Search Hotels with Pool in Chatham

    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 Chatham Hotels with Pool

Top Chatham Hotels with Pool

Our top choices for Chatham hotels with a pool

Berkshire Mountain Lodge
Fridge, microwave, stovetop, dishwasher

Berkshire Mountain Lodge

3.0 star property
9.0 out of 10, Wonderful, (581)
"Amazing place to stay. Can’t wait to go again. "
The price is ฿2,144
฿3,123 total
includes taxes & fees
7 Sept - 8 Sept
Berkshire Mountain Lodge
Huttopia Berkshires
Outdoor pool

Huttopia Berkshires

1.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place for a relaxing getaway! We loved everything! "
The price is ฿3,186
฿3,559 total
includes taxes & fees
1 Sept - 2 Sept
Huttopia Berkshires
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Indoor pool

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

2.5 star property
9.6 out of 10, Exceptional, (19)
"Really enjoyed my stay here, definitely need a car to get around"
The price is ฿4,394
฿4,908 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Pittsfield - Berkshires by IHG
Howard Johnson by Wyndham Lenox
Exterior

Howard Johnson by Wyndham Lenox

2.0 star property
7.6 out of 10, Good, (786)
"My stay was perfect. I can't wait to stay there again. "
The price is ฿2,569
฿2,869 total
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox
Element Lenox Berkshires
Indoor pool

Element Lenox Berkshires

3.0 star property
9.6 out of 10, Exceptional, (4)
"New hotel very nice"
The price is ฿4,942
฿5,520 total
includes taxes & fees
2 Sept - 3 Sept
Element Lenox Berkshires
Holiday Inn Express Hotel & Suites Great Barrington by IHG
1 bedroom, premium bedding, pillow-top beds, in-room safe

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 star property
8.8 out of 10, Excellent, (649)
"Very Good; Clean, Quiet Motel, Area has many dining options."
The price is ฿4,032
฿4,503 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Meeting facility

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
8.0 out of 10, Very good, (863)
"Consistently a clean room with welcoming staff."
The price is ฿3,739
฿4,176 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Hampton Inn & Suites Berkshires-Lenox
Indoor pool, open 8:00 AM to 10:00 PM, pool loungers

Hampton Inn & Suites Berkshires-Lenox

2.5 star property
9.2 out of 10, Wonderful, (1000)
"Great staff! Comfortable bed! "
The price is ฿4,670
฿5,217 total
includes taxes & fees
1 Sept - 2 Sept
Hampton Inn & Suites Berkshires-Lenox
Berkshire Inn
1 bedroom, desk, iron/ironing board, free WiFi

Berkshire Inn

2.0 star property
7.8 out of 10, Good, (798)
"This is a very convenient motel -- it is easy to get to, has a nice pool, quiet area, comfortable room, "
The price is ฿2,926
฿3,268 total
includes taxes & fees
24 Aug - 25 Aug
Berkshire Inn
Apple Tree Inn
Seasonal outdoor pool

Apple Tree Inn

3.0 star property
8.4 out of 10, Very good, (289)
"I loved the pool and the wonderful view from the pool. I felt very safe here and there was an overall sense of being welcomed."
The price is ฿3,930
฿4,390 total
includes taxes & fees
7 Sept - 8 Sept
Apple Tree 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.

Top Chatham Hotel Reviews

Fairfield Inn & Suites Albany East Greenbush

Fairfield Inn & Suites Albany East Greenbush

10/10 Excellent
"clean, nice room, friendly check in"
Laurie 1-night trip
Posted 4 days ago
Fairfield Inn & Suites Albany East Greenbush
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Very clean, fantastic staff, comfortable bed, robes to use gping to the pool/jacuzzi, plus the large bottles of water in the room. "
Victoria 1-night trip
Posted 6 days ago
The Red Lion Inn

Frequently asked questions

What are some accommodation options with pools in Chatham?
Vacation Village in the Berkshires: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Features a children's pool, an indoor pool and free self parking. Berkshire Mountain Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. FairBridge Inn Express: Features 2 indoor swimming pools, 2 outdoor swimming pools and a snack bar/deli. Berkshires Untold: Offers buffet, an indoor pool and free self parking. Postcard Cabins Eastern Catskills: Provides 3 restaurants, an outdoor pool and spa services.
What is there to see and do in Chatham?
The picturesque settings of Art Omi International Arts Center - Fields Sculpture Park and Kinderhook Lake showcase the area's natural beauty. Discover sights such as The Mac-Haydn Theatre during your stay.
When is the best time to book a hotel with a pool in Chatham?
Taking the local weather in Chatham 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 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.