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Search Hotels with Swimming Pool in Middlebury

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Check availability on Middlebury Hotels with Swimming Pool

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

The Mountain Top Inn & Resort
3.5 star property
Chittenden
9.0 out of 10, Wonderful, (96)
"Absolutely wonderful! The hotel and staff were great. We deeply appreciated the upgrade! No one wanted to leave. "
United States
Wendy
The price is ₹29,212
₹31,841 total
includes taxes & fees
19 Dec - 20 Dec
The Mountain Top Inn & Resort
Indoor pool, seasonal outdoor pool
Bridges Resort

Bridges Resort

Bridges Resort
3.5 star property
Warren
8.2 out of 10, Very good, (16)
"Great condo and excellent proximity to sugarbush. 10/10 would rent again"
United States
Jesse
The price is ₹14,124
₹18,775 total
includes taxes & fees
14 Dec - 15 Dec
Bridges Resort
Exterior
Brandon Inn

Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (564)
"Enjoyed our stay at the Brandon Inn very much!"
United States
Lesley
The price is ₹10,006
₹11,007 total
includes taxes & fees
8 Jan - 9 Jan 2026
Brandon Inn
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.
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Top Middlebury Hotel Reviews

Courtyard Middlebury

Courtyard Middlebury

10/10 Excellent
"Very comfortable bed. Clean room"
Josephine 2-night trip
Posted 7 days ago
Courtyard Middlebury

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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: Offers a private beach, a seasonal outdoor pool and daily. Middlebury Sweets Motel: Features a private beach, a seasonal outdoor pool and a sauna. Brandon Inn: Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Lake Bomoseen Lodge: Condo resort, 12-minute walk from Sugarbush Ski Resort. Offers a seasonal outdoor pool, an indoor pool and 10 outdoor tennis courts.
What is there to see and do in Middlebury?
Explore places such as 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 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.