Photo by Brandon Miller

Middlebury hotels from RM319

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3 Dec - 4 Dec
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4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
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12 Dec - 14 Dec

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Top 10 trending Middlebury hotels

Restaurant
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, (1001)
"clen easy check in, decent amenities "
United States
Lillie
The price is RM436
RM501 total
includes taxes & fees
4 Jan - 5 Jan 2026
La Quinta Inn & Suites by Wyndham Danbury
Exterior
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 star property
Southington
8.6 out of 10, Excellent, (1155)
"Staff is friendly room is clean. "
United States
Albana
The price is RM376
RM433 total
includes taxes & fees
20 Dec - 21 Dec
Holiday Inn Express Southington by IHG
Exterior
Hyatt House Shelton

Hyatt House Shelton

3.0 star property
Shelton
8.4 out of 10, Very good, (1001)
"The staff was friendly, efficient and place was very family oriented "
United States
Michael
The price is RM451
RM519 total
includes taxes & fees
28 Dec - 29 Dec
Hyatt House Shelton
Lobby
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 star property
Shelton
8.6 out of 10, Excellent, (1001)
"Convenient to Yale New Haven hospital. Nice room layout. Red Barn restaurant nearby great food and cocktails. Great breakfast at hotel"
United States
Carolyn
The price is RM425
RM488 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn by Hilton Shelton
Property amenity
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

2.5 star property
Danbury
8.6 out of 10, Excellent, (555)
"Clean room,staff we great"
United States
Sammie
The price is RM434
RM499 total
includes taxes & fees
28 Dec - 29 Dec
Comfort Inn & Suites Danbury-Bethel
Reception
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 star property
Hamden
6.6 out of 10, (1002)
"Great stay!"
United States
Mark
The price is RM329
RM379 total
includes taxes & fees
30 Dec - 31 Dec
Hamden Hotel and Suites – Hamden New Haven
Front of property
Mayflower Motel Milford

Mayflower Motel Milford

2.0 star property
Milford
6.0 out of 10, (558)
"It’s great staying here really friendly "
United States
Ivelisse
The price is RM295
RM339 total
includes taxes & fees
1 Jan - 2 Jan 2026
Mayflower Motel Milford
Desk, free cots/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

2.0 star property
Torrington
7.4 out of 10, Good, (1009)
"The room was clean and the staff is very friendly and helpful "
United States
janet
The price is RM346
RM398 total
includes taxes & fees
10 Dec - 11 Dec
Days Inn by Wyndham Torrington
Breakfast and dinner served, American cuisine
Courtyard By Marriott Shelton

Courtyard By Marriott Shelton

3.0 star property
Shelton
8.6 out of 10, Excellent, (1001)
"Enjoyed our stay"
United States
Mibsam
The price is RM451
RM519 total
includes taxes & fees
13 Dec - 14 Dec
Courtyard By Marriott Shelton
Terrace/patio
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3.0 star property
Shelton
7.8 out of 10, Good, (1038)
"The hotel was clean and staff were very professional. "
United States
Brian
The price is RM410
RM471 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Shelton
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

4.0 star property
Litchfield
9.0 out of 10, Wonderful, (958)
"Quiet and so much space to lounge around in front of fireplaces. Relaxing private & was just the perfect get away!"
United States
Holly
The price is RM1,122
RM1,290 total
includes taxes & fees
7 Dec - 8 Dec
The Litchfield Inn
Free buffet breakfast
Quality Inn Waterbury East

Quality Inn Waterbury East

2.5 star property
Waterbury
7.0 out of 10, Good, (1001)
"People are so very nice we enjoy every time we come will always stay at quality inn "
United States
Cynthia
The price is RM347
RM399 total
includes taxes & fees
10 Dec - 11 Dec
Quality Inn Waterbury East
Terrace/patio
Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven

3.0 star property
The Centre
9.6 out of 10, Exceptional, (440)
"Excellent check-in staff."
United States
Katherine
The price is RM462
RM531 total
includes taxes & fees
22 Dec - 23 Dec
Home2 Suites by Hilton East Haven New Haven
Desk, iron/ironing board, free WiFi, bed sheets
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

2.5 star property
Shelton
7.2 out of 10, Good, (1002)
"Not really breakfast more like coffee and snacks and the kitchen you need to ask for everything so if you plan on cooking or making coffee just ask the front desk at check in "
United States
daniel
The price is RM407
RM468 total
includes taxes & fees
28 Dec - 29 Dec
Extended Stay America Suites Shelton Fairfield County
Lobby
Wyndham Southbury

Wyndham Southbury

3.0 star property
Southbury
8.2 out of 10, Very good, (1053)
"Nice room, friendly staff!"
United States
Scott
The price is RM381
RM438 total
includes taxes & fees
10 Dec - 11 Dec
Wyndham Southbury
Bar (on property)
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3.0 star property
Milford
8.6 out of 10, Excellent, (1183)
"Great stay - "
United States
Niloy Ray
The price is RM451
RM519 total
includes taxes & fees
6 Dec - 7 Dec
Hyatt Place Milford / New Haven
1 bedroom, premium bedding, pillow-top beds, desk
Whitney Inn & Suites

Whitney Inn & Suites

2.0 star property
Hamden
6.8 out of 10, (589)
"Good location to visit Hamden and New Haven area."
United States
Raymond
The price is RM407
RM469 total
includes taxes & fees
7 Dec - 8 Dec
Whitney Inn & Suites
Exterior
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, (855)
"Great stay! Clean room, staff were friendly, and I loved the amenities."
United States
Clark
The price is RM443
RM510 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hotel Marcel New Haven, Tapestry Collection By Hilton
View from property
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3.0 star property
Orange
8.4 out of 10, Very good, (1007)
"The room and services were great "
United States
Nicole
The price is RM452
RM520 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott New Haven Orange-Milford
View from property
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 star property
Trumbull
8.0 out of 10, Very good, (1001)
"Friendly staff and The atmosphere of the whole place. Christmas decorations were beautiful. "
United States
Jeannine
The price is RM503
RM579 total
includes taxes & fees
4 Jan - 5 Jan 2026
Trumbull Marriott Shelton
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 for the activities you enjoy most.

Middlebury Center Historic District

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

Stay near popular Middlebury attractions

Quassy Amusement Park

This century-old Connecticut park balances nostalgia with modern thrills, featuring the award-winning Wooden Warrior coaster and lakeside beach. Rent a waterpark cabana for a premium experience during hot summer days.
See properties

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

Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent
"I really like this place!!!"
Nelson 1-night trip
Posted 1 day ago
Hamden Hotel and Suites – Hamden New Haven

More cheap stays in Middlebury

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
The price is RM376 per night from 20 Dec to 21 Dec
RM376
RM433 total
20 Dec - 21 Dec
includes taxes & fees
8.6/10 Excellent! (1,163 reviews)

Frequently asked questions

What's the best place for a stay in Middlebury?
Located 18.1 mi (29.2 km) from the heart of Middlebury, Cambria Hotel New Haven University Area is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Extended Stay America Suites Hartford Farmington and New Haven Hotel. 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, most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.
What's it like staying in Middlebury?
Visitors can enjoy all that Middlebury has to offer, including its parks. There are 974 hotels and other accommodation options in the surrounding area. Find out more about Middlebury.
What should I do while I'm visiting Middlebury?
A couple of favourite places to visit are Quassy Amusement Park and Lake Quassapaug. You'll also find Palace Theatre and Southford Falls State Park in the area. Take a look at what more there is to see and do in Expedia's Middlebury guide.
What's the seasonal weather in Middlebury?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Middlebury is 1410 mm.

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