Title: Book the Best CHEAP Hotels in Winchester, CT - Winchester Cheap Hotels | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d553248635975869849.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d553248635975869849.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d553248635975869849.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d553248635975869849.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/budget.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Cheap Hotels in Winchester, CT - ![](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 Cheap Hotels Tonight [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-11-08&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) Tomorrow [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-11-09&endDate=2025-11-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975869849&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=budget_property) ## Top Winchester Cheap Hotels ## Top Winchester Hotel Reviews ![The Farmington Inn & Suites](//images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Everything was great" [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Avon Old Farms Hotel](//images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 10/10 Excellent "Room and bathroom were spacious and clean. The hotel itself was really unique" [](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.Hotel-Information) ![Extended Stay America Suites Hartford Farmington](//images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg) ### Extended Stay America Suites Hartford Farmington 10/10 Excellent "Thank Staff was Great! Very very nice and attentive. Room very clean, Quiet we rested well! The Great was awesome and exit was wonderful. Parking was smoothe. We’ll return to enjoy another quiet night get away. " [](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information) ![Americas Best Value Inn Torrington CT](//images.trvl-media.com/lodging/1000000/10000/5800/5738/a9b48332_y.jpg) ### Americas Best Value Inn Torrington CT 10/10 Excellent "Excellent parking." [](https://expedia.ca/Torrington-Hotels-Americas-Best-Value-Inn-Torrington-CT.h5738.Hotel-Information) ## Frequently asked questions ### What is Winchester like for travelers on a budget? > Check out discount places to stay in Winchester on Expedia.com and plan a trip that sticks within your budget. You can scroll through a variety of accommodations with Member Prices to score great deals. With our site's helpful page filters, you can limit results by your price range, or by top amenities like free parking and free WiFi. If you're hoping for reasonable options around local sights, such as Highland Lake or Burr Pond State Park, try out the location filters to narrow down your search. As you browse, use the heart button to save your favorites so that you can find them later when you're ready to decide. Interested in a flight or a rental car too? Choose from the travel packages offered under Bundle and Save and discover big savings when you arrange your transportation at the same time. ### When is the best time for a budget trip to Winchester? > Weather will likely play an important role when you plan your trip to Winchester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 30°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 6 inches of snowfall. ### What is there to see and do in Winchester? > You won't need to spend a lot to find things to see and do in Winchester. You can budget for the local attractions that interest you most, and then make time for sights and activities that are easy on the wallet. Enjoy the local natural beauty at Highland Lake and Walker Field, or check out the area's cultural spots like Winchester Historical Society. ### How can I get to Winchester and get around on a budget? > Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The most convenient airport is 21.9 mi (35.2 km) away from the center in Bradley Intl. Airport (BDL). However, if that doesn't suit your budget, you can book a flight to Westfield, MA (BAF-Barnes Municipal), located 25.8 mi (41.5 km) away. Winchester might not have many public transportation choices so a rental car could be a reasonable alternative to see the area. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Cheap Hotels in Barkhamsted](https://www.expedia.ca/Barkhamsted-Hotels-Cheap-Hotels.0-0-d6359343-tCheapHotels.Travel-Guide-Filter-Hotels) - [Motels in Barkhamsted](https://www.expedia.ca/Barkhamsted-Motels.d6359343-aaMotels.Travel-Guide-Accommodation) - [Apartments in City Meadow Boardwalk](https://www.expedia.ca/City-Meadow-Boardwalk-Apartments.d903594079282372608-aaApartments.Travel-Guide-Accommodation) - [Cottages in City Meadow Boardwalk](https://www.expedia.ca/City-Meadow-Boardwalk-Cottages.d903594079282372608-aaCottages.Travel-Guide-Accommodation) - [Farmstay in Colebrook](https://www.expedia.ca/Colebrook-Agritourism.d6125522-aaAgritourism.Travel-Guide-Accommodation) - [Cheap Hotels in Colebrook](https://www.expedia.ca/Colebrook-Hotels-Cheap-Hotels.0-0-d6125522-tCheapHotels.Travel-Guide-Filter-Hotels) - [Colebrook Hotels](https://www.expedia.ca/Colebrook-Hotels.d6125522.Travel-Guide-Hotels) - [Vacation Homes in Colebrook](https://www.expedia.ca/Colebrook-Private-Vacation-Homes.d6125522-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Colebrook](https://www.expedia.ca/Colebrook-Resort-Hotels.d6125522-aaResortHotels.Travel-Guide-Accommodation) - [Hotels with Early Check-in in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Early-Check-In.0-0-d208-thotelwithearlycheckin.Hotel-Filter-Destinations) - [Hotels with a Pool in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotel-With-Pool.0-0-d208-tHotelwithPool.Hotel-Filter-Destinations) - [Hotels with Balconies in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Balconies.0-0-d208-tHotelswithBalconies.Hotel-Filter-Destinations) - [Hotels with Childcare in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Childcare.0-0-d208-tHotelswithChildcare.Hotel-Filter-Destinations) - [Hotels with Free Breakfast in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Free-Breakfast.0-0-d208-tHotelswithFreeBreakfast.Hotel-Filter-Destinations) - [Hotels with Tennis Courts in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Tennis-Courts.0-0-d208-tHotelswithTennisCourts.Hotel-Filter-Destinations) - [Hotels with Waterslides in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Hotels-With-Waterslides.0-0-d208-tHotelswithWaterslides.Hotel-Filter-Destinations) - [Hotel Wedding Venues Hotels in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Wedding-Hotels.0-0-d208-tWeddingHotels.Hotel-Filter-Destinations) - [Winery Hotels in Connecticut](https://www.expedia.ca/Destinations-In-Connecticut-Winery-Hotel.0-0-d208-tWineryHotel.Hotel-Filter-Destinations) - [B&B in East Canaan](https://www.expedia.ca/East-Canaan-Bed-And-Breakfast.d6341133-aaBedAndBreakfast.Travel-Guide-Accommodation) - [East Canaan Hotels](https://www.expedia.ca/East-Canaan-Hotels.d6341133.Travel-Guide-Hotels) - [East Hartland Hotels](https://www.expedia.ca/East-Hartland-Hotels.d6003930.Travel-Guide-Hotels) - [Farmstay in Goshen](https://www.expedia.ca/Goshen-Agritourism.d6003933-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Goshen](https://www.expedia.ca/Goshen-Bed-And-Breakfast.d6003933-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Goshen](https://www.expedia.ca/Goshen-Guest-Houses.d6003933-aaGuestHouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Goshen](https://www.expedia.ca/Goshen-Hotels-Beach-Hotel.0-0-d6003933-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Goshen](https://www.expedia.ca/Goshen-Hotels-Cheap-Hotels.0-0-d6003933-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Goshen](https://www.expedia.ca/Goshen-Hotels-Luxury-Hotel.0-0-d6003933-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Goshen](https://www.expedia.ca/Goshen-Hotels-Pet-Friendly-Hotel.0-0-d6003933-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Goshen](https://www.expedia.ca/Goshen-Hotels-Waterpark-Hotels.0-0-d6003933-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Goshen Hotels](https://www.expedia.ca/Goshen-Hotels.d6003933.Travel-Guide-Hotels) - [Resorts in Goshen](https://www.expedia.ca/Goshen-Resort-Hotels.d6003933-aaResortHotels.Travel-Guide-Accommodation) - [B&B in Hartland](https://www.expedia.ca/Hartland-Bed-And-Breakfast.d553248635975876721-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Hartland](https://www.expedia.ca/Hartland-Cabins.d553248635975876721-aaCabins.Travel-Guide-Accommodation) - [Cheap Hotels in Hartland](https://www.expedia.ca/Hartland-Hotels-Cheap-Hotels.0-0-d553248635975876721-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Hartland](https://www.expedia.ca/Hartland-Hotels-Hotel-With-Pool.0-0-d553248635975876721-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hartland Hotels](https://www.expedia.ca/Hartland-Hotels.d553248635975876721.Travel-Guide-Hotels) - [Motels in Hartland](https://www.expedia.ca/Hartland-Motels.d553248635975876721-aaMotels.Travel-Guide-Accommodation) - [Hotels near Haystack Mountain State Park](https://www.expedia.ca/Haystack-Mountain-State-Park-Hotels.0-l553248621532664807-0.Travel-Guide-Filter-Hotels) - [B&B in New Hartford](https://www.expedia.ca/New-Hartford-Bed-And-Breakfast.d6192850-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in New Hartford](https://www.expedia.ca/New-Hartford-Hotels-Cheap-Hotels.0-0-d6192850-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Hartford](https://www.expedia.ca/New-Hartford-Hotels-Luxury-Hotel.0-0-d6192850-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in New Hartford](https://www.expedia.ca/New-Hartford-Hotels-Pet-Friendly-Hotel.0-0-d6192850-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [New Hartford Hotels](https://www.expedia.ca/New-Hartford-Hotels.d6192850.Travel-Guide-Hotels) - [Resorts in New Hartford](https://www.expedia.ca/New-Hartford-Resort-Hotels.d6192850-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Norfolk](https://www.expedia.ca/Norfolk-Apart-Hotels.d183069-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Norfolk](https://www.expedia.ca/Norfolk-Bed-And-Breakfast.d183069-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Norfolk](https://www.expedia.ca/Norfolk-Chalets.d183069-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Norfolk](https://www.expedia.ca/Norfolk-Guest-Houses.d183069-aaGuestHouses.Travel-Guide-Accommodation) - [Hostels in Norfolk](https://www.expedia.ca/Norfolk-Hostels.d183069-aaHostels.Travel-Guide-Accommodation) - [Boutique Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Boutique-Hotel.0-0-d183069-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Cheap-Hotels.0-0-d183069-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Hotel-With-Pool.0-0-d183069-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Hotels-With-Hot-Tubs.0-0-d183069-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-LGBT-Friendly-Hotel.0-0-d183069-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Luxury-Hotel.0-0-d183069-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Pet-Friendly-Hotel.0-0-d183069-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Norfolk](https://www.expedia.ca/Norfolk-Hotels-Winery-Hotel.0-0-d183069-tWineryHotel.Travel-Guide-Filter-Hotels) - [Norfolk Hotels](https://www.expedia.ca/Norfolk-Hotels.d183069.Travel-Guide-Hotels) - [Resorts in Norfolk](https://www.expedia.ca/Norfolk-Resort-Hotels.d183069-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Norfolk](https://www.expedia.ca/Norfolk-Townhomes.d183069-aaTownhomes.Travel-Guide-Accommodation) - [Apartments in Riverton](https://www.expedia.ca/Riverton-Apartments.d183075-aaApartments.Travel-Guide-Accommodation) - [B&B in Riverton](https://www.expedia.ca/Riverton-Bed-And-Breakfast.d183075-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Riverton](https://www.expedia.ca/Riverton-Cabins.d183075-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Riverton](https://www.expedia.ca/Riverton-Guest-Houses.d183075-aaGuestHouses.Travel-Guide-Accommodation) - [Riverton Hotels](https://www.expedia.ca/Riverton-Hotels.d183075.Travel-Guide-Hotels) - [Motels in Riverton](https://www.expedia.ca/Riverton-Motels.d183075-aaMotels.Travel-Guide-Accommodation) - [Hotels near Ski Sundown](https://www.expedia.ca/Ski-Sundown-Hotels.0-l6089783-0.Travel-Guide-Filter-Hotels) - [B&B in Torrington](https://www.expedia.ca/Torrington-Bed-And-Breakfast.d6057200-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Torrington](https://www.expedia.ca/Torrington-Condos.d6057200-aaCondos.Travel-Guide-Accommodation) - [Guest Houses in Torrington](https://www.expedia.ca/Torrington-Guest-Houses.d6057200-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Cheap-Hotels.0-0-d6057200-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Torrington](https://www.expedia.ca/Torrington-Hotels-Hotel-With-Pool.0-0-d6057200-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Torrington](https://www.expedia.ca/Torrington-Hotels-Hotels-With-Indoor-Pool.0-0-d6057200-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Luxury-Hotel.0-0-d6057200-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Mountain-Hotels.0-0-d6057200-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Pet-Friendly-Hotel.0-0-d6057200-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Romantic-Hotel.0-0-d6057200-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Torrington](https://www.expedia.ca/Torrington-Hotels-Waterpark-Hotels.0-0-d6057200-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Torrington Hotels](https://www.expedia.ca/Torrington-Hotels.d6057200.Travel-Guide-Hotels) - [Lodges in Torrington](https://www.expedia.ca/Torrington-Lodges.d6057200-aaLodges.Travel-Guide-Accommodation) - [Motels in Torrington](https://www.expedia.ca/Torrington-Motels.d6057200-aaMotels.Travel-Guide-Accommodation) - [Resorts in Torrington](https://www.expedia.ca/Torrington-Resort-Hotels.d6057200-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Torrington](https://www.expedia.ca/Torrington-Townhomes.d6057200-aaTownhomes.Travel-Guide-Accommodation) - [Hotels near Warner Theater](https://www.expedia.ca/Warner-Theater-Hotels.0-l553248621532665868-0.Travel-Guide-Filter-Hotels) - [B&B in Winsted](https://www.expedia.ca/Winsted-Bed-And-Breakfast.d3000430645-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Winsted](https://www.expedia.ca/Winsted-Hotels-Cheap-Hotels.0-0-d3000430645-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Winsted](https://www.expedia.ca/Winsted-Hotels-Luxury-Hotel.0-0-d3000430645-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Winsted Hotels](https://www.expedia.ca/Winsted-Hotels.d3000430645.Travel-Guide-Hotels) - [Motels in Winsted](https://www.expedia.ca/Winsted-Motels.d3000430645-aaMotels.Travel-Guide-Accommodation) - [Flights to Goshen](https://www.expedia.ca/Cheap-Flights-To-Goshen.d6003933.Travel-Guide-Flights) - [Flights to Riverton](https://www.expedia.ca/Cheap-Flights-To-Riverton.d183075.Travel-Guide-Flights) - [Flights to Torrington](https://www.expedia.ca/Cheap-Flights-To-Torrington.d6057200.Travel-Guide-Flights) - [Flights from Winsted](https://www.expedia.ca/lp/flights/3000430645/flights-from-winsted) - [Flights from Torrington](https://www.expedia.ca/lp/flights/6057200/flights-from-torrington) - [Flights from Colebrook](https://www.expedia.ca/lp/flights/6125522/flights-from-colebrook) - [Hotchkiss-Fyler House Museum](https://www.expedia.ca/Hotchkiss-Fyler-House-Museum-Torrington.d553248621532665870.Vacation-Attraction) - [Alamo Rent A Car Rental Cars in Torrington](https://www.expedia.ca/Alamo-Rent-A-Car-Car-Rentals-In-Torrington.d6057200-c6.Car-Rental-Guide-Suppliers) - [Car rental Torrington](https://www.expedia.ca/Car-Rentals-In-Torrington.d6057200.Car-Rental-Guide) - [Enterprise Rental Cars in City Meadow Boardwalk](https://www.expedia.ca/Enterprise-Car-Rentals-In-City-Meadow-Boardwalk.d903594079282372608-c15.Car-Rental-Guide-Suppliers) - [Winsted Vacation Rentals](https://www.expedia.ca/Winsted-Vacation-Rentals.d3000430645.Travel-Guide-VacationRentals) - [Book Cheap Hotels in Winchester on Expedia.com](https://www.expedia.com/Winchester-Hotels-Cheap-Hotels.0-0-d553248635975869849-tCheapHotels.Travel-Guide-Filter-Hotels)