Find Hotels with a Pool in Middlebury, VT

    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

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
TV, fireplace, offices

Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush

10.0 out of 10, Exceptional, (12)
"We had a wonderful time and the place was great. We found everything we needed easily and loved the charm of the place. Perfect spot for a ski vacation just a few min from sugarbush and mad river."
Hand Crafted Post and Beam Home with Mountain Views Minutes from Sugarbush
The Mountain Top Inn & Resort
Greystone | Terrace/patio

The Mountain Top Inn & Resort

3.5 star property
9.0 out of 10, Wonderful, (86)
"Great views and food. "
The price is ￥47,837
￥52,142 total
includes taxes & fees
Aug 18 - Aug 19
The Mountain Top Inn & Resort
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Fridge, microwave, oven, stovetop

Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

10.0 out of 10, Exceptional, (15)
"We loved the house and the location. Would definitely stay again."
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort
Clay Brook Hotel
Indoor pool, seasonal outdoor pool

Clay Brook Hotel

3.5 star property
8.2 out of 10, Very Good, (30)
"Great staff!"
Clay Brook Hotel
Cozy townhome with on-site pools, hot tub, tennis, game room & gym
Indoor pool, a heated pool

Cozy townhome with on-site pools, hot tub, tennis, game room & gym

9.0 out of 10, Wonderful, (56)
"The condo at The Bridges is an ideal location for a day at Sugarbush - the shuttle bus stop is literally steps from your front door! The condo itself is comfortable with two bedrooms and a comfy living room and lots of morning sunshine. "
The price is ￥10,009
￥45,622 total
includes taxes & fees
Aug 24 - Aug 25
Cozy townhome with on-site pools, hot tub, tennis, game room & gym
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Terrace/patio

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

8.4 out of 10, Very Good, (70)
"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!"
The price is ￥9,126
￥31,043 total
includes taxes & fees
Aug 26 - Aug 27
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
Lovely cabin nestled in the woods one minute from Sugarbush Resort
A heated pool

Lovely cabin nestled in the woods one minute from Sugarbush Resort

9.8 out of 10, Exceptional, (20)
"Great dog freindly cabin. Love the hot tub! Just as good as the first time,"
Lovely cabin nestled in the woods one minute from Sugarbush Resort
Beautiful brand new cabin one minute from Sugarbush Resort
A heated pool

Beautiful brand new cabin one minute from Sugarbush Resort

10.0 out of 10, Exceptional, (14)
"We had a great time - pool and hot tub were a blast for the kids! "
Beautiful brand new cabin one minute from Sugarbush Resort
Three lovely Cabins nestled in the woods one minute from Sugarbush Resort
A heated pool

Three lovely Cabins nestled in the woods one minute from Sugarbush Resort

10.0 out of 10, Exceptional, (1)
"Great location for our recent friends get together! The outdoor area was perfect with plenty of space to spread out and enjoy the heated pool, hot tub, and fire pit. The cabins were perfect for what we needed, cozy but the kitchens had everything we needed. Everyone commented how these were perfect for the event! Definitely recommend!"
Three lovely Cabins nestled in the woods one minute from Sugarbush Resort
Charming cabin located one minute from the base of Sugarbush Resort
A heated pool

Charming cabin located one minute from the base of Sugarbush Resort

9.2 out of 10, Wonderful, (20)
"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."
Charming cabin located one minute from the base of Sugarbush 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.

Top Middlebury Hotel Reviews

Basin Harbor

Basin Harbor

10/10 Excellent
"Basin Harbor was amazing. The views were breathtaking and the people were very accommodating and the stay was great. We definitely would go back. "
Amy 1-night trip
Posted 2 weeks ago
Basin Harbor

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Features a snack bar/deli, a seasonal outdoor pool, and daily. Courtyard Middlebury: Features 3 restaurants, an outdoor pool, and 5 outdoor tennis courts. Middlebury Sweets Motel: Hotel located near Lake George. Features daily, an indoor pool, and complimentary wired internet access. Brandon Inn: Offers a private beach, a seasonal outdoor pool, and daily. Lake George Water Front Cabin Spectacular Views: Offers a private beach, a seasonal outdoor pool, and a sauna.
What is there to see and do in Middlebury?
Make a point to visit attractions like Green Mountain National Forest and Danforth Pewter. Discover sights such as Pulp Mill Covered Bridge, Otter Creek Brewing, and UVM Morgan Horse Farm during your stay. 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.