Photo by Brandon Miller

Find Hotels with a Pool in Middlebury, CT

    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
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

Top Middlebury Hotels with a Pool

Best Western Plus New England Inn & Suites
Indoor pool

Best Western Plus New England Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (1000)
"Nice and comfy stay good breakfast great staff "
The price is NT$2,877
NT$3,309 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus New England Inn & Suites
Holiday Inn Express & Suites Meriden by IHG
Indoor pool, sun loungers

Holiday Inn Express & Suites Meriden by IHG

2.5 star property
8.2 out of 10, Very Good, (1000)
"We had a great stay here from start to finish. The room was great, the pool, and breakfast. Staff was fantastic!"
The price is NT$3,090
NT$3,553 total
includes taxes & fees
Aug 19 - Aug 20
Holiday Inn Express & Suites Meriden by IHG
La Quinta Inn & Suites by Wyndham Danbury
Seasonal outdoor pool

La Quinta Inn & Suites by Wyndham Danbury

3.0 star property
8.4 out of 10, Very Good, (1010)
"easy place to stay.. access to I-84 is great and local shopping. "
The price is NT$2,856
NT$3,284 total
includes taxes & fees
Aug 24 - Aug 25
La Quinta Inn & Suites by Wyndham Danbury
Wyndham Southbury
Indoor pool

Wyndham Southbury

3.0 star property
8.0 out of 10, Very Good, (1006)
"It was a beautiful stay room was very clean check in was very easy staff was very professional and sweet thank u we will see ya again "
The price is NT$2,779
NT$3,196 total
includes taxes & fees
Aug 24 - Aug 25
Wyndham Southbury
Comfort Inn & Suites Danbury-Bethel
Seasonal outdoor pool

Comfort Inn & Suites Danbury-Bethel

2.5 star property
8.6 out of 10, Excellent, (444)
"Great location, pool and staff. "
The price is NT$3,078
NT$3,539 total
includes taxes & fees
Aug 24 - Aug 25
Comfort Inn & Suites Danbury-Bethel
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, (1003)
"Clean hotel with breakfast and pool. "
The price is NT$3,030
NT$3,484 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express & Suites Milford by IHG
Hilton Garden Inn Milford
Indoor pool

Hilton Garden Inn Milford

3.0 star property
8.2 out of 10, Very Good, (1004)
"great trip and friendly staff"
The price is NT$2,902
NT$3,337 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Milford
Hampton Inn & Suites New Haven - South - West Haven
Indoor pool

Hampton Inn & Suites New Haven - South - West Haven

2.5 star property
8.4 out of 10, Very Good, (1001)
"Great location "
The price is NT$3,127
NT$3,596 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites New Haven - South - West Haven
Hampton Inn by Hilton Shelton
Indoor pool

Hampton Inn by Hilton Shelton

2.5 star property
8.6 out of 10, Excellent, (1006)
"Had a great stay, would highly recommend!"
The price is NT$3,544
NT$4,076 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn by Hilton Shelton
Hampton Inn Danbury
Indoor pool

Hampton Inn Danbury

2.5 star property
9.0 out of 10, Wonderful, (1001)
"The staff was so helpful and friendly. Loved the staff! Building was older but very clean, pool was great for child and many food options around property. Would stay here again!"
The price is NT$4,157
NT$4,780 total
includes taxes & fees
Aug 24 - Aug 25
Hampton Inn Danbury
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.

Top Middlebury Hotel Reviews

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Staff, view, parking, cleanliness. All 1000/1000. Keep coming back because it's awesome here."
John 1-night trip
Posted 1 day ago
Hyatt Place Milford / New Haven

Frequently asked questions

What are some accommodations with pools in Middlebury?
Cambria Hotel New Haven University Area: Offers full, a pool, and free self parking. Best Western Executive Hotel Of New Haven - West Haven: Offers a seasonal outdoor pool, an indoor pool, and 2 restaurants. Omni New Haven Hotel at Yale: Hotel located near Quinnipiac University. Offers buffet, an indoor pool, and complimentary wired internet access. New Haven Hotel: Provides a snack bar/deli, an indoor pool, and complimentary wired internet access. Trumbull Marriott Shelton: Features complimentary wired internet access, an indoor pool, and free self parking.
What is there to see and do in Middlebury?
Make a point to visit attractions like Lake Quassapaug and Quassy Amusement Park. Discover sights such as Whittemore Glen State Park, Waterbury City Hall, and Palace Theatre during your stay.
When is the best time to book a hotel with a pool in Middlebury?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Middlebury in the hottest months of July, August, or June when the average temperature is 69°F. Lodging with an indoor pool may be the way to go if you come to town during the coldest months of January, February, or December when the average temp is 32°F.