TOP Hotels with Swimming Pool in Chester, VT for 2026

Q: What are some hotels with pools in Chester?

Fullerton Inn : Provides kitchens, an outdoor pool and Smart televisions. Woodstock Inn & Resort : Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Pointe at Castle Hill Resort : Offers a full-service spa, an indoor pool and free self parking. Kimpton Taconic Hotel by IHG : Features complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Hampton Inn Brattleboro : Offers complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

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Our top choices for Chester hotels with a pool

Hampton Inn Brattleboro

Brattleboro

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

₹13,235 total

includes taxes & fees

14 Jun - 15 Jun

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas

Hideaway Inn Mt. Snow

West Dover

₹8,954 total

includes taxes & fees

2 Jun - 3 Jun

Hampton Inn and Suites Manchester

Manchester Center

Rejuvenating indoor pool sanctuary with mountain views offers a tranquil retreat after a day on the nearby ski slopes.

₹15,012 total

includes taxes & fees

28 Jun - 29 Jun

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

Splash into comfort at this indoor pool oasis offering year-round aquatic escape in Keene.

₹13,400 total

includes taxes & fees

14 Jun - 15 Jun

Best Western Springfield Hotel

Springfield

Splash into mountain views at this hotel's warm indoor pool, perfect for year-round aquatic bliss.

₹17,777 total

includes taxes & fees

16 Jun - 17 Jun

Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

Keene

Splash into luxury at this hotel's sparkling indoor pool, complete with plush sun loungers and serene atmosphere.

₹15,256 total

includes taxes & fees

7 Jun - 8 Jun

Comfort Inn & Suites Brattleboro I-91

Brattleboro

Relaxing indoor pool retreat with comfortable loungers sets the perfect stage for your Vermont ski getaway.

₹14,455 total

includes taxes & fees

7 Jun - 8 Jun

Black Mountain Inn

Brattleboro

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

₹13,228 total

includes taxes & fees

1 Jun - 2 Jun

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Choose what matters most at hotels with a pool in Chester

Breakfast included

4 stars

Top Chester Hotel Reviews

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Great place! Lots of amenities! Short 9 hole golf course, but greens rough. Great fun still. Shuffleboard, indoor and outdoor pools, free breakfast. A fire pit in the evenings. Room (suite) was huge. Deck outside facing beautiful trees. Huge bathroom in our suite. Jacuzzi and shower. Two dressing areas. Very happy and will stay again if in the area!"

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"The reception area looked inviting. The staff were friendly. The unit we stayed in was good and clean with enough sleeping areas for our family (2 bedrooms plus a sofa bed) and 2 bathrooms. We were not able to use the other amenities so I can’t say if they are good or not."