TOP Hotels with Swimming Pool in Lanesborough, MA for 2026

Q: What are some accommodation options with pools in Lanesborough?

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. Hotel Downstreet, an Ascend Collection Hotel : Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Features daily, an indoor pool and free self parking. The Yankee Inn : Offers a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge : Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshires Untold : Provides 3 restaurants, an outdoor pool and spa services.

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Our top choices for Lanesborough hotels with a pool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Pittsfield

Splash into year-round relaxation at this hotel's indoor pool, steps from vibrant city adventures.

₹12,282 total

includes taxes & fees

3 Aug - 4 Aug

Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

Williamstown

Family-friendly pools await at this Berkshires condo with indoor, outdoor, and kids' options.

₹12,828 total

includes taxes & fees

18 Aug - 19 Aug

Indoor pool, outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

The Yankee Inn

Lenox

Serene mountain hideaway offers sparkling pool oasis with both indoor and seasonal outdoor swimming.

₹18,348 total

includes taxes & fees

27 Jul - 28 Jul

Berkshire Mountain Lodge

Pittsfield

Serene indoor pool sanctuary complements mountain adventures with sun loungers and rejuvenating hot tub experiences.

₹14,138 total

includes taxes & fees

25 Aug - 26 Aug

Berkshire Inn

Pittsfield

Experience seasonal poolside bliss at this central motel with comfortable modern rooms and helpful staff for a relaxing getaway.

₹9,707 total

includes taxes & fees

27 Jul - 28 Jul

Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers

Jiminy Peak Mountain Resort

Hancock

Ski-in/ski-out mountain resort with refreshing pool, hot tubs, and tennis courts awaits.

₹18,729 total

includes taxes & fees

28 Jul - 29 Jul

Howard Johnson by Wyndham Lenox

Lenox

Summertime splashes await at this refreshing outdoor pool oasis in Lenox.

₹10,679 total

includes taxes & fees

27 Jul - 28 Jul

The Springs Motel

New Ashford

Refreshing mountain retreat boasts a sparkling seasonal pool surrounded by lounging areas and firepits.

₹14,897 total

includes taxes & fees

27 Jul - 28 Jul

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Choose what matters most at hotels with a pool in Lanesborough

Breakfast included

4 stars

Top Lanesborough Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Loved this hotel. I can't rate it highly enough. Highly recommend."

Jiminy Peak Mountain Resort

10/10 Excellent

"Everything about our stay was wonderful We made a last-minute decision just to go up for a night and we were able to use several amenities like the chairlift ride for sightseeing. The pool a few times which was at a very comfortable temperature just to get in and relax We were able to use their locker room to take showers before we left to go home on our trip The room was very clean. The bed was comfortable plenty of pillows to choose from. Every staff member we encountered were very accommodating and friendly"

Frequently asked questions

What are some accommodation options with pools in Lanesborough?

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. Hotel Downstreet, an Ascend Collection Hotel: Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Features daily, an indoor pool and free self parking. The Yankee Inn: Offers a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge: Features free self parking, an indoor pool and complimentary wireless Internet access. Berkshires Untold: Provides 3 restaurants, an outdoor pool and spa services.

What is there to see and do in Lanesborough?

Spend some time experiencing the great outdoors at Pontoosuc Lake and Mount Greylock State Reservation Visitor Center. Discover sights such as Mount Greylock State Reservation and Cheshire Reservoir during your stay.

When is the best time to book a hotel with a pool in Lanesborough?

Taking the local weather in Lanesborough 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 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Lanesborough are January, March, February and November, with each month seeing an average of 17 cm of snowfall.

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Our top choices for Lanesborough hotels with a pool