A lakeside scene with a wooden dock, a blue canoe, and a rocky shoreline.

Find Hotels with a Pool in Middlebury, VT

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Check availability on Middlebury Hotels with a Pool

Tonight
Sep 13 - Sep 14
Tomorrow
Sep 14 - Sep 15
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for Middlebury hotels with a pool

1. Brandon Inn

Brandon Inn
Brandon
  • Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
¥16,157
¥17,772 total
includes taxes & fees
Oct 14 - Oct 15
Brandon Inn

2. Emrose Luxury Cabins

Emrose Luxury Cabins
Brandon
  • Soak in Vermont's magic with eight bubbling hot tubs amid natural splendor at Emrose.
¥24,636
¥27,839 total
includes taxes & fees
Sep 20 - Sep 21
Emrose Luxury Cabins

3. Four Season Condo: seasonal pool, ski, hike & golf

Four Season Condo: seasonal pool, ski, hike & golf
Warren
¥14,677
¥39,079 total
includes taxes & fees
Sep 14 - Sep 15
Four Season Condo: seasonal pool, ski, hike & golf

4. Bridges Resort

Bridges Resort
Warren
  • Year-round aquatic enjoyment: indoor pool, seasonal outdoor pool, and hot tub near tennis courts.
¥26,414
¥58,965 total
includes taxes & fees
Sep 16 - Sep 17
Bridges Resort

5. Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking

Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking
Warren
¥14,677
¥34,262 total
includes taxes & fees
Sep 19 - Sep 20
Four Season Condo: seasonal pool, close to Sugarbush, golf & hiking

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

Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes
Warren
¥10,323
¥54,065 total
includes taxes & fees
Sep 20 - Sep 21
Welcoming Condo with Shared Pools, Easy Access to Golf & Slopes

7. 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
¥8,065
¥39,784 total
includes taxes & fees
Sep 20 - Sep 21
Ski-in/ski-out condo near the slopes with pool, fast WiFi & garden-level patio

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

Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing
Warren
¥10,323
¥49,076 total
includes taxes & fees
Sep 15 - Sep 16
Mountain-view condo with fireplace, 3 pools, tennis & gym - near skiing

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

Four Season Condo: ski, hike, mountain bike & seasonal pool
Warren
¥14,677
¥34,262 total
includes taxes & fees
Sep 14 - Sep 15
Four Season Condo: ski, hike, mountain bike & seasonal pool

10. The Mountain Top Inn & Resort

The Mountain Top Inn & Resort
Chittenden
  • Lakeside resort oasis offers pool lounging with mountain vistas, after thrilling ski adventures.
¥42,435
¥46,254 total
includes taxes & fees
Sep 14 - Sep 15
The Mountain Top Inn & Resort
View all properties

Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Service is very nice by Amrutha"
Nikhil Kumar 1-night trip
Posted 16 hours ago
Courtyard Middlebury
Basin Harbor

Basin Harbor

10/10 Excellent
"Wonderful property with everything you need just a walk away. So much charm and character throughout the property along with a very attentive and helpful staff. We really enjoyed our stay as a family with a 15 month old and a dog who loves to swim!"
Zachary 3-night trip
Posted 4 days ago
Basin Harbor
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

10/10 Excellent
"Beautiful relaxed setting. Gorgeous views. Perfect combination of activities vs. simply relaxing. My only complaint was that the restaurant menu was somewhat limiting. It would have been nice to have more varied options and more vegetarian options for lunch vs. dinner"
Laura 3-night trip
Posted 2 weeks ago
The Mountain Top Inn & Resort

Frequently asked questions

What are some accommodations with pools in Middlebury?
Middlebury Inn: Offers 8 hot tubs, a seasonal outdoor pool, and a sauna. Courtyard Middlebury: Provides a snack bar/deli, a seasonal outdoor pool, and daily. Swift House Inn: Offers a private beach, a seasonal outdoor pool, and daily. Middlebury Sweets Motel: Offers 3 restaurants, an outdoor pool, and 2 hot tubs. Emrose Luxury Cabins: Resort, 1-minute walk from Green Mountain National Forest. 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 Vermont Folklife Center. Discover sights such as Henry Sheldon Museum of Vermont History, UVM Morgan Horse Farm, and Kevin P. Mahaney '84 Center for the Arts 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.

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