044 per person 1 May - 7 May found 1 day ago Return direct flight included Edinburgh (EDI) to Boston (BOS) 8.6/10 Excellent! (1,395 reviews) The room we stayed in was very very dark, very little natural light and lighting in the room was not fully functional. Room was also right on top and I mean right on top of the elevator, so pretty steady stream of noise into our room from there. Reviewed on 27 Mar 2026 ![Boston Harbor Hotel](https://images.trvl-media.com/lodging/1000000/30000/26200/26146/37dc487b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Boston Harbor Hotel North End Save 100% on your flight £1,650 per person 30 Apr - 5 May found 1 day ago Return flight included Edinburgh (EDI) to Boston (BOS) 9.8/10 Exceptional! (1,001 reviews) Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub. Reviewed on 23 Mar 2026 ![The Langham, Boston](https://images.trvl-media.com/lodging/1000000/10000/2600/2558/54f3deb7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Langham, Boston Downtown Boston Save 100% on your flight £2,190 per person 17 Jun - 21 Jun found 1 day ago Return direct flight included Edinburgh (EDI) to Boston (BOS) 9.6/10 Exceptional! (1,004 reviews) Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch. Bed was nice and very quiet location. Reviewed on 22 Mar 2026 ### Popular places to visit #### Mason Square Branch Springfield City Library After visiting Mason Square Branch Springfield City Library, make a plan to see the other sights and activities in Springfield. [](https://expedia.co.uk/Mason-Square-Branch-Springfield-City-Library-Old-Hill.d932924068454498304.Attraction) #### Pendleton Ave. Park Pendleton Ave. Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels? [](https://expedia.co.uk/Pendleton-Ave-Park-Old-Hill.d932923929486712832.Attraction) #### Samuel A. Bolden Park Samuel A. Bolden Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels? Attend a basketball game or visit the shops in this family-friendly area. [](https://expedia.co.uk/Samuel-A-Bolden-Park-Springfield.d932923913554649088.Attraction) #### Gunn Square Park Gunn Square Park is just one of the places to see in Springfield, so why not enjoy the other things to explore during your travels? Visit the shops and top-notch restaurants in this family-friendly area. [](https://expedia.co.uk/Gunn-Square-Park-Springfield.d932923973472387072.Attraction) #### Karen Sprague Cultural Arts Center Enjoy an outing to Karen Sprague Cultural Arts Center during your stay in Springfield. Attend a basketball game or visit the shops in this family-friendly area. [](https://expedia.co.uk/Karen-Sprague-Cultural-Arts-Center-Springfield.d1003030856016969728.Attraction) #### Magazine Playground After visiting Magazine Playground, make a plan to see the other sights and activities in Springfield. [](https://expedia.co.uk/Magazine-Playground-McKnight.d932923949583728640.Attraction) --- ## Top Hotel Deals ## Check availability on hotels close to Winchester Square [Tonight ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=2026-03-28&endDate=2026-03-29)[28 Mar - 29 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=2026-03-28&endDate=2026-03-29) [Tomorrow night ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=2026-03-29&endDate=2026-03-30)[29 Mar - 30 Mar](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=2026-03-29&endDate=2026-03-30) [Next weekend ](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026)[3 Apr - 5 Apr](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.CheckPrices.Package&adults=2&openPlayBack=true®ionId=932923619906977792&startDate=03%2F04%2F2026&endDate=05%2F04%2F2026) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### MGM Springfield One MGM Way Springfield MA [](https://expedia.co.uk/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information) ![Holiday Inn Express Springfield Downtown by IHG](https://images.trvl-media.com/lodging/19000000/18110000/18101700/18101636/fcbb859d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Holiday Inn Express Springfield Downtown by IHG 145 State Street Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information) ![Hampton Inn & Suites Springfield/Downtown](https://images.trvl-media.com/lodging/11000000/10270000/10260600/10260538/fb53e54c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Springfield/Downtown 851 East Columbus Ave Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Hampton-Inn-Suites-Springfield-Downtown.h10260538.Hotel-Information) ![Marriott Springfield Downtown](https://images.trvl-media.com/lodging/1000000/10000/6300/6279/6170e4f0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Marriott Springfield Downtown 2 Boland Way Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Tower-Square-Hotel-Springfield.h6279.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/f05f40a5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Springfield MA 100 Congress Street Springfield MA [](https://expedia.co.uk/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information) ![Hilton Garden Inn-Springfield, MA](https://images.trvl-media.com/lodging/1000000/900000/892100/892040/3311a79a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn-Springfield, MA 800 Hall of Fame Avenue Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Hilton-Garden-Inn-Springfield.h892040.Hotel-Information) ![Sheraton Springfield Monarch Place Hotel](https://images.trvl-media.com/lodging/1000000/30000/21500/21419/ee9fbf70_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sheraton Springfield Monarch Place Hotel 1 Monarch Place Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Sheraton-Springfield-Monarch-Place-Hotel.h21419.Hotel-Information) ![Baldwin Inn & Suites, SureStay Collection by Best Western](https://images.trvl-media.com/lodging/1000000/20000/15800/15705/w5755h3840x5y0-3661e0ca_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baldwin Inn & Suites, SureStay Collection by Best Western 21 Baldwin Street West Springfield MA [](https://expedia.co.uk/Springfield-Hotels-Regency-Inn-Suites.h15705.Hotel-Information) ![Blue – A Modern Hotel, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/30000/27900/27815/02a266b2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Blue – A Modern Hotel, an Ascend Collection Hotel 1080 Riverdale St West Springfield MA [](https://expedia.co.uk/West-Springfield-Hotels-Blue-A-Modern-Hotel.h27815.Hotel-Information) [See all 966 properties in Winchester Square](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=932923619906977792) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. 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