Find Hotels with a Pool in Middlebury, VT

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Middlebury Hotels with a Pool

This weekend
Next weekend

Our top choices for Middlebury hotels with a 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
9.4 out of 10, Exceptional, (22 reviews)
  • cleanliness
    Mountain luxury awaits at this ski-in/ski-out condo with pool, stream views, and fall foliage panoramas.
$224 nightly
The price is $251
May 5 - May 6
Total with taxes and fees
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (623 reviews)
  • cleanliness
    Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
$110 nightly
The price is $121
May 17 - May 18
Total with taxes and fees
Brandon Inn

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

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
9.4 out of 10, Exceptional, (38 reviews)
  • cleanliness
    Luxurious indoor pool retreat with mountain views offers year-round aquatic escape for adventure seekers in Sugarbush.
$315 nightly
The price is $353
May 5 - May 6
Total with taxes and fees
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

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

Lovely condo near skiing with 3 pools, sauna, fitness room & balcony
Warren
8.4 out of 10, Very Good, (78 reviews)
  • cleanliness
    Mountain getaway with heated pools and hot tubs for all-season enjoyment amidst stunning natural scenery.
$165 nightly
The price is $185
May 6 - May 7
Total with taxes and fees
Lovely condo near skiing with 3 pools, sauna, fitness room & balcony

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, (34 reviews)
  • cleanliness
    Pristine mountain views surround this ski-in/ski-out condo with a heated seasonal pool for post-alpine relaxation.
$267 nightly
The price is $300
May 5 - May 6
Total with taxes and fees
Ski-in/ski-out condo with mountain view, seasonal pool

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

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
8.8 out of 10, Excellent, (18 reviews)
  • cleanliness
    Swim year-round at this ski resort condo with indoor pool, hot tub, and sauna, just steps from Sugarbush slopes.
$279 nightly
The price is $313
May 5 - May 6
Total with taxes and fees
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (117 reviews)
  • cleanliness
    Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
$316 nightly
The price is $344
May 11 - May 12
Total with taxes and fees
The Mountain Top Inn & Resort

Four Season Condo: seasonal pool, ski, hike, bike & golf

Four Season Condo: seasonal pool, ski, hike, bike & golf
Warren
$149 nightly
The price is $167
May 5 - May 6
Total with taxes and fees
Four Season Condo: seasonal pool, ski, hike, bike & golf

Bridges Resort

Bridges Resort
2.0 star property
Warren
8.2 out of 10, Very Good, (23 reviews)
  • cleanliness
    Year-round aquatic enjoyment: indoor pool, seasonal outdoor pool, and hot tub near tennis courts.
$180 nightly
The price is $197
May 6 - May 7
Total with taxes and fees
Bridges Resort

Four Season Condo: ski, hike, mountain bike & seasonal pool

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
$184 nightly
The price is $206
May 5 - May 6
Total with taxes and fees
Four Season Condo: ski, hike, mountain bike & seasonal pool
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.

Choose what matters most at hotels with a pool in Middlebury

Top Middlebury Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Offers a snack bar/deli, a seasonal outdoor pool, and daily. Courtyard Middlebury: Offers a private beach, a seasonal outdoor pool, and daily. Swift House Inn: Features a private beach, a seasonal outdoor pool, and a sauna. Middlebury Sweets Motel: Offers 3 restaurants, an outdoor pool, and 2 hot tubs. Brandon Inn: Hotel located near Lake George. Features daily, an indoor pool, and complimentary wired internet access.
What is there to see and do in Middlebury?
Make a point to visit attractions like Green Mountain National Forest and Kevin P. Mahaney '84 Center for the Arts. Discover sights such as Henry Sheldon Museum of Vermont History, UVM Morgan Horse Farm, and Halpin Covered Bridge 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.

Explore a world of travel with Expedia