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Compare 960 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Our top choices for Middlebury hotels

La Quinta Inn & Suites by Wyndham Danbury
Restaurant

La Quinta Inn & Suites by Wyndham Danbury

3.0 star property
8.4 out of 10, Very Good, (1004)
"easy place to stay.. access to I-84 is great and local shopping. "
The price is ₩143,892
₩165,475 total
includes taxes & fees
Sep 7 - Sep 8
La Quinta Inn & Suites by Wyndham Danbury
Comfort Inn & Suites Danbury-Bethel
Property amenity

Comfort Inn & Suites Danbury-Bethel

2.5 star property
8.6 out of 10, Excellent, (457)
"Will stay again"
The price is ₩138,801
₩159,621 total
includes taxes & fees
Sep 17 - Sep 18
Comfort Inn & Suites Danbury-Bethel
Holiday Inn Express Southington by IHG
Exterior

Holiday Inn Express Southington by IHG

2.5 star property
8.8 out of 10, Excellent, (1067)
"Great stay"
The price is ₩143,892
₩165,476 total
includes taxes & fees
Sep 21 - Sep 22
Holiday Inn Express Southington by IHG
Hampton Inn by Hilton Shelton
Lobby

Hampton Inn by Hilton Shelton

2.5 star property
8.6 out of 10, Excellent, (1006)
"Great hotel and area. "
The price is ₩175,230
₩201,514 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn by Hilton Shelton
Courtyard By Marriott Shelton
Breakfast and dinner served, American cuisine

Courtyard By Marriott Shelton

3.0 star property
8.6 out of 10, Excellent, (1001)
"Close to everything, clean and friendly staff. "
The price is ₩162,847
₩187,274 total
includes taxes & fees
Aug 28 - Aug 29
Courtyard By Marriott Shelton
Mayflower Motel Milford
Front of property

Mayflower Motel Milford

2.0 star property
6.0 out of 10, (515)
"Thank you so much kind welcome and consideration. "
The price is ₩101,471
₩116,691 total
includes taxes & fees
Aug 31 - Sep 1
Mayflower Motel Milford
Hyatt Place Milford / New Haven
Bar (on property)

Hyatt Place Milford / New Haven

3.0 star property
8.6 out of 10, Excellent, (1092)
"Late night check-in, gracious staff and great hot breakfast. "
The price is ₩153,577
₩176,613 total
includes taxes & fees
Sep 1 - Sep 2
Hyatt Place Milford / New Haven
Hamden Hotel and Suites – Hamden New Haven
Reception

Hamden Hotel and Suites – Hamden New Haven

2.5 star property
6.6 out of 10, (1007)
"Close to my job and house keeping staff is very nice "
The price is ₩137,597
₩158,240 total
includes taxes & fees
Aug 25 - Aug 26
Hamden Hotel and Suites – Hamden New Haven
Hyatt House Shelton
Exterior

Hyatt House Shelton

3.0 star property
8.4 out of 10, Very Good, (1002)
"Food and bed were great."
The price is ₩164,646
₩189,343 total
includes taxes & fees
Aug 31 - Sep 1
Hyatt House Shelton
Home2 Suites by Hilton East Haven New Haven
Terrace/patio

Home2 Suites by Hilton East Haven New Haven

3.0 star property
9.6 out of 10, Exceptional, (382)
"Gorgeous place and hotel was great. Wish we stayed longer. "
The price is ₩186,991
₩215,039 total
includes taxes & fees
Sep 7 - Sep 8
Home2 Suites by Hilton East Haven New Haven
Trumbull Marriott Shelton
View from property

Trumbull Marriott Shelton

3.5 star property
8.2 out of 10, Very Good, (1005)
"Excellent stay. "
The price is ₩199,236
₩229,121 total
includes taxes & fees
Sep 3 - Sep 4
Trumbull Marriott Shelton
Comfort Inn & Suites Meriden East
Lobby

Comfort Inn & Suites Meriden East

2.5 star property
7.2 out of 10, Good, (1001)
"I liked everything I would definitely come back and the food is so good "
The price is ₩125,422
₩144,235 total
includes taxes & fees
Sep 14 - Sep 15
Comfort Inn & Suites Meriden East
Quality Inn Waterbury East
Free buffet breakfast

Quality Inn Waterbury East

2.5 star property
6.8 out of 10, (1003)
"I like the convenience of the location of the property. It was clean and the representative were friendly. "
The price is ₩116,428
₩133,892 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Waterbury East
Courtyard by Marriott New Haven Orange-Milford
View from property

Courtyard by Marriott New Haven Orange-Milford

3.0 star property
8.4 out of 10, Very Good, (998)
"We had a great stay "
The price is ₩139,742
₩160,703 total
includes taxes & fees
Aug 31 - Sep 1
Courtyard by Marriott New Haven Orange-Milford
Red Roof Inn Meriden
Exterior

Red Roof Inn Meriden

2.0 star property
7.4 out of 10, Good, (1004)
"Was ok place clean quiet"
The price is ₩118,295
₩136,039 total
includes taxes & fees
Aug 25 - Aug 26
Red Roof Inn Meriden
Hilton Garden Inn Shelton
Terrace/patio

Hilton Garden Inn Shelton

3.0 star property
7.8 out of 10, Good, (1005)
"The bed was very comfortable and the food delicious "
The price is ₩151,710
₩174,467 total
includes taxes & fees
Aug 31 - Sep 1
Hilton Garden Inn Shelton
Holiday Inn Express & Suites Milford by IHG
Indoor pool

Holiday Inn Express & Suites Milford by IHG

2.5 star property
8.0 out of 10, Very Good, (1001)
"Clean hotel with breakfast and pool. "
The price is ₩136,974
₩157,520 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Milford by IHG
Wyndham Southbury
Lobby

Wyndham Southbury

3.0 star property
8.0 out of 10, Very Good, (1005)
"Great hotel "
The price is ₩128,189
₩147,418 total
includes taxes & fees
Sep 7 - Sep 8
Wyndham Southbury
Rocky River Inn
Standard Room, 2 Queen Beds | 1 bedroom, iron/ironing board, free WiFi, bed sheets

Rocky River Inn

3.0 star property
8.6 out of 10, Excellent, (702)
"Love the new upgrades as I stayed there last summer also. Dining spots in the area and mini fridge, microwave and Keurig were great in the room."
The price is ₩148,181
₩170,408 total
includes taxes & fees
Aug 25 - Aug 26
Rocky River Inn
Days Inn by Wyndham Torrington
Exterior

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1001)
"Very comfortable for a weeks' stay. Good location "
The price is ₩121,132
₩139,302 total
includes taxes & fees
Sep 2 - Sep 3
Days Inn by Wyndham Torrington
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.
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Where to stay in Middlebury

Find the best Middlebury areas and neighborhoods for the activities you enjoy most.

Middlebury Center Historic District

Visitors to Middlebury Center Historic District enjoy its historic sites, and if you want to do some exploring, Lake Quassapaug is worth a stop.

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

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

10/10 Excellent
"This property was great. The beds were good and it was SO close to New Haven. Airport."
Debra 1-night trip
Posted 1 day ago
Home2 Suites by Hilton East Haven New Haven

Frequently asked questions

What's the best place for a stay in Middlebury?

Located 19.5 mi (31.4 km) from the heart of Middlebury, Best Western Executive Hotel Of New Haven - West Haven is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Cambria Hotel New Haven University Area and Omni New Haven Hotel at Yale. See all available top hotels, or vacation rentals in Middlebury.

If I need to cancel my hotel reservation in Middlebury, will I receive a refund?

Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.

Where can I learn more about changing or cancelling my trip to Middlebury?

For additional details about changing or cancelling your trip to Middlebury, click here.

Where is the best hotel to stay close to Quassy Amusement Park?

Wyndham Southbury is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Quassy Amusement Park. Other good options within a few miles include Tucker Hill Inn and Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection.

What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?

Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.

What's it like staying in Middlebury?

Visitors can enjoy all that Middlebury has to offer including its parks. There are 962 hotels and other accommodations in the surrounding area. Find out more about Middlebury.

What should I see while I'm in Middlebury?

A couple of favorite places to visit are Quassy Amusement Park and Lake Quassapaug. You'll also find Whittemore Glen State Park and Palace Theatre in the area. Check out what more to see and do in Expedia's Middlebury guide.

What's the seasonal weather like in Middlebury?

The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.