Title: Book the Best Middletown Ski Hotels in 2026 from CA $142 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d8862.Travel-Guide-VacationRentals)[Flights to Middletown](https://expedia.ca/Cheap-Flights-To-Middletown.d8862.Travel-Guide-Flights)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d8862.Destination-Travel-Guides) ![](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Simmie Reagor ![](https://images.trvl-media.com/place/8862/b3bca6a9-4805-449f-b3d1-dba87c1e3a0f.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 Middletown Ski Hotels Tonight [Apr 8 - Apr 9](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-04-08&endDate=2026-04-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 9 - Apr 10](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-04-09&endDate=2026-04-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-04-17&endDate=2026-04-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown ski hotels ![Breakfast, lunch, dinner served; American cuisine ](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/f9a612a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/eb9b6c2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/4e71c540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/eff2fea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Inn at Middletown [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) Washington Street Historic District 9.0/10 Wonderful (566 reviews) CA $208 CA $267 total includes taxes & fees Apr 15 - Apr 16 [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/fd0bf8f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/a68c10b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/w3837h2574x3y0-3bc96ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/50000/50000/49987/5802b8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Days Inn by Wyndham Southington [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.Hotel-Information) Southington 7.4/10 Good (1,002 reviews) - Discover the perfect winter adventure with ski area access and friendly staff at this comfortable Southington retreat. CA $123 CA $142 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Southington.h49987.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w905h683x59y0-8f890c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/eba05f8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/w904h683x60y0-ee72444b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90830000/90821100/90821015/39eb1814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Overlook - Check the view from your deck! [](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information) Collinsville 10/10 Exceptional (23 reviews) - Embrace ski-season serenity from a riverside retreat in Collinsville with snowboarding, hiking trails, and kayaking adventures nearby. CA $222 CA $421 total includes taxes & fees Apr 22 - Apr 23 [](https://www.expedia.ca/Canton-Hotels-River-Overlook.h90821015.Hotel-Information) ![Library](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/0852e895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/5c58da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a18e931d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive lounge](https://images.trvl-media.com/lodging/31000000/30050000/30043400/30043334/a35721c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bevin House Bed & Breakfast [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.Hotel-Information) East Hampton 9.6/10 Exceptional (84 reviews) - Victorian ski escape in East Hampton with alpine adventures and a refreshing seasonal outdoor pool nearby. CA $389 CA $432 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Hartford-Hotels-The-Bevin-House-Bed-Breakfast.h30043334.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/f62eb852.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/8d78f89d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/45ba9e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Waterbury Downtown [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) Waterbury 8.4/10 Very good (1,169 reviews) - Ski slopes and cozy après just minutes from this mountain-adjacent Waterbury hotel, where adventure meets urban comfort. CA $123 CA $142 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/2f56b981.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/26502328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/0cb3fd3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100740000/100730500/100730498/66319b17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown. [](https://www.expedia.ca/Durham-Hotels-Brand-New-Modern.h100730498.Hotel-Information) Durham 9.8/10 Exceptional (26 reviews) - Experience winter adventures at this modern, luxurious vacation home just minutes from Powder Ridge's snowy slopes. CA $832 CA $1,344 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Durham-Hotels-Brand-New-Modern.h100730498.Hotel-Information) ![Staircase](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/f73d38df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/97469747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/3d878f20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmington Inn & Suites [](https://www.expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) Farmington 8.8/10 Excellent (1,001 reviews) - Ski into winter bliss at this charming Farmington hotel, where fresh powder adventures await just minutes from local slopes and trails. CA $190 CA $243 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/83198fbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/e88adc9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/419a745d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/19000000/18770000/18760700/18760693/20bbb653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic New England home ,Reunions Beach pass [](https://www.expedia.ca/Guilford-Hotels-Historic-New-England-Home.h18760693.Hotel-Information) Guilford 9.2/10 Wonderful (90 reviews) - Step into winter adventure at this historic New England home, offering sledding, snowboarding, and snowmobiling just minutes from town. CA $374 CA $750 total includes taxes & fees Apr 9 - Apr 10 [](https://www.expedia.ca/Guilford-Hotels-Historic-New-England-Home.h18760693.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/e12904c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/w1703h1271x0y0-b305e0eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/9cda9029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Cheshire - Southington by IHG [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) Southington 8.4/10 Very good (999 reviews) - Snow enthusiasts, stay steps from Mount Southington Ski Area where thrilling slopes and winter adventures await after a restful night. CA $164 CA $188 total includes taxes & fees Apr 26 - Apr 27 [](https://www.expedia.ca/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information) ![Studio, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/910000/904800/904757/c75755e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/910000/904800/904757/93f251ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/910000/904800/904757/4e608c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/910000/904800/904757/f9837889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Extended Stay America Suites Hartford Meriden [](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Meriden.h904757.Hotel-Information) Meriden 7.0/10 Good (923 reviews) - Ski the nearby slopes and unwind in a cozy suite at this Hartford-adjacent hotel, where adventure awaits just minutes away. CA $182 CA $209 total includes taxes & fees May 5 - May 6 [](https://www.expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Meriden.h904757.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.ca/Hotel-Search?startDate=2026-04-22&endDate=2026-04-23®ionId=8862&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at ski hotels in Middletown Resort 4 stars 5 stars Spa Family-friendly ## Top Middletown Hotel Reviews ![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg) ### Holiday Inn Express Southington by IHG 6/10 Okay "Over priced " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/14935502_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 6/10 Okay "The room was mostly clean but the bed had some stains on it. There was paper on the floor...made me feel that they didnt really clean. Staff was pleasant though." [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![HYATT house Hartford North/Windsor](https://images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/98051490_y.jpg) ### HYATT house Hartford North/Windsor 10/10 Excellent "Great stay, can’t wait to be back" [](https://expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information) ![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg) ### The Farmington Inn & Suites 10/10 Excellent "Our night stay was everything that we expected it be." [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0_y.jpg) ### Courtyard by Marriott Waterbury Downtown 10/10 Excellent "Staff were outstanding making the stay better than expected." [](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information) ## Frequently asked questions ### What are the top-rated ski hotels in Middletown? > The 3.5-star Inn at Middletown, with a 9.0 rating, offers a convenient base for exploring nearby ski locations. Guests appreciate the complimentary WiFi and the availability of free cribs, making it suitable for families. Additionally, the hotel provides free self-parking, which is a practical amenity for those travelling with ski gear. ### How much does a ski hotel in Middletown cost? ### What ski hotels in Middletown are best for families? > This 3.5-star hotel, with a 9.0 rating, offers spacious and clean rooms, which are ideal for families. They also provide complimentary cots, making travel with little ones more convenient. Furthermore, the hotel offers free WiFi and free parking, adding to the overall value for families. ### What are some great ski hotels in Middletown with hot tubs or saunas? > The 3.5-star Inn at Middletown, with a 9.0 rating, offers a hot tub, superb for unwinding after a day on the slopes. This hotel also provides free WiFi and complimentary self-parking, and guests frequently praise the friendly and helpful staff, as well as the good quality free coffee. ### Is it cheaper to book flights and a ski hotel in Middletown as a package? ### What activities should we do in Middletown besides skiing? > This area is the heart of Middletown, offering a mix of historic buildings and modern amenities. Main Street is easily walkable and home to a variety of restaurants, cafes, and independent shops. You'll find everything from fine dining to casual eateries, and many places offer outdoor seating when the weather is good. > > > Couples looking for a relaxing getaway will appreciate downtown Middletown. The area provides a good selection of quality accommodation options, often within walking distance of attractions like the Wadsworth Mansion at Long Hill Estate, which frequently hosts events. Evenings can be spent enjoying a meal at one of the upscale restaurants or catching a performance at the local arts venue. > > > For solo travellers, downtown Middletown offers an engaging environment. You can easily spend time exploring the unique boutiques, visiting art galleries, or simply enjoying a coffee and people-watching. ### How can I save on a ski hotel in Middletown with Expedia? ### Can I cancel my ski hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Cars - More ways to book - [4 Star Hotels in Durham ](https://www.expedia.ca/4Star-Durham-Hotels.s40-0-d6004516.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Berlin ](https://www.expedia.ca/5Star-Berlin-Hotels.s50-0-d55586.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Cobalt ](https://www.expedia.ca/5Star-Cobalt-Hotels.s50-0-d3000429981.Travel-Guide-Filter-Hotels) - [Aparthotels in Berlin ](https://www.expedia.ca/Berlin-Apart-Hotels.d55586-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Berlin ](https://www.expedia.ca/Berlin-Bed-And-Breakfast.d55586-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Berlin ](https://www.expedia.ca/Berlin-Guest-Houses.d55586-aaGuestHouses.Travel-Guide-Accommodation) - 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