Book the Best Hotels with POOL in Lanesborough in 2026

Q: What are some accommodations with pools in Lanesborough?

Berkshire Village Carriage House - Super Private!! : Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge : Offers a children's pool, an indoor pool, and free self parking. Berkshires Untold : Features daily, an indoor pool, and free self parking. Vacation Village in the Berkshires : Offers 3 restaurants, an outdoor pool, and spa services. Hotel Downstreet, an Ascend Collection Hotel : Provides a seasonal outdoor pool, an indoor pool, and buffet.

War Memorial located at the summit of Mt. Greylock Lanesborough Massachusetts

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Our top choices for Lanesborough hotels with a pool

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

The Yankee Inn

Lenox

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

CA $172 total

includes taxes & fees

Jun 14 - Jun 15

Cozy Corner Motel

Williamstown

Pool paradise awaits with a lazy river and mountain views at this tranquil family-friendly retreat.

CA $138 total

includes taxes & fees

Jun 8 - Jun 9

Howard Johnson by Wyndham Lenox

Lenox

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

CA $122 total

includes taxes & fees

Jun 7 - Jun 8

The Little Lion

Great Barrington

Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.

CA $136 total

includes taxes & fees

Jun 3 - Jun 4

Berkshire Mountain Lodge

Pittsfield

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

CA $219 total

includes taxes & fees

Jun 17 - Jun 18

Holiday Inn Express & Suites Pittsfield - Berkshires by IHG

Pittsfield

Indoor pool sanctuary in the Berkshires offers extended hours and a hot tub to soothe tired muscles.

CA $204 total

includes taxes & fees

Jun 7 - Jun 8

Berkshire Inn

Pittsfield

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

CA $123 total

includes taxes & fees

Jun 3 - Jun 4

Berkshire Travel Lodge

Austerlitz

Splash into sunny days at this motel's refreshing outdoor pool, complete with terrace views and garden surroundings.

CA $101 total

includes taxes & fees

Jun 3 - Jun 4

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Choose what matters most at hotels with a pool in Lanesborough

Breakfast included

4 stars

Top Lanesborough Hotel Reviews

Vacation Village in the Berkshires

10/10 Excellent

"While traveling in the area for summer we found Vacation Village. Great jump off point, great amenities, helpful staff, nice set up inside the condo, pots, pans, utensils, glassware, other cooking utensils in good shape. Private decks are a nice touch. Best bargain in the area by far!!! Will be back!"

Holiday Inn & Suites Pittsfield-Berkshires by IHG

6/10 Okay

"The staff were very polite and helpful. But the property was under construction, so you had to walk over a block to your car and park it or you can do a valet that was never present? From what I was told from other people that were staying there is that the place I’ve been under construction for a couple years now that was not advertise that was going on so it was kind of frustrating."

The Porches Inn at Mass MoCA

8/10 Good

"Loved my room, staff were friendly and helpful, and the breakfast included delicious bagels and lox. I hope to return, though I will specifically ask to not stay in the building that houses reception. It’s an historic building so not soundproofed, and I could hear every guest checking in and out, and all the sounds from the kitchen during breakfast hours - it was just a little noisy for me."

Frequently asked questions

What are some accommodations with pools in Lanesborough?

Berkshire Village Carriage House - Super Private!!: Provides free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Offers a children's pool, an indoor pool, and free self parking. Berkshires Untold: Features daily, an indoor pool, and free self parking. Vacation Village in the Berkshires: Offers 3 restaurants, an outdoor pool, and spa services. Hotel Downstreet, an Ascend Collection Hotel: Provides a seasonal outdoor pool, an indoor pool, and buffet.

What is there to see and do in Lanesborough?

Spend some time experiencing the great outdoors at Mount Greylock State Reservation Visitor Center and Mount Greylock State Reservation. During your stay, check out sights such as Jiminy Peak Mountain Resort, Barrington Stage Company, and Berkshire Museum.

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

Taking into account the local weather in Lanesborough 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 63°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Lanesborough are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

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