Photo by Brandon Miller

Find hotels in Middlebury, CT from ¥12,245

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Our top choices for Middlebury hotels

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
2.5 star property
West Haven
8.0 out of 10, Very Good, (1490)
"Carpet in room needs changing Breakfast very good Staff is great"
United States
carolyn
The price is ¥14,437
¥16,603 total
includes taxes & fees
Dec 26 - Dec 27
Best Western Executive Hotel Of New Haven - West Haven

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1173)
"The place was great. enjoyed our stay."
United States
Michael
The price is ¥12,936
¥14,876 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Holiday Inn Express Southington by IHG

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1944)
"Location, friendly staff, clean a comfortable room. Will stay again!"
United States
Kim
The price is ¥16,774
¥19,290 total
includes taxes & fees
Dec 28 - Dec 29
New Haven Hotel

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1000)
"great stay."
United States
John
The price is ¥13,743
¥15,804 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Best Western Plus New England Inn & Suites

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1070)
"The staff were amazing,The rooms were very clean,when ever i'm in town this is were I always stay. thank you to the staff for all you do to always make my stay comfortable."
United States
Diana
The price is ¥14,040
¥16,146 total
includes taxes & fees
Dec 22 - Dec 23
Courtyard by Marriott Waterbury Downtown

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1188)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is ¥13,882
¥15,965 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Place Milford / New Haven

Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton
2.5 star property
Shelton
8.6 out of 10, Excellent, (1005)
"Nice , comfortable stay :)"
United States
Laura
The price is ¥16,687
¥19,190 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn by Hilton Shelton

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
"I would stay there again."
United States
George
The price is ¥12,776
¥14,693 total
includes taxes & fees
Dec 26 - Dec 27
Clarion Inn North Haven - New Haven North

Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven
3.0 star property
Orange
9.2 out of 10, Wonderful, (1002)
"Clean room, close to mamy amenities restaurants, bars, etc "
United States
Kerry- Ann
The price is ¥15,264
¥17,554 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Homewood Suites by Hilton Orange New Haven

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1006)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is ¥15,393
¥17,702 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hilton Garden Inn Milford

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1006)
"It was very well maintained, staff was nice."
United States
Addyson
The price is ¥15,617
¥17,960 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Cheshire - Southington by IHG

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1002)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is ¥14,481
¥16,654 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Days Inn by Wyndham Torrington

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area
3.0 star property
West River
8.8 out of 10, Excellent, (996)
"it was great!"
United States
Rongwen
The price is ¥16,280
¥18,722 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Cambria Hotel New Haven University Area

Hyatt House Shelton

Hyatt House Shelton
3.0 star property
Shelton
8.4 out of 10, Very Good, (1002)
"Place was great quiet and relaxing I enjoyed my time there thank you. "
United States
Jeanette
The price is ¥18,315
¥21,063 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt House Shelton

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (912)
"Great place stayed several times."
United States
Marlene D
The price is ¥15,144
¥17,416 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Fairfield Inn & Suites by Marriott Plainville

Heritage Hotel, Golf, Spa & Conference Center

Heritage Hotel, Golf, Spa & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1002)
"Very lovely hotel "
United States
Nancy M
The price is ¥17,297
¥22,068 total
includes taxes & fees
Dec 22 - Dec 23
Heritage Hotel, Golf, Spa & Conference Center

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven
2.5 star property
West Haven
8.4 out of 10, Very Good, (1005)
"Overall great stay!"
United States
Michael
The price is ¥13,606
¥15,647 total
includes taxes & fees
Dec 28 - Dec 29
Hampton Inn & Suites New Haven - South - West Haven

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, (869)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is ¥17,334
¥19,934 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
3.0 star property
Danbury
8.4 out of 10, Very Good, (1000)
"Friendly staff and clean rooms always makes for a great stay!!!"
United States
sam
The price is ¥16,911
¥19,447 total
includes taxes & fees
Dec 22 - Dec 23
La Quinta Inn & Suites by Wyndham Danbury

Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (768)
" The room was spotless and the staff was great"
United States
Glenn
The price is ¥16,333
¥18,783 total
includes taxes & fees
Dec 22 - Dec 23
Rocky River Inn
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.

Stay near popular Middlebury attractions

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.

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

More cheap stays in Middlebury

Frequently asked questions

What's the best place for a stay in Middlebury?
Located 18.5 mi (29.8 km) from the heart of Middlebury, New Haven Hotel 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.
What are some of the best vacation home rentals in Middlebury?
Peaceful Vintage Home with Private Pond in Redding, CT.: Visitors like this Middlebury vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. See all 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 1002 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 Waterbury City Hall 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.

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