Compare and book 5 Star hotels in Middlebury, Connecticut
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Middlebury 5 Star Hotels
Tonight
30 Aug - 31 AugTomorrow
31 Aug - 1 SepNext weekend
4 Sep - 6 SepIn two weeks
11 Sep - 13 SepOur top choices for Middlebury 5-star hotels
1. Mayflower Inn & Spa, Auberge Collection
Mayflower Inn & Spa, Auberge CollectionWashington
vera alice
31.661.300 ₫
37.923.019 ₫ total
includes taxes & fees
31 Aug - 1 Sept
11.865.490 ₫
14.688.433 ₫ total
includes taxes & fees
14 Sept - 15 Sept
Save an average of 15% on thousands of hotels when you're signed in
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
155 Temple St New Haven CT
3.696.557 ₫
4.251.041 ₫ total
1 Sept - 2 Sept
includes taxes & fees
Hotel Marcel New Haven, Tapestry Collection By Hilton
500 Sargent Drive New Haven CT
3.413.610 ₫
3.925.652 ₫ total
27 Sept - 28 Sept
includes taxes & fees
9.4/10 Exceptional! (1,004 reviews)
Graduate by Hilton New Haven
1151 Chapel Street New Haven CT
4.469.248 ₫
5.139.635 ₫ total
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
Still don't see what you're looking for?
See all properties in Middlebury.
You can also use these popular filters to refine your search.
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
Photo by Brandon Miller
Top Middlebury Hotel Reviews
Frequently asked questions
How much does it cost to stay in a 5-star hotel in Middlebury?
You'll find a variety of pricing options for a 5-star hotel in Middlebury on Expedia. The amount you pay will depend on when you plan to travel, trip length and other factors. Compare all of the available properties for your preferred dates and make use of our pricing and other filters to discover the perfect high-end stay.
- Search for the lowest price per night from 3.925.652 ₫
What makes a hotel 5 stars in Middlebury?
From high-end restaurants and 24-hour fitness centres to pools and the finest bedding, the 5-star experience in Middlebury is all about relaxation and luxury. But it requires more than just upscale conveniences to earn a 5-star rating. Stays must also deliver superior guest services like in-room massages, dry cleaning and laundry and 24-hour room service.
Are there any 5-star all-inclusive resorts in Middlebury?
Find a luxurious retreat that includes your lodging, meals, drinks and entertainment in Middlebury with Expedia's filter tool. Search for resorts with a 5-star rating and click on the "All inclusive" filter. Double-check what's included in the price. This way, you'll be ready to maximise the premium perks on offer from the moment you arrive.