Title: The Best 5 Star Hotels in Middlebury, CT from $142 | Expedia.com [Middlebury Travel Guide](https://expedia.com/Middlebury.dx183065)[Hotels in Middlebury](https://expedia.com/Middlebury-Hotels.d183065.Travel-Guide-Hotels)[Vacation Rentals in Middlebury](https://expedia.com/Middlebury-Vacation-Rentals.d183065.Travel-Guide-VacationRentals)[Flights to Middlebury](https://expedia.com/Cheap-Flights-To-Middlebury.d183065.Travel-Guide-Flights)[Car Rentals in Middlebury](https://expedia.com/Car-Rentals-In-Middlebury.d183065.Car-Rental-Guide)[Middlebury Vacation Packages](https://expedia.com/Middlebury.d183065.Destination-Travel-Guides) ![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Middlebury 5 Star Hotels Tonight [Feb 16 - Feb 17](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-02-16&endDate=2026-02-17&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 17 - Feb 18](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-02-17&endDate=2026-02-18&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-02-20&endDate=2026-02-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=183065&startDate=2026-02-27&endDate=2026-03-01&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middlebury 5-star hotels ![Porch](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/ff95995c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/04b3b8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch and dinner served](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/c2f265f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, steam room, body treatments, aromatherapy](https://images.trvl-media.com/lodging/1000000/180000/170800/170742/5296f0bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mayflower Inn & Spa, Auberge Collection [](https://www.expedia.com/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) Washington 9.4/10 Exceptional (57 reviews) "Staff was very friendly, grounds are impeccable. Food was great, room was very nice. Absolutely amazing experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kent Allen $729 nightly $838 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Torrington-Hotels-Mayflower-Inn-Spa.h170742.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/077958ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach nearby, beach towels, fishing](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/d066890d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House | Terrace/patio](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/3527e7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury House | Living area | TV, fireplace, offices, printers](https://images.trvl-media.com/lodging/71000000/70550000/70549400/70549365/b4f9f4ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Las Flores Villa [](https://www.expedia.com/New-Preston-Hotels-Las-Flores-Villa.h70549365.Hotel-Information) New Preston 10/10 Exceptional (1 review) [](https://www.expedia.com/New-Preston-Hotels-Las-Flores-Villa.h70549365.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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Middlebury-Hotels.s50-0-d183065.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Middlebury-Hotels.s50-0-d183065.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Middlebury. ![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Omni New Haven Hotel at Yale 155 Temple St New Haven CT $152 nightly $175 total Feb 22 - Feb 23 Total with taxes and fees 8.4/10 Very Good! (1,001 reviews) [](https://expedia.com/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information) ![Hotel Marcel New Haven, Tapestry Collection By Hilton](https://images.trvl-media.com/lodging/72000000/71430000/71427300/71427300/1699c03c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Marcel New Haven, Tapestry Collection By Hilton 500 Sargent Drive New Haven CT $124 nightly $142 total Mar 8 - Mar 9 Total with taxes and fees 9.2/10 Wonderful! (915 reviews) [](https://expedia.com/New-Haven-Hotels-Hotel-Marcel-New-Haven.h71427300.Hotel-Information) ![The Blake Hotel](https://images.trvl-media.com/lodging/33000000/32130000/32129700/32129620/95723c61_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Blake Hotel 9 High Street New Haven CT $208 nightly $240 total Feb 22 - Feb 23 Total with taxes and fees 9.4/10 Exceptional! (1,002 reviews) [](https://expedia.com/New-Haven-Hotels-The-Blake-Hotel.h32129620.Hotel-Information) Still don't see what you're looking for? [See all properties in Middlebury.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=2%2F17%2F2026&endDate=2%2F18%2F2026®ionId=183065&star=50&star=50&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. ## Learn more about Middlebury Quassy Amusement Park offers thrilling rides and a refreshing lakeside beach where families cool off during summer months. History buffs can explore the 1800s buildings at Middlebury Historical Society Museum, while hikers enjoy scenic trails through Hop Brook Lake Park. [See all hotels in Middlebury](https://www.expedia.com/Hotel-Search?startDate=2026-03-02&endDate=2026-03-03&adults=2®ionId=183065) ![Either off access road at the end of Old Waterbury Rd, or Umberfield Rd. Abandoned in the woods near I 84 and power lines overhead.](https://images.trvl-media.com/place/10425/0361f1ad-051a-4c95-a6dc-c4b5531475e6.jpg?impolicy=fcrop&w=761&h=678&p=1&q=high) Photo by Brandon Miller ## Top Middlebury Hotel Reviews ## Find out more about Middlebury Why not demand the best during your jaunt to Middlebury? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Middlebury so popular in the last year. There's no reason to delay a getaway to Middlebury any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Middlebury and get ready to be pampered like never before. You deserve the great vacation you're dreaming about. ### Book the Best Middlebury 5-Star Hotels You'll have a fantastic time at one of these 5-star hotels. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A Swedish massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Plush carpeting, delectable chocolate desserts, and even spectacular views...these hotels have it all. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs. You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Middlebury are waiting for you to relax after an exciting day. ### Make Your Escape The results are in, and Middlebury 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Select one of the 5-star hotels in Middlebury today and relax in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Middlebury? > - Search for the lowest price per night from $142 ### What makes a hotel 5 stars in Middlebury? ### Are there any 5-star all-inclusive resorts in Middlebury? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Hotels near Quassy Amusement Park ](https://www.expedia.com/Quassy-Amusement-Park-Hotels.0-l6089847-0.Travel-Guide-Filter-Hotels) - [Hotels near Hop Brook Lake ](https://www.expedia.com/Hop-Brook-Lake-Hotels.0-l553248621561886346-0.Travel-Guide-Filter-Hotels) - [Hotels near Waterbury - Oxford ](https://www.expedia.com/Waterbury-Oxford-Airport-Hotels.0-aOXC-0.Travel-Guide-Filter-Hotels) - [Flights to Connecticut ](https://www.expedia.com/Destinations-In-Connecticut.d208.Flight-Destinations) - [Flights from Waterbury - Oxford ](https://www.expedia.com/lp/airports/oxc/flights-from-waterbury-oxford-airport) - 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(OAX) to Oxford (OXC) ](https://www.expedia.com/lp/flights/oax/oxc/oaxaca-intl-to-oxford) - [Flights from Doha (DOH) to Oxford (OXC) ](https://www.expedia.com/lp/flights/doh/oxc/doha-to-oxford) - [Flights from Chicago (CHI) to Oxford (OXC) ](https://www.expedia.com/lp/flights/chi/oxc/chicago-to-oxford) - [Flights from Norwood (OWD) to Oxford (OXC) ](https://www.expedia.com/lp/flights/owd/oxc/norwood-to-oxford) - [Flights from Roanoke (ROA) to Oxford (OXC) ](https://www.expedia.com/lp/flights/roa/oxc/roanoke-to-oxford) - [Flights from San Juan (SJU) to Oxford (OXC) ](https://www.expedia.com/lp/flights/sju/oxc/san-juan-to-oxford) - [Flights from Las Vegas (LAS) to Oxford (OXC) ](https://www.expedia.com/lp/flights/las/oxc/las-vegas-to-oxford) - [Quassy Amusement Park ](https://www.expedia.com/Quassy-Amusement-Park-Middlebury.d6089847.Vacation-Attraction) - [Hop Brook Lake ](https://www.expedia.com/Hop-Brook-Lake-Waterbury.d553248621561886346.Vacation-Attraction) - [Car rental Oxford Airport (OXC) ](https://www.expedia.com/Car-Rentals-In-Waterbury-Oxford.d6030940.Car-Rental-Guide)