Middlebury Hotels with Swimming Pool

  • 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 Swimming Pools

Our top choices for Middlebury hotels with a pool

Seasonal outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas

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.
The price is RM587
RM639 total
includes taxes & fees
19 Apr - 20 Apr
The Mountain Top Inn & Resort
Exterior

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (610 reviews)
  • cleanliness
    Dive into a refreshing outdoor pool retreat at this historic hotel with loungers for sun-soaked relaxation.
The price is RM515
RM567 total
includes taxes & fees
28 Apr - 29 Apr
Brandon Inn
Indoor pool, seasonal outdoor pool

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.
The price is RM587
RM780 total
includes taxes & fees
20 Apr - 21 Apr
Bridges Resort
Seasonal outdoor pool

Lake Bomoseen Lodge

Lake Bomoseen Lodge
3.5 star property
Bomoseen
9.4 out of 10, Exceptional, (911 reviews)
  • cleanliness
    Sun-dappled serenity awaits at lakeside lodge with seasonal pool and private beach access.
The price is RM517
RM592 total
includes taxes & fees
21 Apr - 22 Apr
Lake Bomoseen Lodge
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

Choose what matters most at hotels with a pool in Middlebury

Breakfast included
Hot tub

Top Middlebury Hotel Reviews

Best Western Plus Ticonderoga Inn & Suites

Best Western Plus Ticonderoga Inn & Suites

4/10 Poor
"The room was on the first floor, facing the parking lot with a nice, bright light. No curtains on the window. Would have been useful for sleeping. "
Paul 1-night trip
Posted 4 days ago
Best Western Plus Ticonderoga Inn & Suites
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

8/10 Good
"Pet-friendly with specific room. Need to confirm in advance."
Shanshan 1-night trip
Posted 6 days ago
The Mountain Top Inn & Resort

Frequently asked questions

What are some accommodation options with pools in Middlebury?
Middlebury Inn: Features a snack bar/deli, a seasonal outdoor pool and daily. Courtyard Middlebury: Provides 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: Features daily, an indoor pool and complimentary high-speed (wired) Internet access. Brandon Inn: Condo, 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?
Make a point to visit attractions such as Green Mountain National Forest and Vermont Folklife Center. Discover sights such as Henry Sheldon Museum of Vermont History, UVM Morgan Horse Farm and Town Hall Theater 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 the local weather in Middlebury into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Middlebury are January, March, February and December, with each month seeing an average of 26 cm of snowfall.

Explore a world of travel with Expedia