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Find Hotels with a Pool in Old Bennington, VT

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Check availability on Old Bennington Hotels with a Pool

Our top choices for Old Bennington hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (3)
"Really happy with our stay and the way we felt at this hideaway "
United States
Edwin
$149 nightly
The price is $164
Dec 14 - Dec 15
Total with taxes and fees
Hideaway Inn Mt. Snow
Indoor pool
Austrian Haus Lodge

Austrian Haus Lodge

Austrian Haus Lodge
2.5 star property
West Dover
8.6 out of 10, Excellent, (58)
"Wonderful for families!"
United States
Kristina
$152 nightly
The price is $168
Dec 17 - Dec 18
Total with taxes and fees
Austrian Haus Lodge
Outdoor wedding area
The Nutmeg

The Nutmeg

The Nutmeg
3.5 star property
Wilmington
9.4 out of 10, Exceptional, (414)
"This was a beautiful quaint property with delightful and attentive staff. The French toast breakfast was amazing! "
United States
John
$173 nightly
The price is $191
Dec 15 - Dec 16
Total with taxes and fees
The Nutmeg
Outdoor spa tub
Big Bears Lodge

Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (185)
"The owners were wonderful: kind, interesting to talk to, and very hospitable."
United States
Margaret
$167 nightly
The price is $183
Dec 14 - Dec 15
Total with taxes and fees
Big Bears Lodge
Outdoor pool, a heated pool
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
$272 nightly
The price is $307
Jan 8 - Jan 9, 2026
Total with taxes and fees
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Seasonal outdoor pool
Farm Road Estate

Farm Road Estate

Farm Road Estate
3.0 star property
West Dover
10.0 out of 10, Exceptional, (77)
"Room was clean, staff friendly, amenities were good"
United States
Movses
$225 nightly
The price is $247
Dec 14 - Dec 15
Total with taxes and fees
Farm Road Estate
Exterior
Brook Bound Inn

Brook Bound Inn

Brook Bound Inn
2.0 star property
Wilmington
9.6 out of 10, Exceptional, (11)
"Great property. Amazing views!"
United States
Ryan
$215 nightly
The price is $237
Dec 16 - Dec 17
Total with taxes and fees
Brook Bound Inn
Outdoor pool, a heated pool
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.8 out of 10, Exceptional, (22)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
$351 nightly
The price is $396
Dec 14 - Dec 15
Total with taxes and fees
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Outdoor pool
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort
3.0 star property
West Dover
8.8 out of 10, Excellent, (243)
"Great place to stay!"
United States
Sonia
$243 nightly
The price is $268
Dec 15 - Dec 16
Total with taxes and fees
Mount Snow Grand Summit Resort
Pool
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
United States
Michael M.
$295 nightly
The price is $333
Dec 16 - Dec 17
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
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 Old Bennington Hotel Reviews

Maple Terrace Motel

Maple Terrace Motel

10/10 Excellent
"Very clean. Perfect for what we needed "
James 1-night trip
Posted 6 days ago
Maple Terrace Motel

Frequently asked questions

What are some hotels with pools in Old Bennington?
The Four Chimneys Inn: Offers free self parking, an indoor pool, and complimentary wireless internet access. Hotel Downstreet, an Ascend Collection Hotel: Resort, 2-minute walk from Mount Snow. Features a full-service spa, an outdoor pool, and 2 hot tubs. The Williams Inn: Offers a sauna, an outdoor pool, and continental. Mount Snow Grand Summit Resort: Features daily, a seasonal outdoor pool, and free self parking. The Porches Inn at Mass MoCA: Features buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Old Bennington?
Explore places like Mount Snow while you're in the area. Make a point to visit attractions like Campers Beach and Sugar Shack.
When is the best time to book a hotel with a pool in Old Bennington?
Taking into account the local weather in Old Bennington is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Old Bennington are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

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