Adventure Hotels in The Berkshires
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Featured The Berkshires Adventure Hotels

Vacation Village in the Berkshires
276 Brodie Mountain Rd, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$128 nightly
The price is $143 total per night
$143 total
Sep 28 - Sep 29
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

Hampton Inn & Suites Berkshires-Lenox
445 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $167 total per night
$167 total
Sep 29 - Sep 30
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 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

Berkshire Valley Inn
2541 Hancock Rd, Williamstown, MA
$185 nightly
The price is $207 total per night
$207 total
Oct 1 - Oct 2
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 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.
Pool
Breakfast included

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $166 total per night
$166 total
Oct 19 - Oct 20
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 condominium resort include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub

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 luggage storage, access to locker space, and tours or tickets. Other amenities at this ski hotel include a 24-hour gym, a sauna, and free WiFi in public areas.
Pool
Parking included

The Cornell Inn, Lenox & The Berkshires
203 Main St, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$163 nightly
The price is $182 total per night
$182 total
Oct 28 - Oct 29
Total with taxes and fees
The Cornell Inn, Lenox & The Berkshires features free WiFi in public areas, coffee in a common area, and microwave in a common area. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with concierge services and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and a library.
Breakfast included
Parking included

The Black Swan Lee - Lenox, an Ascend Collection Hotel
435 Laurel St, Lee, MA
$115 nightly
The price is $128 total per night
$128 total
Oct 27 - Oct 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.
Breakfast included
Pet friendly

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $245 total per night
$245 total
Sep 29 - Sep 30
Total with taxes and fees
Guests of The Red Lion Inn have access to an outdoor pool, a gym, and free WiFi in public areas. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 total
Oct 1 - Oct 2
Total with taxes and fees
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 tours or tickets, and answer any questions about the area. Additional amenities include a hot tub, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Hot Tub

The Orchards Hotel
222 Adams Rd, Williamstown, MA
Guests of The Orchards Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with securing valuables, dry cleaning/laundry, and concierge services. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Breakfast included

Berkshire Inn
150 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $96 total per night
$96 total
Sep 29 - Sep 30
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.
Pool
Parking included

The Dewey
7 Hubbard Street, Lenox, MA
$176 nightly
The price is $196 total per night
$196 total
Sep 29 - Sep 30
Total with taxes and fees
At The Dewey, guests have access to free WiFi in public areas, a meeting room, and a library. If you plan to drive, free parking is available. Staff members can help with accommodation requests, and provide concierge services. Additional amenities include express check-out, free newspapers, and a terrace.
Parking included
Free WiFi
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 | 1,111 hotels |
---|---|
Lowest Price | $96 |
Highest Price | $245 |
Popular hotels | Vacation Village in the Berkshires, Hampton Inn & Suites Berkshires-Lenox, Berkshire Valley Inn, Jiminy Peak Mountain Resort, Club Wyndham Bentley Brook, The Cornell Inn, Lenox & The Berkshires, The Black Swan Lee - Lenox, an Ascend Collection Hotel, The Red Lion Inn, The Yankee, Trademark Collection by Wyndham, The Orchards Hotel, Berkshire Inn, The Dewey |
Recent Adventure Hotels Reviews

Berkshire Mountain Lodge
5/5 Excellent
"Clean and spacious one bedroom suite with well stocked kitchen. Large indoor pool and outdoor year round Jacuzzi are wonderful. Also very affordable. Second time staying here and will stay here again. "
A verified traveler from Weymouth stayed at Berkshire Mountain Lodge
Posted 2 days ago
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