Title: Book the Best Middletown, CT ALL INCLUSIVE Resorts and Hotels | 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 All Inclusive Resorts and 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 All Inclusive Resorts and Hotels Tonight [Dec 16 - Dec 17](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-16&endDate=2025-12-17&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 17 - Dec 18](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-17&endDate=2025-12-18&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-19&endDate=2025-12-21&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2025-12-26&endDate=2025-12-28&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Middletown ![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 (541) "Clean room, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katharine CA $225 CA $286 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1a3310e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Guest Suite in Historic Home [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) Middletown 10/10 Exceptional (1) "Perfect for a single traveler. Clean, roomy, quaint room. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brooke CA $203 CA $296 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/47595254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/ffcbfb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7e65e0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Stays: Middletown, CT [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) Middletown 10/10 Exceptional (19) "The house was great, the welcome snacks and balloons were thoughtful and the kitchen coffee, etc, was much appreciated. This was an excellent stay and I highly recommend it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cari M. CA $172 CA $326 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/85c49a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/87263a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/9533b0e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/00e5ce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Apartment in Middletown-Wesleyan 102 [](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan102.h122137179.Hotel-Information) Washington Street Historic District CA $161 CA $441 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan102.h122137179.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/772b2c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/c55a23f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/d2e5a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #24 \*Serenity\* A Lakefront Cottage Retreat [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) Middletown 9.8/10 Exceptional (21) "We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nichole N. CA $191 CA $442 total includes taxes & fees Dec 21 - Dec 22 [](https://www.expedia.ca/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/fb67d80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/8fa7cd5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/56ae5bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/f948b588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay [](https://www.expedia.ca/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information) Washington Street Historic District 6.6/10 (4) "My son and I booked this property last minute. The owner was very quick to get back to us. It was very clean and had everything we needed. We would definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jenn U. CA $207 CA $265 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/f43923f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/c880de87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/89cfc859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/2b5c7df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Apt in Middletown-Wesleyan 101 [](https://www.expedia.ca/Middletown-Hotels-Private-Apt-In-Middletown-Wesleyan.h100806543.Hotel-Information) Washington Street Historic District 6.0/10 (2) "The apartment was exactly what we needed to rest between events at Wesleyan. Good communication, fixed an air conditioner and added one prior to our arrival (and it was very very hot. So it was appreciated." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn O. CA $161 CA $435 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Middletown-Hotels-Private-Apt-In-Middletown-Wesleyan.h100806543.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/2a0dbd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/e1135337.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/5d0bff84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/0452fb41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### #29 - Modern 5 Bedroom/2 Bath [](https://www.expedia.ca/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.Hotel-Information) Middletown 9.4/10 Exceptional (6) "Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) LaToya O. CA $249 CA $593 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.Hotel-Information) ![Free buffet breakfast](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/a5f1e1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/da165588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/d045ec83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Southington by IHG [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) Southington 8.6/10 Excellent (1169) "Friendly, courteous staff; a quiet, comfortable, clean room; good breakfast, and right off highway 84." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward CA $107 CA $124 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/dc9b088b.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/1000000/990000/983200/983128/174f7a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/08241fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/990000/983200/983128/735ceae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spark by Hilton Guilford [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.Hotel-Information) Guilford 8.8/10 Excellent (65) "Good clean property with great staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $139 CA $160 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Guilford-Hotels-Spark-By-Hilton-Guilford.h983128.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=2025-12-30&endDate=2025-12-31®ionId=8862&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Middletown Hotel Reviews ## Frequently asked questions ### Looking for Middletown all-inclusive resorts? ### What is there to do near my all-inclusive resort in Middletown? ### When's the best time for an all-inclusive stay in Middletown? ## 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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