Book the Best Hotels with POOL in Lanesborough in 2026 | Expedia.ca

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Check availability on Lanesborough Hotels with a Pool

Tonight

Jul 20 - Jul 21

Tomorrow

Jul 21 - Jul 22

This weekend

Jul 24 - Jul 26

Next weekend

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 $214 total

includes taxes & fees

Jul 22 - Jul 23

Indoor 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.

CA $203 total

includes taxes & fees

Jul 26 - Jul 27

Seasonal outdoor pool

Berkshire Inn

Pittsfield

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

CA $141 total

includes taxes & fees

Jul 21 - Jul 22

Indoor pool

Berkshire Mountain Lodge

Pittsfield

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

CA $241 total

includes taxes & fees

Aug 19 - Aug 20

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.

CA $222 total

includes taxes & fees

Aug 3 - Aug 4

Exterior

Howard Johnson by Wyndham Lenox

Lenox

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

CA $155 total

includes taxes & fees

Jul 21 - Jul 22

Seasonal outdoor pool

The Springs Motel

New Ashford

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

CA $218 total

includes taxes & fees

Jul 21 - Jul 22

Indoor pool

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.

CA $266 total

includes taxes & fees

Jul 26 - Jul 27

View all properties

Choose what matters most at hotels with a pool in Lanesborough

Breakfast included

4 stars

Top Lanesborough Hotel Reviews

The Yankee Inn

The Yankee Inn

10/10 Excellent

"The room was neat and had access to outside to enjoy sitting. The fridge in the room was a convenient size for cold and frozen foods. The staff was responsive to issues, even when I told them they could wait to fix it until after we left (it was fixed quickly. The breakfast was excellent and offered a nice variety. Would happily stay here again."

The Red Lion Inn

The Red Lion Inn

8/10 Good

"Dinner in the main dining room was amazing! Food delicious and staff attentive. We stayed in the Stephen’s House and arrived in the dark. It was not well lighted and 184 was up a huge flight of stairs. We had to haul up too many bags! We would have done a sm. 1 night bag If we had known this was a second floor. Beds were very uncomfortable soft and towels with stains. The kitchen area was without a refrigerator turned on and no ice. The front desk attendant was very efficient and ran some ice over! We love Red Lion Inn and found some things a bit off this time."

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"This was a beautiful hotel close to the best part of North Adams. The gallery on the lobby floor gives it an upscale vibe but without too high a price tag. It was very convenient for our college visit to Williams College. It was very quiet even directly across from the elevator. The beds were very comfortable. The coffee was good. But,my one note would be there wasn't anything else offered for breakfast that my picky eater teenager would eat."

Jiminy Peak Mountain Resort

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 accommodations with pools in Lanesborough?

Berkshire Village Carriage House - Super Private!!: Condo, 14-minute walk from Jiminy Peak Mountain Resort. Provides a children's pool, an indoor pool, and free self parking. Vacation Village in the Berkshires: Hotel, 6-minute walk from Massachusetts Museum of Contemporary Art. Features daily, an indoor pool, and free self parking. Hotel Downstreet, an Ascend Collection Hotel: Offers a seasonal outdoor pool, an indoor pool, and buffet. The Yankee Inn: Features free self parking, an indoor pool, and complimentary wireless internet access. Berkshire Mountain Lodge: Offers 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 Mount Greylock State Reservation Visitor Center and Mount Greylock State Reservation. Discover sights such as Pontoosuc Lake and Cheshire Reservoir during your stay.

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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