Southern Vermont showing fall colors and a garden

Hotels with a Pool in Windham County from $68

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

Learn about One Key

Be picky

Search almost a million properties worldwide

Top Cities in Windham County

We were pretty impressed with this. Never seen a frozen body of water strong enough for all of this activity!

Check availability on Windham County Hotels with a Pool

Tonight

Tomorrow

This weekend

Next weekend

Pick from 31 Windham County Hotels with a Pool with updated room rates, reviews, and availability. Most hotels are fully refundable.

Swim laps in the clear water pool surrounded by a walkway and seating area.

"Always a pleasure to stay at the Colonial"

$109 nightly

Jul 31 - Aug 1

Total includes taxes and fees

Relax by the pool surrounded by a spacious deck with multiple entry points and handrails.

"Great place for a quick over night stay. "

$127 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Relax by the clear pool surrounded by a pebble-textured floor and lounge chairs.

"The breakfast lady's were a hoot"

$179 nightly

Aug 3 - Aug 4

Total includes taxes and fees

"Due to precautions concerning COVID19, most of the amenities were closed. Still it is a nice, convenient property and I would definitely stay again when in the area."

Relax in a serene backyard oasis with a pool surrounded by lush greenery and a shaded pergola.

"Never disappoints!"

$187 nightly

Aug 10 - Aug 11

Total includes taxes and fees

Relax by the pool with lounge chairs and a table, surrounded by windows and a metal ladder for easy access.

"I felt safe. Room was spacious and clean. "

$62 nightly

Aug 28 - Aug 29

Total includes taxes and fees

Guests can enjoy stunning views from their balcony and porch area, with a swimming pool nearby.

"Staff was lovely and room was clean. Also enjoyed a nice bath in the tub after my legs hurt from hiking and swinning, Great stay for the price and close to then wonderful nature of Brattleboro. Would definitely stay again."

$125 nightly

Aug 4 - Aug 5

Total includes taxes and fees

Guests can enjoy a refreshing swim in the pool surrounded by a beautiful garden with vibrant flowers.

"The most comfortable stay I have had in a long time. I look forward to visiting the Blue Gentian Lodge again!"

$126 nightly

Jul 31 - Aug 1

Total includes taxes and fees

Save an average of 15% on thousands of hotels when you're signed in

Top Windham County Hotel Reviews

Vikings Villages Resort

10/10 Excellent

"Absolutely amazing cabin in the most incredible setting possible! Super helpful and friendly staff as well, and just the most comfortable cabin you could imagine. We'll be staying here again for sure and also having our family stay when they come to visit us in Southern VT. "