Hotels with Pool & Resorts in Chester from AU$209

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Chester Hotels with Pool

Best Chester Hotels with Pool

The Upper Pass Lodge at Magic Mountain
Outdoor pool

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (657)
"Good place "
The price is AU$302
includes taxes & fees
12 Sept - 13 Sept
The Upper Pass Lodge at Magic Mountain
Keene Elm City Hotel, an Ascend Collection Hotel
Indoor pool

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (884)
"Had a great time at this location"
The price is AU$209
includes taxes & fees
11 Sept - 12 Sept
Keene Elm City Hotel, an Ascend Collection Hotel
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (733)
"Great place to stay and see the beautiful mt ascutney "
The price is AU$210
includes taxes & fees
4 Sept - 5 Sept
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

9.8 out of 10, Exceptional, (7)
"This was a lovely inviting piece of history to stay in! The amenities were wonderful, the host very engaged with being sure we had what we needed. It is (for those who may not know Vermont) SUPER close to all sorts of hiking, tours, cute stores and great food! Our family will absolutely stay here again!"
The price is AU$732
includes taxes & fees
10 Sept - 11 Sept
Historic 150-year-old farmhouse, Jacuzzi included
Best Western Plus Keene Hotel
Indoor pool, open 6:00 AM to 10:00 PM, pool loungers

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1003)
"It was a great stay"
The price is AU$262
includes taxes & fees
31 Aug - 1 Sept
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Indoor pool

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (330)
"Great hotel with friendly staff"
The price is AU$262
includes taxes & fees
15 Sept - 16 Sept
Hampton Inn & Suites Keene
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Holiday Inn Express Hotel & Suites Brattleboro by IHG

2.5 star property
8.8 out of 10, Excellent, (1000)
"Good room, great breakfast options "
The price is AU$257
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (870)
"Will definitely stay here again! Very clean room nice and quiet and staff were very personable!"
The price is AU$226
includes taxes & fees
1 Sept - 2 Sept
Pointe at Castle Hill Resort
Comfort Inn & Suites Brattleboro I-91
Indoor pool, pool loungers

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (680)
"Really good staff! "
The price is AU$221
includes taxes & fees
2 Sept - 3 Sept
Comfort Inn & Suites Brattleboro I-91
Black Mountain Inn
Exterior

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (459)
"The bed was super comfortable and the sheets were very soft and also comfortable. "
The price is AU$224
includes taxes & fees
31 Aug - 1 Sept
Black Mountain Inn
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.

Hotels with pools and spa pools in Chester

Historic 150-year-old farmhouse, Jacuzzi included
Exterior

Historic 150-year-old farmhouse, Jacuzzi included

9.8 out of 10, Exceptional, (7)
The price is AU$708
includes taxes & fees
16 Sept - 17 Sept
Historic 150-year-old farmhouse, Jacuzzi included
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.

Find out more about Chester

Find out more about Chester

Expand your search

Most booked related stays in Chester in 2025

Hotels with pools in Chester
Kid-friendly hotels
Kid-friendly hotels
Vacation rentals with pools in Chester
Vacation homes with pools
Vacation homes with pools

Top Chester Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia