Photo by Brandon Miller

Middlebury Hotel Guide - 5 Stars Hotels in Middlebury, Connecticut

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Check availability on Middlebury 5 Star Hotels

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Middlebury 5-star hotels

Couples treatment room(s), steam room, body treatments, aromatherapy
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
5.0 star property
Washington
9.2 out of 10, Wonderful, (55)
"Incredible place - will definitely return. "
United States
Andrew
The price is Rp13.032.868
Rp15.757.884 total
includes taxes & fees
6 Jan - 7 Jan 2026
Mayflower Inn & Spa, Auberge Collection
Family House | Premium bedding, individually decorated, individually furnished, desk
Las Flores Villa

Las Flores Villa

Las Flores Villa
5.0 star property
New Preston
10.0 out of 10, Exceptional, (1)
Las Flores Villa
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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

Omni New Haven Hotel at Yale

155 Temple St New Haven CT
The price is Rp2.689.584 per night from 28 Dec to 29 Dec
Rp2.689.584
Rp3.093.021 total
28 Dec - 29 Dec
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
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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
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.
Photo by Brandon Miller
Open 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 Rp2.214.526

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.