Hotels with a Pool in The Berkshires, MA
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Featured The Berkshires Hotels with Pool

The Yankee Inn
461 Pittsfield Rd Lenox MA
$111 nightly
The price is $124 total per night
$124 total
Jun 11 - Jun 12
Total with taxes and fees
The Yankee Inn features an indoor pool, an outdoor pool, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include free WiFi in public areas, a hot tub, and a seasonal outdoor pool.
Pool
Hot Tub

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
$136 nightly
The price is $152 total per night
$152 total
Jun 14 - Jun 15
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with access to locker space and concierge services. Other amenities at this family-friendly condo building include a gym, free WiFi in public areas, and a business center.
Pool
Parking included

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
$121 nightly
The price is $135 total per night
$135 total
Jun 22 - Jun 23
Total with taxes and fees
Guests of Holiday Inn & Suites Pittsfield-Berkshires by IHG have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free valet parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $208 total per night
$208 total
Jun 23 - Jun 24
Total with taxes and fees
Guests staying at Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with dry cleaning/laundry and securing valuables. Additional amenities include a business center, coffee/tea in a common area, and a meeting room.

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
$161 nightly
The price is $179 total per night
$179 total
Jun 30 - Jul 1
Total with taxes and fees
Guests of Hotel Downstreet, an Ascend Collection Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub

Berkshire Valley Inn
2541 Hancock Rd Williamstown MA
$174 nightly
The price is $194 total per night
$194 total
Jun 14 - Jun 15
Total with taxes and fees
At Berkshire Valley Inn, guests have access to free WiFi in public areas, a seasonal outdoor pool, and express check-in. A stay here includes free parking. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls and an off-leash area. Additional amenities include express check-out, a fireplace in the lobby, and a banquet hall.

Berkshire Inn
150 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Jun 11 - Jun 12
Total with taxes and fees
Guests of Berkshire Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. This smoke-free motel also has a TV in a common area.

Lantern House Motel
256 Stockbridge Road Great Barrington MA
Guests of Lantern House Motel enjoy free WiFi in public areas, a seasonal outdoor pool, and a picnic area. If you decide to drive, there's free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. This motel also has a garden.

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
$127 nightly
The price is $142 total per night
$142 total
Jun 14 - Jun 15
Total with taxes and fees
Guests staying at Hampton Inn & Suites Berkshires-Lenox enjoy an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls, an off-leash area, and litter boxes. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

The Porches Inn at Mass MoCA
231 River Street North Adams MA
$257 nightly
The price is $287 total per night
$287 total
Jul 9 - Jul 10
Total with taxes and fees
Guests staying at The Porches Inn at Mass MoCA enjoy an outdoor pool, a 24-hour gym, and a sauna. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with securing valuables and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$79 nightly
The price is $88 total per night
$88 total
Jun 11 - Jun 12
Total with taxes and fees
Howard Johnson by Wyndham Lenox features an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, a vending machine, and a garden.

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free Cancellation
$141 nightly
The price is $158 total per night
$158 total
Jun 21 - Jun 22
Total with taxes and fees
Guests of Holiday Inn Express Hotel & Suites Great Barrington by IHG have access to an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with securing valuables and dry cleaning/laundry. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

Maple Terrace Motel
555 Main St. Williamstown MA
$115 nightly
The price is $128 total per night
$128 total
Jun 14 - Jun 15
Total with taxes and fees
Maple Terrace Motel features free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with concierge services, and offer advice about sights and eateries nearby. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a microwave in a common area, express check-out, and free newspapers.

Howard Johnson by Wyndham Williamstown
213 Main St Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
Jun 14 - Jun 15
Total with taxes and fees
Howard Johnson by Wyndham Williamstown features free WiFi in public areas, conference space, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with concierge services and securing valuables. Additional amenities include coffee/tea in a common area, free newspapers, and barbecue grills.

The Inn at Stockbridge
30 East Street Lee MA
$366 nightly
The price is $409 total per night
$409 total
Jun 11 - Jun 12
Total with taxes and fees
At The Inn at Stockbridge, guests enjoy features like an outdoor pool, a 24-hour gym, and free WiFi in public areas. If you plan to drive, free parking is available. Multilingual staff is on hand to answer questions. Additional amenities include a seasonal outdoor pool, a microwave in a common area, and a refrigerator in a common area.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
The Berkshires hotels essential information
Accommodation | 1,100 hotels |
|---|---|
Lowest Price | $88 |
Highest Price | $409 |
Popular hotels | The Yankee Inn, Vacation Village in the Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Hotel Downstreet, an Ascend Collection Hotel, Berkshire Valley Inn, Berkshire Inn, Lantern House Motel, Hampton Inn & Suites Berkshires-Lenox, The Porches Inn at Mass MoCA, Howard Johnson by Wyndham Lenox, Holiday Inn Express Hotel & Suites Great Barrington by IHG, Maple Terrace Motel, Howard Johnson by Wyndham Williamstown, The Inn at Stockbridge |
Recent Hotels with Pool Reviews

Berkshire Mountain Lodge
5/5 Excellent
"rented for 2 nights. Apt was clean and climate control worked as expected. Nicely equipped location is good."
A verified traveler stayed at Berkshire Mountain Lodge
Posted 17 hours ago
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