Windham County Hotels with Swimming Pools

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Our top choices for Windham County hotels with a pool

1. Colonial Motel

Brattleboro

Splash into a Vermont mountain getaway with indoor pools and a rejuvenating hot tub sanctuary.

RM365 total

includes taxes & fees

24 Aug - 25 Aug

2. Hampton Inn Brattleboro

Brattleboro

Immerse in rejuvenating waters at this mountain-adjacent hotel featuring a pristine indoor pool and relaxing hot tub sanctuary.

RM505 total

includes taxes & fees

8 Sept - 9 Sept

3. Holiday Inn Express Hotel & Suites Brattleboro by IHG

Brattleboro

Splash into family fun with a year-round indoor pool perfect for kids at this rural Vermont retreat.

RM742 total

includes taxes & fees

20 Sept - 21 Sept

4. Quality Inn & Conference Center Brattleboro North

Brattleboro

Indoor pool brings all-weather swimming to your mountain getaway with arcade games and cosy lobby fireplace.

Seasonal outdoor pool, pool umbrellas, pool loungers

5. Deerhill Inn

West Dover

Savour summer days at this Vermont bed & breakfast with a serene seasonal pool, surrounded by loungers and majestic mountain views.

6. Econo Lodge Brattleboro South

Brattleboro

Refresh poolside with a seasonal summer dip at this Vermont motel for adults only.

RM396 total

includes taxes & fees

30 Aug - 31 Aug

7. Black Mountain Inn

Brattleboro

Refreshing poolside retreat in Black Mountain with seasonal swimming and scenic garden views.

RM600 total

includes taxes & fees

25 Aug - 26 Aug

8. Blue Gentian Lodge at Magic Mountain

Londonderry

Swim in the sunlit mountain waters at this alpine retreat's seasonal outdoor pool nestled in picturesque Vermont.

RM662 total

includes taxes & fees

26 Aug - 27 Aug

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Top Windham County Hotel Reviews

Inn At Mount Snow

10/10 Excellent

"Very clean, friendly staff."

Latchis Hotel

8/10 Good

"The art deco building is gorgeous. I applaud the non-profit organization that saved, renovated and maintains this exceptional building. I very much appreciated the original bathroom fixtures. The hotel really gives you a taste of what it might have been like to travel back in the 1930-40s. On the downside, my experience was not the best: When I arrived, the front desk lady said something like: "I'll be right with you". Two minutes later, she came to the front desk joking about having problems with her Emails. Not acceptable! You should pause your Email activity when someone is waiting in the lobby. My wife and I were looking forward to a drink at the hotel bar. The website indicated that the bar was open, and a note on the door confirmed. There was nobody there. Money and a lady's purse were spread out on the bar. We were told at the front desk that the people running the bar for them decided not to open that evening. Not acceptable. The next morning I took a lukewarm shower, as it took about ten minutes for the water to become warm enough, By then I was done and my feet were in about 5" of dirty water because the drain was clogged. We were also told that if we did not turn in our brass key, they would charge us $75 to replace it. When walked down to the lobby, there was a sign stating that front desk duty started at 9:00."

Deerfield Valley Inn

8/10 Good

"We returned to this place on a quick 2-day/last minute get away. Owner is new from last time. Nice people; helpful and made a very good breakfast. Only issue we really had was the plumbing. Our room had some kind of venting issue with the sink/toilet/shower. Toilet bubbled and would go down at times; sink would go slow/stop at times; shower also stopped up and went down very slow. Told the owner about it and hopefully they can get it fixed. But overall, pleasant stay."

Hideaway Inn Mt. Snow

10/10 Excellent

"We will definitely return to the Hideaway! We got a text before arrival with our room number and code which was very convenient. The hotel is warm and cozy and beautifully decorated. There is neat stuff to look at everywhere. The 3 floors of common spaces were really cool with a lot to offer, like a water bottle filler and coffee maker. It could use to be cleaned a little more often. When we arrived, the playroom had toys all over the floor and there were sticky drink marks on the bar and crumbs on the coffee table. Someone had crushed the chalk under the dart board and all but 1 of the darts was broken. Regardless, we had a blast playing classic Mario on the arcade game. The living room upstairs was gorgeous, next time we will be sure to use that to play games and maybe watch a movie. We didn’t use the pool because it looked green (we opted to go to the lake instead) but we did make a fire and made s’mores down at one of the fire pits on our second night which was so nice to have. The closet in the hallway to grab towels and such is super convenient and the manager was only a text away if you needed anything. Our room was beautiful and so big. We loved the balcony and the record player in the room was a cool touch my boys had fun listening to. This is a very quiet property with a lot to keep families occupied or just relax and enjoy nature. We had a wonderful stay and when we met the manager she was so sweet! We absolutely loved it and will return for future VT trips."

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Change your mind

Treat yourself

Be picky

Check availability on Windham County Hotels with Swimming Pools

Our top choices for Windham County hotels with a pool

1. Colonial Motel

2. Hampton Inn Brattleboro

3. Holiday Inn Express Hotel & Suites Brattleboro by IHG

4. Quality Inn & Conference Center Brattleboro North

5. Deerhill Inn

6. Econo Lodge Brattleboro South

7. Black Mountain Inn

8. Blue Gentian Lodge at Magic Mountain

9. Comfort Inn & Suites Brattleboro I-91

10. Dalem's Chalet

Top Windham County Hotel Reviews

Inn At Mount Snow

The Putney Inn

Latchis Hotel

Hampton Inn Brattleboro

Black Mountain Inn

Econo Lodge Brattleboro South

Travelodge by Wyndham Brattleboro VT

Deerfield Valley Inn

Hideaway Inn Mt. Snow

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