Photo by David Alpert

Find Hotels with a Pool in Middlebury, VT

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

Top Middlebury Hotels with a Pool

Outdoor pool, sun loungers
Brandon Inn

Brandon Inn

3.0 star property
Brandon
8.8 out of 10, Excellent, (558)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is AED 409
AED 449 total
includes taxes & fees
15 Dec - 16 Dec
Brandon Inn
Indoor pool, a heated pool
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes

Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes

Warren
9.4 out of 10, Exceptional, (38)
"Well located. Wonderful view. But not cleaned well."
United States
Patricia P.
The price is AED 235
AED 1,297 total
includes taxes & fees
18 Nov - 19 Nov
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
Greystone | Terrace/patio
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
9.0 out of 10, Wonderful, (93)
"We had a great time! Gorgeous view and everybody was super friendly and helpful!"
United States
Courtney
The price is AED 867
AED 945 total
includes taxes & fees
17 Nov - 18 Nov
The Mountain Top Inn & Resort
Pool
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Warren
9.2 out of 10, Wonderful, (17)
"Clean room, beautiful view, close to dinning, hiking. "
United States
Lubomira
The price is AED 180
AED 910 total
includes taxes & fees
18 Nov - 19 Nov
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
Seasonal outdoor pool
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 star property
Bomoseen
9.4 out of 10, Exceptional, (853)
"Very happy with our stay "
United States
Anthony
The price is AED 479
AED 549 total
includes taxes & fees
15 Dec - 16 Dec
Lake Bomoseen Lodge
Indoor pool, a heated pool
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing

Warren
8.8 out of 10, Excellent, (15)
"Great location, well-equipped unit with a lot of amenities available (pool, gym). Staff was super helpful."
United States
Jon P.
The price is AED 235
AED 1,226 total
includes taxes & fees
18 Nov - 19 Nov
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
A heated pool
Ski-in/ski-out condo with mountain view, seasonal pool

Ski-in/ski-out condo with mountain view, seasonal pool

Warren
8.4 out of 10, Very Good, (28)
"The condo was cozy and comfortable! It was well cleaned prior to arrival and I enjoyed my stay there."
United States
Benjamin G.
The price is AED 261
AED 1,018 total
includes taxes & fees
18 Nov - 19 Nov
Ski-in/ski-out condo with mountain view, seasonal pool
A heated pool
Charming cabin located one minute from the base of Sugarbush Resort

Charming cabin located one minute from the base of Sugarbush Resort

Warren
9.2 out of 10, Wonderful, (26)
"We loved the experience of staying at a small cabin near Sunday River! The place was clean and had everything you needed. There were 43 electric outlets for such a small place! We want to come back again during the Summer."
United States
Thomas R.
Charming cabin located one minute from the base of Sugarbush Resort
Terrace/patio
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony

Warren
8.4 out of 10, Very Good, (74)
"A perfect family gateaway! It is very suitable for a family trip, with beautiful scenery and excellent facilities and amenities. Kids enjoyed swimming very much!"
United States
Lee H
The price is AED 257
AED 809 total
includes taxes & fees
1 Dec - 2 Dec
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Indoor pool, seasonal outdoor pool
Bridges Resort

Bridges Resort

3.5 star property
Warren
8.2 out of 10, Very Good, (16)
"Amazing stay. Beds where comfortable and lots of extra pillows and duvets in the closets. We found a inflatable mattress and table extensions in the closet as well (perfect to fit 6 people in this condo). The maid had left 3 dishwasher pucks and 1 washer puck (amazing), along with dish soap. There is a long HDMI cable for the living room TV. The teens enjoyed the pool, gym and hot tub (they give you towel when you attend the pool so no need to bring yours). The couch is just amazing (you...
Canada
Karina
The price is AED 627
AED 833 total
includes taxes & fees
1 Dec - 2 Dec
Bridges Resort
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.
View all properties

Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Extremely clean room. Courteous, friendly staff. No complaints at all. "
Barbara 2-night trip
Posted 6 days ago
Courtyard Middlebury

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Offers a private beach, a seasonal outdoor pool, and daily. Courtyard Middlebury: Features a snack bar/deli, a seasonal outdoor pool, and daily. Middlebury Sweets Motel: Features daily, an indoor pool, and complimentary wired internet access. White Horse Lodge: Features a private beach, a seasonal outdoor pool, and a sauna.
What is there to see and do in Middlebury?
Explore places like Sugarbush Ski Resort while you're in the area. Surround yourself with nature at Green Mountain National Forest and Middlebury Falls. The restaurants and historic landmarks are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Middlebury?
Taking into account the local weather in Middlebury can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Middlebury are January, March, February, and December, with each month seeing an average of 10 inches of snowfall.