A calm lake surrounded by dense evergreen trees and a few deciduous trees with autumn leaves.

Search Hotels with Pool in East Chatham

  • 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 East Chatham Hotels with Pool

Tonight
31 Aug - 1 Sep
Tomorrow
1 Sep - 2 Sep
This weekend
4 Sep - 6 Sep
Next weekend
11 Sep - 13 Sep

Our top choices for East Chatham hotels with a pool

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
฿2,862
฿3,197 total
includes taxes & fees
28 Sept - 29 Sept
The Yankee Inn

2. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
฿2,666
฿3,719 total
includes taxes & fees
1 Oct - 2 Oct
Berkshire Mountain Lodge

3. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
  • Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.
฿2,235
฿2,503 total
includes taxes & fees
2 Sept - 3 Sept
Berkshire Travel Lodge

4. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
Lenox
  • Splash into art deco luxury at this indoor pool sanctuary, where relaxation meets mountain adventure.
฿4,046
฿4,519 total
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn & Suites Berkshires-Lenox

5. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
฿2,616
฿2,922 total
includes taxes & fees
7 Sept - 8 Sept
Howard Johnson by Wyndham Lenox

6. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
฿3,808
฿4,253 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

7. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
Pittsfield
  • Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.
฿3,913
฿4,371 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

8. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
฿5,332
฿7,601 total
includes taxes & fees
8 Sept - 9 Sept
The Red Lion Inn

9. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
฿2,847
฿3,180 total
includes taxes & fees
2 Sept - 3 Sept
Berkshire Inn

10. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
฿3,725
฿4,161 total
includes taxes & fees
2 Sept - 3 Sept
The Little Lion
View all properties

Choose what matters most at hotels with a pool in East Chatham

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top East Chatham Hotel Reviews

The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"The Red Lion Inn is always charming and comfortable!"
Maureen R 1-night trip
Posted 3 hours ago
The Red Lion Inn
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

10/10 Excellent
"Complete breakfast with many options, rooms were clean and comfortable. Only negative was the need for valet parking"
Corey 1-night trip
Posted 10 hours ago
Hampton Inn & Suites Albany-Downtown
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Nice to have a kitchenette to cook in"
Jacqueline 1-night trip
Posted 1 day ago
Jiminy Peak Mountain Resort

Frequently asked questions

What are some hotels with pools in East Chatham?
Inn at Silver Maple Farm: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. Vacation Village in the Berkshires: Hotel, 4-minute walk from MVP Arena. Provides 2 restaurants, an indoor pool and complimentary wireless Internet access. Hilton Albany: Features a seasonal outdoor pool, an indoor pool and buffet. Country Inn & Suites by Radisson, Downtown Albany New York: Offers free self parking, an indoor pool and complimentary wireless Internet access. Albany Plaza Hotel: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in East Chatham?
The picturesque settings of Queechy Lake and Kinderhook Lake showcase the area's natural beauty. Discover sights such as Meizinger Lake, Hand Hollow Conservation Area and Hand Hollow State Forest during your stay.
When is the best time to book a hotel with a pool in East Chatham?
Taking the local weather in East Chatham into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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 East Chatham are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia