Photo by Brandon Miller

Middlebury Hotels

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Top 10 trending Middlebury hotels

La Quinta Inn & Suites by Wyndham Danbury

3.0 star property
8.4 out of 10, Very Good, (1001)
"Nice and comfortable stay"
The price is P5,453
P6,271 total
includes taxes & fees
Jul 6 - Jul 7
La Quinta Inn & Suites by Wyndham Danbury

Hampton Inn by Hilton Shelton

2.5 star property
8.6 out of 10, Excellent, (1001)
"Had a great time there. "
The price is P7,135
P8,205 total
includes taxes & fees
Jul 20 - Jul 21
Hampton Inn by Hilton Shelton

Holiday Inn Express Southington by IHG

2.5 star property
8.8 out of 10, Excellent, (1021)
"We love staying there for a getaway it's absolutely beautiful and the breakfast is great"
The price is P5,634
P6,479 total
includes taxes & fees
Jul 6 - Jul 7
Holiday Inn Express Southington by IHG

Mayflower Motel Milford

2.0 star property
5.8 out of 10, (500)
"It was good only the bathroom they was a lots of hair inside the tub . "
The price is P4,132
P4,751 total
includes taxes & fees
Jul 13 - Jul 14
Mayflower Motel Milford

Home2 Suites by Hilton East Haven New Haven

3.0 star property
9.6 out of 10, Exceptional, (323)
"Nice family hotel. "
The price is P7,614
P8,756 total
includes taxes & fees
Jul 27 - Jul 28
Home2 Suites by Hilton East Haven New Haven

Comfort Inn & Suites Danbury-Bethel

2.5 star property
8.6 out of 10, Excellent, (399)
"Very clean and friendly "
The price is P6,338
P7,289 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn & Suites Danbury-Bethel

Courtyard By Marriott Shelton

3.0 star property
8.6 out of 10, Excellent, (1000)
"Clean, great staff, rooms were amazing- full kitchen and very comfortable "
The price is P6,631
P7,625 total
includes taxes & fees
Jul 13 - Jul 14
Courtyard By Marriott Shelton

Comfort Inn & Suites

2.5 star property
7.2 out of 10, Good, (1006)
"The room was average and the breakfast was decent 👌 "
The price is P4,906
P5,642 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Inn & Suites

Hyatt House Shelton

3.0 star property
8.6 out of 10, Excellent, (1011)
"Good , clean place. I’d stay there again. Friendly people."
The price is P8,958
P10,301 total
includes taxes & fees
Jul 6 - Jul 7
Hyatt House Shelton

Quality Inn

2.5 star property
7.0 out of 10, Good, (1001)
"Awesome stay works great housekeeping was great "
The price is P5,219
P6,002 total
includes taxes & fees
Jul 13 - Jul 14
Quality Inn

Hyatt Place Milford / New Haven

3.0 star property
8.6 out of 10, Excellent, (1033)
"Very pleasant place and happy with the room and breakfast "
The price is P7,831
P9,005 total
includes taxes & fees
Jul 13 - Jul 14
Hyatt Place Milford / New Haven

Days Inn by Wyndham Torrington

2.0 star property
7.4 out of 10, Good, (1002)
"Location was good "
The price is P5,028
P5,782 total
includes taxes & fees
Jul 27 - Jul 28
Days Inn by Wyndham Torrington

Red Roof Inn Meriden

2.0 star property
7.4 out of 10, Good, (1000)
"Enjoyed my stay very comfortable accomdations"
The price is P5,577
P6,414 total
includes taxes & fees
Jul 10 - Jul 11
Red Roof Inn Meriden

Hilton Garden Inn Shelton

3.0 star property
7.8 out of 10, Good, (1003)
"Good location for highways, restaurants, and shopping. "
The price is P6,540
P7,521 total
includes taxes & fees
Jul 20 - Jul 21
Hilton Garden Inn Shelton

Hamden Hotel and Suites – Hamden New Haven

2.5 star property
6.6 out of 10, (1002)
"Nice stay"
The price is P6,760
P7,774 total
includes taxes & fees
Jul 3 - Jul 4
Hamden Hotel and Suites – Hamden New Haven

Whitney Inn & Suites

2.0 star property
6.8 out of 10, (539)
"Great! Enjoyed my stay!"
The price is P5,577
P6,414 total
includes taxes & fees
Jul 14 - Jul 15
Whitney Inn & Suites

Courtyard by Marriott New Haven Orange-Milford

3.0 star property
8.4 out of 10, Very Good, (954)
"Nice hotel. Would stay here again."
The price is P5,859
P6,738 total
includes taxes & fees
Jul 28 - Jul 29
Courtyard by Marriott New Haven Orange-Milford

Wyndham Southbury

3.0 star property
8.0 out of 10, Very Good, (1001)
"Beautiful place comfortable bed"
The price is P5,219
P6,002 total
includes taxes & fees
Jul 13 - Jul 14
Wyndham Southbury

Residence Inn by Marriott New Haven Hamden

3.0 star property
9.4 out of 10, Exceptional, (351)
"I had very nice stay at this property "
The price is P9,070
P10,431 total
includes taxes & fees
Jul 6 - Jul 7
Residence Inn by Marriott New Haven Hamden

DoubleTree by Hilton Hotel Bristol, Connecticut

4.0 star property
9.0 out of 10, Wonderful, (1003)
" Very clean. Restaurant in hotel excellent! Quiet at night. "
The price is P9,529
P10,958 total
includes taxes & fees
Jul 14 - Jul 15
DoubleTree by Hilton Hotel Bristol, Connecticut
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.
Save an average of 15% on thousands of hotels when you're signed in

Hotels with a pool in Middlebury you'll enjoy

These pet-friendly hotels in Middlebury may fit your trip

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.

Where to stay in Middlebury

Find the best Middlebury areas and neighborhoods for the activities you enjoy most.
Middlebury Center Historic District map

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

Trip time! Discover the parks in Middlebury.

Photo by Brandon Miller
Open Photo by Brandon Miller

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 La Quinta Inn & Suites by Wyndham New Haven and Hyatt Place Milford / New Haven. 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 about the best place to stay near Middlebury Center Historic District?

One of the top choices for your stay is Tucker Hill Inn, located a short 0.9 mi (1.5 km) from Middlebury Center Historic District, and this B&B offers free breakfast and free WiFi. Wyndham Southbury and Hampton Inn Waterbury are two other good options within a few miles.

What are some accommodations with pools in Middlebury?

Hilton Garden Inn Milford: Provides free Internet, an indoor pool, and free parking. HYATT house Shelton and Best Western Plus North Haven Hotel are a couple of other choices that offer an onsite pool. View all hotels with pools in Middlebury.

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 958 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 Waterbury City Hall 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.