Photo by David Alpert

Find Hotels with a Pool in Middlebury, VT

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

Check availability on Middlebury Hotels with a Pool

Tonight
Nov 26 - Nov 27
Tomorrow
Nov 27 - Nov 28
This weekend
Nov 28 - Nov 30
Next weekend
Dec 5 - Dec 7

Top Middlebury Hotels with a Pool

Greystone | Terrace/patio
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 star property
Chittenden
  • Pool loungers
  • On private beach
9.0 out of 10, Wonderful, (95)
Seasonal splendors await at this lakeside retreat where guests can plunge into the summer pool or glide down winter slopes with ski-in/ski-out access. Beyond water and snow adventures, the resort offers tennis, sauna sessions, and mountain excursions.
$295 nightly
The price is $322
Nov 28 - Nov 29
Total with taxes and fees
The Mountain Top Inn & Resort
Outdoor pool, sun loungers
Brandon Inn

Brandon Inn

3.0 star property
Brandon
  • Outdoor pool
  • Pool loungers
8.8 out of 10, Excellent, (561)
Seasonal outdoor pool beckons with comfortable sun loungers perfect for relaxation after mountain biking or skiing adventures. Guests appreciate this quiet haven with its central location, spacious rooms, and delicious breakfast from the on-site cafe.
$112 nightly
The price is $124
Dec 3 - Dec 4
Total with taxes and fees
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
  • Indoor pool
  • Hot tub
9.4 out of 10, Exceptional, (38)
Plunge into the heated indoor pool after exploring nearby hiking trails and ski slopes. This mountain condo complements aquatic relaxation with a rejuvenating hot tub, sauna, and fitness center, all while showcasing spectacular Sugarbush panoramas.
$326 nightly
The price is $366
Nov 30 - Dec 1
Total with taxes and fees
Welcoming Condo with Shared Pools, Hot Tub - Easy Access to Golf & Slopes
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
  • Hot tub
9.2 out of 10, Wonderful, (26)
Mountainside relaxation awaits in the soothing hot tub after exhilarating ski days at nearby Sugarbush Resort. The cabin features a private heated pool, furnished patio, and full kitchen, all nestled in serene forest surroundings.
Charming cabin located one minute from the base of Sugarbush Resort
A heated pool
Lovely cabin nestled in the woods one minute from Sugarbush Resort

Lovely cabin nestled in the woods one minute from Sugarbush Resort

Warren
  • Hot tub
9.8 out of 10, Exceptional, (21)
Lovely cabin nestled in the woods one minute from Sugarbush Resort
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
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (15)
Heated indoor waters welcome après-ski enthusiasts after mountain adventures. Beyond aquatic amenities, guests enjoy tennis courts, a well-equipped fitness center, and cozy fireplaces in each residence with full kitchens and mountain views.
$298 nightly
The price is $334
Nov 30 - Dec 1
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, hot tub, tennis & gym - near skiing
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
  • Hot tub
8.4 out of 10, Very Good, (74)
Soak in heated pools while surrounded by mountain views near hiking trails and Sugarbush Ski Resort. This condo also features hot tubs, sauna, fitness room, and recreation options like tennis and billiards for a complete alpine retreat.
$175 nightly
The price is $196
Nov 30 - Dec 1
Total with taxes and fees
Lovely condo near skiing with 3 pools, hot tub, sauna, fitness room & balcony
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
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Outdoor Space
  • Parking available
9.2 out of 10, Wonderful, (18)
Mountain adventure awaits at the pristine pool, perfect for relaxation after exploring nearby hiking trails or enjoying direct ski access. Complete with a garden-level patio and fully equipped kitchen, this condo balances outdoor thrills with cozy comfort.
$221 nightly
The price is $248
Nov 30 - Dec 1
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio
A heated pool
Ski-in/ski-out condo with mountain view, seasonal pool

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

Warren
  • Pool
  • Kitchen
  • Parking available
  • Mountain view
  • Microwave
  • Living/Dining area
8.4 out of 10, Very Good, (28)
Mountain adventures begin at this slope-side retreat featuring direct ski-in/ski-out access and a heated seasonal pool. Guests enjoy panoramic mountain vistas from private balconies while having easy access to hiking trails, snowboarding, and cross-country skiing.
$249 nightly
The price is $279
Dec 1 - Dec 2
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool
Fridge, microwave, oven, stovetop
Beautiful Home with views and a hot tub 10 minutes from Sugarbush Resort

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

Moretown
  • Hot tub
10.0 out of 10, Exceptional, (15)
Beautiful Home with views and a hot tub 10 minutes from 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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now

Top Middlebury Hotel Reviews

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
Wendy 1-night trip
Posted 7 days ago
The Mountain Top Inn & Resort

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 a private beach, a seasonal outdoor pool, and daily. Middlebury Sweets Motel: Offers a private beach, a seasonal outdoor pool, and a sauna. Brandon Inn: Offers daily, an indoor pool, and complimentary wired internet access. Lake George Water Front Cabin Spectacular Views: Condo resort, 12-minute walk from Sugarbush Ski Resort. Provides a seasonal outdoor pool, an indoor pool, and 10 outdoor tennis courts.
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.

Explore a world of travel with Expedia