Title: Book the Best Middletown LUXURY Hotels - Upscale Hotels in Middletown, CT | 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) ![This photo was taken during a nice fall weekend. The water level was low enough to cross to the other side to capture the falls from a different angle than most. Best time however is early morning before most people get there.](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 # Find luxury hotels in Middletown, 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 Middletown Luxury Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-11&endDate=2025-12-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-12&endDate=2025-12-13&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Middletown Hotel Reviews ![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg) ### New Haven Hotel 10/10 Excellent "Excellent property " [](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.Hotel-Information) ![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg) ### Home2 Suites by Hilton East Haven New Haven 10/10 Excellent "Clean, spacious and the staff is great! Second time there in the last 6 months and will continue to stay there every time I go to CT. " [](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information) ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg) ### Omni New Haven Hotel at Yale 10/10 Excellent "Omni hotel was great. Thanks expedia" [](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg) ### Hampton Inn & Suites Hartford/East Hartford 10/10 Excellent "Located in a safe and quiet area of Hartford and the staff was very friendly and professional so my only complaint was the carpet and sofa bed were a little outdated but overall I would definitely come back here. Keep up the great work " [](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information) ![Avon Old Farms Hotel](https://images.trvl-media.com/lodging/1000000/10000/2700/2635/d997675e_y.jpg) ### Avon Old Farms Hotel 10/10 Excellent "Yes" [](https://expedia.ca/Hartford-Hotels-Avon-Old-Farms-Hotel.h2635.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 "Great time" [](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information) ![Best Western Hartford Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/12200/12156/cfbe36c4_y.jpg) ### Best Western Hartford Hotel & Suites 10/10 Excellent "my boyfriend and i stayed here, the rooms were clean and nice. the phone to the front desk didn’t work but we just went downstairs to get what we needed, and it was no issue for us! quiet and peaceful, definitely will stay again" [](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information) ![The Capitol Hotel](https://images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg) ### The Capitol Hotel 10/10 Excellent "Ok" [](https://expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information) ## Frequently asked questions ### Which area of Middletown is best to stay in for luxury hotels? > This area is the heart of Middletown, known for its historic architecture and a wide selection of dining options. Main Street itself is a long, bustling thoroughfare lined with restaurants, independent shops, and cultural venues like the Oddfellows Playhouse. It's a very walkable area, stretching roughly from the Wesleyan University campus in the south to the Connecticut River waterfront in the north. > > > Couples looking for a sophisticated getaway will find downtown Middletown an excellent fit. They can enjoy evenings dining at upscale restaurants, catching a show, or exploring the unique boutiques. The proximity to the Connecticut River also offers opportunities for scenic strolls along the water. > > > For solo travellers, downtown provides a lively yet manageable environment. They can easily access a variety of eateries, coffee shops, and cultural activities without needing a car. ### How much does a luxury hotel in Middletown cost? ### What luxury activities and experiences are there in Middletown? > This central part of Middletown is where you'll find a concentration of upscale dining, unique boutiques, and access to the Connecticut River. Main Street itself is a well-maintained thoroughfare with historic buildings, and it's very walkable, making it easy to explore the high-end offerings. > > > For couples looking for a sophisticated getaway, this area is perfect. You can enjoy fine dining at restaurants focusing on local and seasonal ingredients, often with extensive wine lists. After dinner, there are several establishments offering craft cocktails or live music in an elegant setting. Many of the boutique shops here feature artisan goods, bespoke clothing, and unique home decor, providing opportunities for special purchases. > > > Travellers seeking a relaxing and indulgent experience will appreciate the proximity to wellness facilities. Some hotels in this area offer high-end fitness equipment, spa services, or even heated indoor pools, allowing for a complete rejuvenation. ### How can I save on a luxury hotel in Middletown with Expedia? ### Is it cheaper to book a luxury Middletown hotel and flights as a package? ### Can I cancel my luxury 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) - 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