Ski Lodging & Hotels in The Berkshires, MA

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May 15 - May 16
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Check prices in The Berkshires for tonight, May 15 - May 16
May 16 - May 17
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Featured The Berkshires Ski Resorts & Hotels

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $123 total per night
$123 total
May 17 - May 18
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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
$109 nightly
The price is $122 total per night
$122 total
May 17 - May 18
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 concierge services, 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
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
2541 Hancock Rd Williamstown MA
$139 nightly
The price is $155 total per night
$155 total
May 18 - May 19
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.
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $150 total per night
$150 total
May 16 - May 17
Total with taxes and fees
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, luggage storage, and securing valuables. Other amenities at this ski hotel include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

2.5 out of 5
445 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $133 total per night
$133 total
May 25 - May 26
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 securing valuables 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
Monument Mountain Motel

Monument Mountain Motel

2.5 out of 5
247 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
May 17 - May 18
Total with taxes and fees
Monument Mountain Motel features free WiFi in public areas and a picnic area. If you decide to drive, there's free parking. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. This smoke-free motel also has barbecue grills.
Shaker Mill Inn

Shaker Mill Inn

2.5 out of 5
2 Oak Street West Stockbridge MA
$105 nightly
The price is $115 total per night
$115 total
May 25 - May 26
Total with taxes and fees
Shaker Mill Inn features free WiFi in public areas and a library. There's free parking if you drive.
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

3 out of 5
249 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $198 total per night
$198 total
May 19 - May 20
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.
Pool
Breakfast included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$115 nightly
The price is $128 total per night
$128 total
May 18 - May 19
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, luggage storage, and tours or tickets. Additional amenities include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
Free Cancellation
$85 nightly
The price is $94 total per night
$94 total
May 17 - May 18
Total with taxes and fees
Guests of Quality Inn Great Barrington enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and a water dispenser.
Breakfast included
Parking included
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
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 tours or tickets, access to locker space, and luggage storage. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.
Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires

2 out of 5
400 Stockbridge Rd Great Barrington MA
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $84 total per night
$84 total
May 17 - May 18
Total with taxes and fees
Guests staying at Travelodge by Wyndham Great Barrington Berkshires enjoy free WiFi in public areas, laundry facilities, and a garden. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with dry cleaning/laundry and securing valuables. Additional amenities include a vending machine, a picnic area, and barbecue grills.
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

2.5 out of 5
415 Stockbridge Rd Great Barrington MA
Free Cancellation
$124 nightly
The price is $139 total per night
$139 total
May 27 - May 28
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 dry cleaning/laundry and securing valuables. Additional amenities include conference space, a 24-hour business center, and coffee/tea in a common area.
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Free Cancellation
$120 nightly
The price is $134 total per night
$134 total
May 27 - May 28
Total with taxes and fees
Guests of The Black Swan Lee - Lenox, an Ascend Collection Hotel enjoy a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you plan to drive, free parking is available. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include coffee/tea in a common area, a microwave in a common area, and a meeting room.
Berkshire Inn

Berkshire Inn

2 out of 5
150 W Housatonic St Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$74 nightly
The price is $83 total per night
$83 total
May 25 - May 26
Total with taxes and fees
Guests of Berkshire Inn enjoy free WiFi in public areas, a seasonal outdoor pool, and a TV in a common 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 picnic area.
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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
1,121 hotels
Lowest Price
$83
Highest Price
$198
Popular hotels
Vacation Village in the Berkshires, The Yankee Inn, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Hampton Inn & Suites Berkshires-Lenox, Monument Mountain Motel, Shaker Mill Inn, Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Quality Inn Great Barrington, Club Wyndham Bentley Brook, Travelodge by Wyndham Great Barrington Berkshires, Holiday Inn Express Hotel & Suites Great Barrington by IHG, The Black Swan Lee - Lenox, an Ascend Collection Hotel, Berkshire Inn

Recent Ski Resorts & Hotels Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

4/5 Good
"Loved this place - and would probably come. again. My only issue is that check-out is at 10:00 am. I had friends staying there who were not checking out, so I was able to linger in their suite. I imagine that I could have eaten breakfast in the large sunny open lounge on the first floor - if this is available to guests after check-out I suggest making that clear at check-in or on the description. I totally understand that they need time to clean rooms and since all of the rooms are suites. I may come again as a "remote work" vacation spot."
A verified traveler stayed at Berkshire Mountain Lodge
Posted 12 hours ago
Berkshire Mountain Lodge

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