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Find Hotels with a Pool in Old Chatham, NY

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Check availability on Old Chatham Hotels with a Pool

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Old Chatham hotels with a pool

Seasonal outdoor pool
Seasonal outdoor pool
Interior
Basic Double Room | Blackout drapes, iron/ironing board (on request), WiFi (free)

1. Sunset Inn

Sunset Inn
Lee
  • Splash into a seasonal outdoor pool near Tanglewood Music Center, offering a sunny retreat in a peaceful location.
AED 349
AED 390 total
includes taxes & fees
1 Sep - 2 Sep
Sunset Inn
Outdoor pool, sun loungers
Front of property - evening/night
Room #10 Queen's Cottage | View from room
Front of property - evening/night

2. Devonfield Inn B&B

Devonfield Inn B&B
Lee
  • Escape to an elegant countryside retreat with an inviting outdoor pool, premium spa services, and made-to-order gourmet breakfast.
AED 1,429
AED 1,596 total
includes taxes & fees
3 Sep - 4 Sep
Devonfield Inn B&B
2 indoor pools, 2 outdoor pools, pool umbrellas, sun loungers
Exterior
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets
Grand Villa, 3 Bedrooms | Iron/ironing board, cribs (free), WiFi, bed sheets

3. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
AED 393
AED 511 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Club Vacations Oak 'n Spruce Resort
Seasonal outdoor pool
Exterior
Gilded Stage in the Mainhouse | Bathroom | Designer toiletries, hair dryer, towels, soap
Front of property

4. The Inn at Stockbridge

The Inn at Stockbridge
Stockbridge
  • Seasonal outdoor pool beckons for refreshing summer dips at this upscale bed and breakfast in Stockbridge.
AED 1,450
AED 1,701 total
includes taxes & fees
7 Sep - 8 Sep
The Inn at Stockbridge
Indoor pool
Reception
Hypo-allergenic bedding available, desk, laptop workspace
Exterior

5. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
  • Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.
AED 466
AED 521 total
includes taxes & fees
8 Sep - 9 Sep
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Outdoor pool
Interior
Coffee/tea maker, fridge, microwave, oven
Property grounds

6. Historic Stockbridge Villa on 25 acres

Historic Stockbridge Villa on 25 acres
Stockbridge
AED 2,072
AED 4,000 total
includes taxes & fees
17 Aug - 18 Aug
Historic Stockbridge Villa on 25 acres
Indoor pool
Breakfast, lunch and dinner served
Breakfast, lunch and dinner served
Lobby

7. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
Pittsfield
  • Serene indoor pool sanctuary offers year-round plunge spot at this Lenox-Pittsfield retreat.
AED 605
AED 676 total
includes taxes & fees
10 Sep - 11 Sep
Hilton Garden Inn Lenox Pittsfield
Exterior
In-room safe, desk, laptop workspace, iron/ironing board
Gazebo
Deep soaking tub, hydromassage showerhead, free toiletries, hair dryer

8. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
AED 290
AED 324 total
includes taxes & fees
31 Aug - 1 Sep
Howard Johnson by Wyndham Lenox
Indoor pool
Lobby
Exterior
Property entrance

9. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
AED 347
AED 470 total
includes taxes & fees
31 Aug - 1 Sep
Berkshire Mountain Lodge
Indoor pool, open 8:00 AM to 10:00 PM, sun loungers
Free daily buffet breakfast
Free daily buffet breakfast
Exterior

10. 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.
AED 528
AED 590 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn & Suites Berkshires-Lenox
View all properties

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

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Old Chatham Hotel Reviews

Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"Quiet and serene. Great weekend escape!"
Christopher 2-night trip
Posted 1 hour ago
Jiminy Peak Mountain Resort
The Yankee Inn

The Yankee Inn

10/10 Excellent
"Clean room, friendly staff, ample breakfast"
Carol 2-night trip
Posted 2 hours ago
The Yankee Inn
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"Quaint New England Inn. Felt like I was stepping back in time. Delightful."
Jay 1-night trip
Posted 2 hours ago
The Red Lion Inn
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

8/10 Good
"Great stay. Very easy and affordable. No issues."
James 1-night trip
Posted 11 hours ago
Comfort Inn & Suites East Greenbush - Albany
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

10/10 Excellent
"Clean room, didn’t love that we had to pay for parking and valet services."
Heather 1-night trip
Posted 1 day ago
Hampton Inn & Suites Albany-Downtown
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

10/10 Excellent
"Parking"
Wilson 1-night trip
Posted 8 days ago
Howard Johnson by Wyndham Lenox

Frequently asked questions

What are some hotels with pools in Old Chatham?
Incredible Estate: Pool, Pond, Gym, Arcade, Trails & more: Perfect Summer Vacate: Features sun loungers, a pool, and complimentary wireless internet access. Hilton Albany: Hotel, 4-minute walk from MVP Arena. Offers 2 restaurants, an indoor pool, and complimentary wireless internet access. Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Country Inn & Suites by Radisson, Downtown Albany New York: Features a seasonal outdoor pool, an indoor pool, and buffet. Albany Plaza Hotel: Offers free self parking, an indoor pool, and complimentary wireless internet access.
What is there to see and do in Old Chatham?
Make a point to visit attractions like Kinderhook Lake and Bousquet Ski Area. Discover sights such as Shaker Museum and Library during your stay.
When is the best time to book a hotel with a pool in Old Chatham?
Taking into account the local weather in Old Chatham is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Old Chatham are January, March, December, and November, with each month seeing an average of 7 inches of snowfall.