Find Hotels with a Pool in Chester, VT

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chester Hotels with a Pool

This weekend
Next weekend

Our top choices for Chester hotels with a pool

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.6 out of 10, Excellent, (79 reviews)
"Clean cozy rooms, overall good stay"
United States
Wade
The price is NT$3,123
NT$3,436 total
includes taxes & fees
Apr 1 - Apr 2
Hideaway Inn Mt. Snow

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (955 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is NT$4,166
NT$4,583 total
includes taxes & fees
Apr 13 - Apr 14
Hampton Inn Brattleboro

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort
3.5 star property
Cavendish
8.8 out of 10, Excellent, (1,007 reviews)
"Excellent for a family stay"
United States
Harold
The price is NT$5,400
NT$6,156 total
includes taxes & fees
Apr 20 - Apr 21
Pointe at Castle Hill Resort

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (845 reviews)
"Very friendly staff. The room and all surroundings were clean and fresh smelling."
United States
Alison
The price is NT$4,860
NT$5,346 total
includes taxes & fees
Apr 15 - Apr 16
Best Western Springfield Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (999 reviews)
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
The price is NT$4,026
NT$4,368 total
includes taxes & fees
Apr 27 - Apr 28
Keene Elm City Hotel, an Ascend Collection Hotel

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (488 reviews)
"Pet friendly for $15 plus tax. The place noisy with heat turned on in the room "
United States
Angela
The price is NT$2,876
NT$3,163 total
includes taxes & fees
Mar 31 - Apr 1
Black Mountain Inn

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,004 reviews)
"Nice rooms"
United States
Kim
The price is NT$4,761
NT$5,166 total
includes taxes & fees
Mar 31 - Apr 1
Best Western Plus Keene Hotel

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,001 reviews)
"Had a lovely stay while visiting, enjoyed the breakfast and the staff were all very friendly and accommodating. Would def stay here again"
United States
dylan
The price is NT$4,716
NT$6,360 total
includes taxes & fees
Apr 15 - Apr 16
On The River Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,000 reviews)
"Room spotless, welcoming & friendly staff especially in the breakfast area"
United States
Dominick
The price is NT$4,601
NT$5,061 total
includes taxes & fees
Apr 5 - Apr 6
Holiday Inn Express Hotel & Suites Brattleboro by IHG
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.

Choose what matters most at hotels with a pool in Chester

Top Chester Hotel Reviews

Frequently asked questions

What are some hotels with pools in Chester?
Fullerton Inn: Provides a full-service spa, an indoor pool, and free self parking. Stone Hearth Inn and Eatery: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Pointe at Castle Hill Resort: Offers buffet, an indoor pool, and complimentary wired internet access. Woodstock Inn & Resort: Hotel, 10-minute walk from Mount Snow. Features a sauna, a seasonal outdoor pool, and free self parking. Hampton Inn and Suites Manchester: Offers a seasonal outdoor pool, an indoor pool, and 2 outdoor tennis courts.
What is there to see and do in Chester?
Make a point to visit attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, check out sights such as Vermont Country Store, Lowell Lake State Park, and Magic Mountain Ski Resort. Enjoy the choices of coffeehouses and restaurants in Chester, along with activities like skiing.
When is the best time to book a hotel with a pool in Chester?
Taking into account the local weather in Chester can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.