Top 10 Hotels with Pool & Accommodation in Chester from NZ$209 | Expedia

A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Chester Hotels with Pool

Tonight

27 Jun - 28 Jun

Tomorrow

28 Jun - 29 Jun

Next weekend

In two weeks

10 Jul - 12 Jul

Our top choices for Chester hotels with a pool

Exterior

Historic 150-year-old farmhouse, Jacuzzi included

Chester Depot

Historic farmhouse offers year-round aquatic enjoyment with well-maintained outdoor pool and spa pool.

includes taxes & fees

28 June - 29 June

Indoor pool

Hampton Inn Brattleboro

Brattleboro

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

includes taxes & fees

2 July - 3 July

Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

Keene

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

includes taxes & fees

29 June - 30 June

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

Hideaway Inn Mt. Snow

West Dover

includes taxes & fees

30 June - 1 July

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.

includes taxes & fees

9 July - 10 July

Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

Brattleboro

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

includes taxes & fees

2 July - 3 July

Indoor pool

Best Western Springfield Hotel

Springfield

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

includes taxes & fees

9 July - 10 July

Indoor pool

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.

includes taxes & fees

2 July - 3 July

View all properties

Choose what matters most at hotels with a pool in Chester

Breakfast included

4 stars

Top Chester Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent

"The staff were very professional. Hotel was clean and very nice"

The Manchester View

The Manchester View

10/10 Excellent

"Check in - instructions given ahead of time for our late arrival. Friendly staff. We had a sweet encounter with Amanda - housekeeper/maintenance. She was so down to earth and welcoming energy. Properly was gorgeous and rooms were clean quiet and spacious. Pool - my kids enjoyed! Thanks for tunes Views - amazing"

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Very nice and clean, hotel room was nice a/c worked great. Very nice to have a walk in shower with sliding door instead of a tub. I was unable to try the breakfast to rate it as I start work way earlier than the breakfast time of 6:00am. It is at the end of a dead end street so it was nice and quiet. I will be staying here again soon while working in the area."

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent

"The lobby and rooms were well maintained and clean. Daytime hotel staff was professional and friendly. Nighttime staff, although may have been doing his job, was curt when inquired about the bar (closed) and fire pit access (“if it’s on. Otherwise, I don’t have the key for it.” A bunch of us sat on the front porch that evening but many retreated early as the temperatures dropped. Although our stay (6/24-6/25/26) was brief, not having access to anything except for our room, lobby, porch, and hallway seating, the lack of access to reasonable accommodations was disappointing."

The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

10/10 Excellent

"Check in was easy. Room was clean. Bed was comfortable. You can sit on the porch just beside your unit. You can sit on the patio sets with the propane fire pit. I needed to do some computer work and had to go out to the patio since there was not a table in the room. The wind made it difficult. The microwave had a special way to open it after cooking. A suggestion would be to place a note next to the microwave with instructions to hit stop button first, then push the open button in order to retrieve cooked item. It was pleasant to visit with others at the patio fire pit. Otherwise it was nice and relaxing. Breakfast was simple and nourishing, especially nice when someone else cooks. Insert smile here. We visited the little trails nearby and found a pond. There are games and sports equipment you can use, in the lobby. Overall it was a reasonable stay. "

Frequently asked questions

What are some hotels with pools in Chester?

Fullerton Inn: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area: Offers a children's pool, an indoor pool and a sauna. Woodstock Inn & Resort: Features complimentary bicycles, a seasonal outdoor pool and a 24-hour fitness centre. Latchis Hotel: Offers buffet, an indoor pool and free self parking. On The River Inn: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking.

What is there to see and do in Chester?

Make a point to visit attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls. During your stay, visit sights such as Vermont Country Store, Lowell Lake State Park and Magic Mountain Ski Resort. Enjoy the choices of coffee shops and restaurants in Chester, along with activities such as skiing.

When is the best time to book a hotel with a pool in Chester?

Taking the local weather in Chester into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Chester on Expedia.com

8e16cff3-eee1-44c7-a0a8-a8378ba4869ae1759671-5631-43c2-a77a-7114ade86cac