A waterfall cascading over rocks in a forested area.

Hotels with Swimming Pools in Hinsdale

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Check availability on Hinsdale Hotels with Swimming Pools

Tonight
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Hinsdale 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.
S$224
includes taxes & fees
14 Sept - 15 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.
S$163
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

3. 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.
S$169
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG

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.
S$185
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn & Suites Berkshires-Lenox

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.
S$180
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

6. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
  • Summertime splashes await at this refreshing outdoor pool oasis in Lenox.
S$112
includes taxes & fees
1 Sept - 2 Sept
Howard Johnson by Wyndham Lenox

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.
S$208
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Lenox Pittsfield

8. Berkshire Inn

Berkshire Inn
Pittsfield
  • Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.
S$128
includes taxes & fees
27 Aug - 28 Aug
Berkshire Inn

9. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
  • Dive into year-round aquatic relaxation at this Berkshires retreat with a sparkling indoor pool and modern fitness centre.
S$252
includes taxes & fees
8 Sept - 9 Sept
Courtyard by Marriott Lenox Berkshires

10. Vacation Village in the Berkshires

Vacation Village in the Berkshires
Williamstown
  • Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.
S$137
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires
View all properties

Choose what matters most at hotels with a pool in Hinsdale

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Hinsdale Hotel Reviews

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

8/10 Good
"."
Mark 3-night trip
Posted 16 hours ago
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Vacation Village in the Berkshires

Vacation Village in the Berkshires

10/10 Excellent
"We come up to the Berkshires every year for Tanglewood and always stay here. The rooms are always clean and the staff friendly and helpful. The rooms have either a full kitchen or kitchenette so at the very least you can have coffee when you wake-up. The fact that Vacation Village is on Brodie Mountain it's quiet and restful."
William 3-night trip
Posted 1 day ago
Vacation Village in the Berkshires
The Yankee Inn

The Yankee Inn

10/10 Excellent
"What a wonderful stay! It was an impromptu overnight to the Berkshires and I’m so glad we chose to stay here. Our room was beautiful and clean, with a lovely view of the pond area out back from the balcony. Great bathroom and shower, very clean. Breakfast was yummy with a nice selection. The pools and hot tub were the BEST part. I absolutely will be back because one night was certainly not enough."
Kelly 1-night trip
Posted 1 day ago
The Yankee Inn
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

10/10 Excellent
"…."
Tiago 3-night trip
Posted 4 days ago
Jiminy Peak Mountain Resort

Frequently asked questions

What are some accommodation options with pools in Hinsdale?
Vacation Village in the Berkshires: Aparthotel, 14-minute walk from Jiminy Peak Mountain Resort. Offers a children's pool, an indoor pool and free self parking. The Yankee Inn: Provides a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. FairBridge Inn Express: Offers buffet, an indoor pool and complimentary high-speed (wired) Internet access. Berkshires Untold: Provides 3 restaurants, an outdoor pool and spa services.
What is there to see and do in Hinsdale?
The picturesque setting of Ashmere Lake showcases the area's natural beauty. Discover sights such as Bas Ridge Golf Course during your stay.
When is the best time to book a hotel with a pool in Hinsdale?
Taking the local weather in Hinsdale 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 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Hinsdale are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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