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The Berkshires Hotels with Indoor Pool

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Check availability on The Berkshires Hotels with indoor pool

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for The Berkshires hotels with an indoor pool

1. The Yankee Inn

The Yankee Inn
Lenox
  • Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.
RM613
RM685 total
includes taxes & fees
27 Sept - 28 Sept
The Yankee Inn

2. 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.
RM350
RM436 total
includes taxes & fees
31 Aug - 1 Sept
Vacation Village in the Berkshires

3. 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.
RM464
RM518 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
  • Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.
RM381
RM516 total
includes taxes & fees
31 Aug - 1 Sept
Berkshire Mountain Lodge

5. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
RM647
RM722 total
includes taxes & fees
8 Sept - 9 Sept
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

6. 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.
RM471
RM605 total
includes taxes & fees
7 Sept - 8 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort

7. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
  • Dive into an indoor pool oasis year-round at this charming Simsbury bed and breakfast.
RM682
RM853 total
includes taxes & fees
30 Aug - 31 Aug
Simsbury 1820 House

8. 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.
RM529
RM591 total
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn & Suites Berkshires-Lenox

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.
RM716
RM800 total
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Lenox Berkshires

10. 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.
RM480
RM536 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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Find out more about The Berkshires

Discover top The Berkshires attractions

The Berkshires, nestled in western Massachusetts, offer an enchanting escape for those seeking a relaxed vacation, particularly for families looking to indulge in top hotels with refreshing pool facilities. Start your day at the stunning Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy live music in a picturesque outdoor setting. For art enthusiasts, the Norman Rockwell Museum provides a delightful insight into Americana, featuring captivating exhibitions that appeal to both adults and children alike. Nature lovers can explore the serene landscapes at the Mount, Edith Wharton's former home, where you can stroll through beautifully manicured gardens. For a touch of adventure, head to Jiminy Peak for a range of outdoor activities, including hiking and mountain biking in warmer months, or skiing during the winter season. When it comes to accommodation, the charming town of Lenox is particularly appealing, with hotels luxurious pools where you can unwind after a day of exploration. Picture yourself lounging poolside, surrounded by the tranquil beauty of the Berkshires, while the attentive staff ensure your family's every need is met, making for an effortless and enjoyable stay.

Top The Berkshires Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent
"One of the quietest rooms we have ever stayed in. The location was very convenient to sites in both Lenox and Stockbridge."
Stacia 1-night trip
Posted 1 day ago
The Yankee Inn
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Nice place"
Peter 1-night trip
Posted 2 days ago
Hotel Downstreet, an Ascend Collection Hotel

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