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

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
The price is $103 total per night
$103 total
per night
Mar 17 - Mar 18
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.

Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
The price is $141 total per night
$141 total
per night
Mar 22 - Mar 23
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.

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street Pittsfield MA
Free Cancellation
The price is $142 total per night
$142 total
per night
Mar 31 - Apr 1
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 parking. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
249 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
The price is $170 total per night
$170 total
per night
Mar 29 - Mar 30
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
The price is $132 total per night
$132 total
per night
Mar 31 - Apr 1
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.

Berkshire Valley Inn
2541 Hancock Rd Williamstown MA
The price is $155 total per night
$155 total
per night
Mar 18 - Mar 19
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 luggage storage and concierge services. 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 banquet hall, and a fireplace in the lobby.

Club Wyndham Bentley Brook
1 Corey Road Hancock MA
At Club Wyndham Bentley Brook, guests enjoy ski-in/ski-out access, an indoor pool, and an outdoor pool. There's free parking and limo/town car service. The 24-hour front desk has staff standing by to help with access to locker space, tours or tickets, and luggage storage. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.

Berkshire Inn
150 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
The price is $90 total per night
$90 total
per night
Apr 1 - Apr 2
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.

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
The price is $124 total per night
$124 total
per night
Mar 22 - Mar 23
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 on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. 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.
Pool
Breakfast included

The Porches Inn at Mass MoCA
231 River Street North Adams MA
Free Cancellation
Reserve now, pay when you stay
The price is $211 total per night
$211 total
per night
Mar 12 - Mar 13
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 tours/tickets and securing valuables. 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.

Howard Johnson by Wyndham Lenox
462 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
The price is $77 total per night
$77 total
per night
Mar 11 - Mar 12
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 garden, and a vending machine.

Holiday Inn Express Hotel & Suites Great Barrington by IHG
415 Stockbridge Rd Great Barrington MA
Free Cancellation
The price is $120 total per night
$120 total
per night
Mar 15 - Mar 16
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 dry cleaning/laundry and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.

Stay Berkshires
1146 Cold Spring Road Williamstown MA
Guests of Stay Berkshires enjoy free WiFi in public areas, a seasonal outdoor pool, and a communal living room. Free parking is included with your stay. This smoke-free hotel also has a vending machine.

Maple Terrace Motel
555 Main St. Williamstown MA
Free Cancellation
Reserve now, pay when you stay
The price is $111 total per night
$111 total
per night
Mar 11 - Mar 12
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 tours or tickets, 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
The price is $101 total per night
$101 total
per night
Mar 11 - Mar 12
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 a garden.
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 | 1,110 hotels |
|---|---|
Lowest Price | $77 |
Highest Price | $211 |
Popular hotels | The Yankee, Trademark Collection by Wyndham, 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, Club Wyndham Bentley Brook, Berkshire Inn, 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, Stay Berkshires, Maple Terrace Motel, Howard Johnson by Wyndham Williamstown |
Recent Hotels with Pool Reviews

Berkshire Mountain Lodge
5/5 Excellent
"This was great. I did not really need the kitchen for my stay but for future planning this wil be great! Plenty of room in the living area. Bed was comfortable. Just beautiful "
A verified traveler stayed at Berkshire Mountain Lodge
Posted 22 hours ago
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