Title: 2 Stars Hotels in Winchester, Illinois from CA $85 - Find Cheap Winchester Hotels With 2 Stars | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx3000435714)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d3000435714.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d3000435714.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d3000435714.Travel-Guide-Flights)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000435714.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000435714.Destination-Travel-Guides) ![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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winchester 2 Star Hotels Tonight [Jan 15 - Jan 16](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-15&endDate=2026-01-16&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 16 - Jan 17](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-16&endDate=2026-01-17&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-16&endDate=2026-01-18&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-23&endDate=2026-01-25&adults=2&star=20&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester 2-star hotels ![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) ![Lobby](https://images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/c41d8356.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/24000000/23840000/23831900/23831866/6a6a12bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites South Jacksonville [](https://www.expedia.ca/Springfield-Hotels-Sleep-Inn-Suites.h23831866.Hotel-Information) Jacksonville 9.4/10 Exceptional (625 reviews) "Great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexis CA $111 CA $123 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Springfield-Hotels-Sleep-Inn-Suites.h23831866.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) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/513649eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/1000000/130000/124300/124218/6afd7497.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) ### Best Western Jacksonville Inn [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information) Jacksonville 8.4/10 Very good (753 reviews) "It was a great location and front desk staff was very friendly" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charise CA $104 CA $119 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.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) ![Fitness facility](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/f0b06050.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) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/2000000/1380000/1376300/1376212/aae1932a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Jacksonville [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.Hotel-Information) Jacksonville 8.8/10 Excellent (501 reviews) "Great property, great staff, comfy beds" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Ann CA $113 CA $128 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/be2865b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/c2f3b0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/bb05caaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Hotel & Suites Jacksonville by IHG [](https://www.expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Hotel-Suites-Jacksonville.h1793078.Hotel-Information) Jacksonville 7.8/10 Good (446 reviews) "Staff was welcoming upon arrival, my bed was super comfortable, and not a lot of noise considering the hotel was full. Breakfast was a highlight although the waffle machine was broken and generic cereal was used with name brand labels. Love the Dove products. Overall good experience and I would return. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) A CA $115 CA $128 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Hotel-Suites-Jacksonville.h1793078.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) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/df8698e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/eaa23db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily self-serve breakfast](https://images.trvl-media.com/lodging/1000000/480000/474300/474237/bd78d4c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn Jacksonville near I-72 [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information) Jacksonville 7.8/10 Good (442 reviews) "Staff was very friendly and room was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim CA $77 CA $85 total includes taxes & fees Feb 13 - Feb 14 [](https://www.expedia.ca/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information) ![Standard Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/w3840h2571x0y3-b5dd01e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/f9ea47d5.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/1000000/130000/123200/123170/52a6b400.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Super 8 by Wyndham Jacksonville [](https://www.expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) Jacksonville 8.2/10 Very good (619 reviews) "It was a fantastic stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Albert CA $79 CA $90 total includes taxes & fees Feb 15 - Feb 16 [](https://www.expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ![Desk, iron/ironing board, cribs/infant beds, rollaway beds](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/af6b90b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/09be2d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed](https://images.trvl-media.com/lodging/2000000/1310000/1304400/1304355/31916294.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/dc8d89b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baymont by Wyndham Jacksonville [](https://www.expedia.ca/Springfield-Hotels-Baymont-By-Wyndham-Jacksonville.h1304355.Hotel-Information) Jacksonville 7.0/10 Good (854 reviews) "The breakfast was amazing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg [](https://www.expedia.ca/Springfield-Hotels-Baymont-By-Wyndham-Jacksonville.h1304355.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) ![Exterior](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/e9aab2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/74c9995c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Double Room, 2 Double Beds, Non Smoking | Bathroom](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/62575d15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) Pittsfield 6.8/10 (127 reviews) "Our stay was pleasant and quiet, the only problem was that the heat was not sufficient to keep the room warm during extreme cold wave. Other than that it was fairly clean, and the staff was very friendly and helpful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tod CA $82 CA $91 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/87b66cdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/a47c0b8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/6dfa4459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9990000/9986700/9986625/86469d30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Green Acres Hotel [](https://www.expedia.ca/Pittsfield-Hotels-Green-Acres-Hotel.h9986625.Hotel-Information) Pittsfield 8.6/10 Excellent (141 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeramy CA $149 CA $164 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Pittsfield-Hotels-Green-Acres-Hotel.h9986625.Hotel-Information) ![Hallway](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/946d8e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/baf4a218.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) ![Comfort Room](https://images.trvl-media.com/lodging/18000000/17050000/17047300/17047233/1af516fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Monroe Street Suites [](https://www.expedia.ca/Pittsfield-Hotels-Monroe-Street-Suites.h17047233.Hotel-Information) Pittsfield 9.6/10 Exceptional (58 reviews) "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 CA $136 CA $149 total includes taxes & fees Jan 16 - Jan 17 [](https://www.expedia.ca/Pittsfield-Hotels-Monroe-Street-Suites.h17047233.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) ![Free toiletries, hair dryer](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/3b6ca79f.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) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/f0ad4448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Knights Inn Jacksonville East Morton Ave [](https://www.expedia.ca/Springfield-Hotels-Knights-Inn-Jacksonville-East-Morton-Ave.h9309491.Hotel-Information) Jacksonville 6.8/10 (165 reviews) "The room was very clean and comfortable we only stayed one night. I would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shannon CA $90 CA $103 total includes taxes & fees Jan 18 - Jan 19 [](https://www.expedia.ca/Springfield-Hotels-Knights-Inn-Jacksonville-East-Morton-Ave.h9309491.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93206400/93206302/6053df0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93206400/93206302/ad4814e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93206400/93206302/ab79ef89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93210000/93206400/93206302/97d6d1a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idyllic Mt Sterling Retreat w/ Private Lake! [](https://www.expedia.ca/Mount-Sterling-Hotels-Idyllic-Mt-Sterling-Retreat-W-Private-Lake.h93206302.Hotel-Information) Mount Sterling [](https://www.expedia.ca/Mount-Sterling-Hotels-Idyllic-Mt-Sterling-Retreat-W-Private-Lake.h93206302.Hotel-Information) ![Sundeck](https://images.trvl-media.com/lodging/20000000/19350000/19346900/19346840/0b75f416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19350000/19346900/19346840/2e852f39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/20000000/19350000/19346900/19346840/ea92f22d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/20000000/19350000/19346900/19346840/deb2c6e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### West Central Lodging [](https://www.expedia.ca/Pittsfield-Hotels-West-Central-Lodging.h19346840.Hotel-Information) Pittsfield 10/10 Exceptional (1 review) "We had a wonderful time - very quiet country location, the manager is friendly but not invasive. First time I have heard a whippoorwill sing in many years. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Pittsfield-Hotels-West-Central-Lodging.h19346840.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122650000/122641400/122641326/c481aa10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball](https://images.trvl-media.com/lodging/123000000/122650000/122641400/122641326/8e2b7388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122650000/122641400/122641326/9917683c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122650000/122641400/122641326/2e9c1d51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Updated Home! 3 bedrooms in the country, acreage available [](https://www.expedia.ca/Hamburg-Hotels-EVERYTHING-IS-NEW-3-Bedrooms-In-The-County.h122641326.Hotel-Information) Hamburg [](https://www.expedia.ca/Hamburg-Hotels-EVERYTHING-IS-NEW-3-Bedrooms-In-The-County.h122641326.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122700000/122699500/122699492/d50c54f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122700000/122699500/122699492/e3ec35cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122700000/122699500/122699492/25817b44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/123000000/122700000/122699500/122699492/9864ef2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom country home in Pike Co Il with AC and heat [](https://www.expedia.ca/3-Bedroom-Country-Home-In-Pike-Co-Il-With-AC-And-Heat.h122699492.Hotel-Information) Chambersburg [](https://www.expedia.ca/3-Bedroom-Country-Home-In-Pike-Co-Il-With-AC-And-Heat.h122699492.Hotel-Information) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Winchester-Hotels.s20-0-d3000435714.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F2Star-Winchester-Hotels.s20-0-d3000435714.Travel-Guide-Filter-Hotels) ## Explore similar 3-star hotels Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Winchester. ![William Watson Hotel](https://images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### William Watson Hotel 105 East Washington Street Pittsfield IL CA $116 CA $128 total Jan 20 - Jan 21 includes taxes & fees 9.2/10 Wonderful! (254 reviews) [](https://expedia.ca/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information) ![Exotic Animal Farm Stay in Illinois: Tour, Explore](https://images.trvl-media.com/lodging/111000000/110230000/110224400/110224334/33346365_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Exotic Animal Farm Stay in Illinois: Tour, Explore Kampsville IL [Get rates](https://expedia.ca/Hotel-Search?startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&selected=110224334&PinnedHotelID=110224334&HadPinnedHotel=true®ionId=3000435714) [](https://expedia.ca/Kampsville-Hotels-Exotic-Animal-Farm-Stay-In-Illinois-Tour.h110224334.Hotel-Information) Still don't see what you're looking for? [See all properties in Winchester.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20&star=20&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20&star=20&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20&star=20&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20&star=20&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=16%2F01%2F2026&endDate=17%2F01%2F2026®ionId=3000435714&star=20&star=20&amenities=WATER_PARK) 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. ## Top Winchester Hotel Reviews ![Knights Inn Jacksonville East Morton Ave](https://images.trvl-media.com/lodging/10000000/9310000/9309500/9309491/e9218eec_y.jpg) ### Knights Inn Jacksonville East Morton Ave 10/10 Excellent "The room was very clean and comfortable we only stayed one night. I would stay here again." [](https://expedia.ca/Springfield-Hotels-Knights-Inn-Jacksonville-East-Morton-Ave.h9309491.Hotel-Information) ![Super 8 by Wyndham Jacksonville](https://images.trvl-media.com/lodging/1000000/130000/123200/123170/52a6b400_y.jpg) ### Super 8 by Wyndham Jacksonville 10/10 Excellent "It was a fantastic stay!" [](https://expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ![Rodeway Inn](https://images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/0aa674c1_y.jpg) ### Rodeway Inn 10/10 Excellent "Air conditioning | Pet-friendly | Clean room | Staf" [](https://expedia.ca/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) ## Find out more about Winchester Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Winchester, Winchester you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions. Several of the best hotels with 2 Stars in Winchester are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. 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