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Our top choices for Middlebury 4-star hotels

Breakfast and brunch served
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1001)
"Omni hotel was great. Thanks expedia"
United States
Nancy
The price is 4.458.511 ₫
5.127.287 ₫ total
includes taxes & fees
12 Dec - 13 Dec
Omni New Haven Hotel at Yale
Exterior
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton
4.0 star property
Long Wharf
9.4 out of 10, Exceptional, (860)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is 2.874.494 ₫
3.305.669 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton
Terrace/patio
The Blake Hotel

The Blake Hotel

The Blake Hotel
4.0 star property
Downtown New Haven
9.4 out of 10, Exceptional, (1005)
"Clean, comfortable, lovely"
United States
Jill
The price is 5.508.613 ₫
6.334.905 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Blake Hotel
Meeting facility
Graduate by Hilton New Haven

Graduate by Hilton New Haven

Graduate by Hilton New Haven
4.0 star property
Downtown New Haven
9.2 out of 10, Wonderful, (920)
"Great stay, friendly and helpful staff."
United States
Angela
The price is 4.300.935 ₫
4.946.076 ₫ total
includes taxes & fees
30 Dec - 31 Dec
Graduate by Hilton New Haven
Lobby
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1000)
"Amazing stay"
United States
Marquise
The price is 3.652.553 ₫
4.200.436 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Bristol, Connecticut
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
Litchfield
9.0 out of 10, Wonderful, (959)
"The hotel is so big and spacious and the free breakfast and snacks are a nice touch."
United States
Shyna
The price is 6.432.415 ₫
7.397.277 ₫ total
includes taxes & fees
18 Dec - 19 Dec
The Litchfield Inn
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont

Luxury Apartments by Hyatus at Pierpont
4.0 star property
The Hill
9.4 out of 10, Exceptional, (22)
"Easily accessible, very clean and pleasant place to stay."
Canada
Kirsten
Luxury Apartments by Hyatus at Pierpont
Exterior
Jay's Ranch

Jay's Ranch

Jay's Ranch
4.0 star property
Hamden
7.6 out of 10, Good, (47)
"Im so happy I found this place to stay. Meets all my needs and great service !!"
United States
Diana
Jay's Ranch
House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Private kitchen | Fridge, microwave, oven, stovetop
ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home

ABC Stay - Connecticut Five Bedroom Home
4.0 star property
New Preston
ABC Stay - Connecticut Five Bedroom Home
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Middlebury.
Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection

118 Woodbury Rd. Washington CT
The price is 25.595.283 ₫ per night from 14 Dec to 15 Dec
25.595.283 ₫
30.646.998 ₫ total
14 Dec - 15 Dec
includes taxes & fees
9.2/10 Wonderful! (55 reviews)
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PoolSpaHot tubBreakfast includedWaterpark
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 4-star hotel in Middlebury?
To book a 4-star hotel in Middlebury that matches your budget, make use of Expedia's handy search filters. Browse the availability during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most wallet-friendly retreat first.

  • Search for the lowest price from 30.646.998 ₫

What's the difference between 5-star and 4-star hotels in Middlebury?
Treat yourself to luxury during your Middlebury escape by choosing a 4-star hotel. As well as featuring upscale accommodation, these properties are typically packed with amenities such as large beds, complimentary bathrobes and more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and memorable one. 24-hour concierge assistance, elegant décor and world-class dining are a few of the first-rate conveniences and services you'll likely get access to.
Does Middlebury have any 4-star all-inclusive resorts?
Finding your dream resort in Middlebury is as easy as entering in your dates and clicking on our "All inclusive" filter. Stay and play where just about everything is already taken care of like your room, meals and activities, or opt for a standard 4-star resort in or around this leading destination.

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