Hotels with Bars in The Berkshires, MA
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured The Berkshires Hotels with Bar

Hotel On North
297 North Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$189 nightly
The price is $211 total per night
$211 total
Aug 13 - Aug 14
Total includes taxes and fees
Hotel On North features free WiFi in public areas, meeting rooms, and a business center. There's free parking if you drive. Front-desk staff can answer questions 24/7, and assist with tours or tickets, 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. Additional amenities include coffee/tea in a common area, a banquet hall, and an ATM.
Pet friendly
Parking included

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
$127 nightly
The price is $141 total per night
$141 total
Sep 1 - Sep 2
Total includes taxes and fees
Guests of The Black Swan Lee - Lenox, Ascend Hotel Collection 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 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
Sep 1 - Sep 2
Total includes 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

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
$144 nightly
The price is $160 total per night
$160 total
Sep 7 - Sep 8
Total includes taxes and fees
Guests of Hotel Downstreet, Ascend Hotel Collection 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 a banquet hall.
Pool
Hot Tub

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $160 total per night
$160 total
Sep 1 - Sep 2
Total includes 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, meeting rooms, and conference space.
Pool
Hot Tub

Gateways Inn & Restaurant
51 Walker St, Lenox, MA
$362 nightly
The price is $403 total per night
$403 total
Aug 10 - Aug 11
Total includes taxes and fees
Gateways Inn & Restaurant features free WiFi in public areas, conference space, and a business center. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include a library, a terrace, and a banquet hall.
Parking included
Free WiFi

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $178 total per night
$178 total
Sep 1 - Sep 2
Total includes 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 securing valuables, luggage storage, and tours or tickets. Other amenities at this ski condominium resort include 2 hot tubs, outdoor tennis courts, and free WiFi in public areas.
Pool
Hot Tub

The Red Lion Inn
30 Main Street, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $256 total per night
$256 total
Aug 27 - Aug 28
Total includes 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 concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include meeting rooms, a 24-hour business center, and coffee/tea in a common area.
Pool
Spa

The Porches Inn at Mass MoCA
231 River Street, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $256 total per night
$256 total
Sep 2 - Sep 3
Total includes 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

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 concierge services, luggage storage, and securing valuables. Additional amenities include conference space, a business center, and a seasonal outdoor pool.
Pool
Breakfast included

Courtyard by Marriott Lenox Berkshires
70 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $170 total per night
$170 total
Sep 1 - Sep 2
Total includes taxes and fees
Guests staying at Courtyard by Marriott Lenox Berkshires enjoy an indoor pool, a gym, and free WiFi in public areas. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a 24-hour business center, a meeting room, and express check-out.
Pool
Parking included

Cozy Corner Motel
284 Sand Springs Rd. Rte 7, Williamstown, MA
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $106 total per night
$106 total
Sep 3 - Sep 4
Total includes taxes and fees
Guests of Cozy Corner Motel enjoy a lazy river, free WiFi in public areas, and a business center. If you drive, take advantage of free parking. Front-desk staff can assist with luggage storage and securing valuables. Other amenities at this family-friendly motel include coffee/tea in a common area, free newspapers, and laundry facilities.
Breakfast included
Parking included

Hampton Terrace Inn
91 Walker Street, Lenox, MA
$307 nightly
The price is $343 total per night
$343 total
Sep 3 - Sep 4
Total includes taxes and fees
Guests of Hampton Terrace Inn enjoy free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool. Free parking is included with your stay. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a library, express check-out, and a terrace.
Pool
Parking included

Hilton Garden Inn Lenox Pittsfield
1032 South Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$154 nightly
The price is $172 total per night
$172 total
Sep 7 - Sep 8
Total includes taxes and fees
At Hilton Garden Inn Lenox Pittsfield, guests enjoy an indoor pool, a gym, and free WiFi in public areas. Free parking is available if you drive. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a terrace, laundry facilities, and a banquet hall.
Pool
Pet friendly

Holiday Inn Club Vacations Oak 'n Spruce Resort
190 Meadow Street, South Lee, MA
Holiday Inn Club Vacations Oak 'n Spruce Resort features a gym, a sauna, and a business center. Staff members are on hand to provide dry cleaning/laundry services and a safe deposit box at the front desk. Other amenities at this ski resort include an arcade/game room, a terrace, and laundry facilities.
Gym
Business services
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 | 1,107 hotels |
---|---|
Lowest Price | $106 |
Highest Price | $403 |
Popular hotels | Hotel On North, The Black Swan Lee - Lenox, Ascend Hotel Collection, The Cornell Inn, Lenox & The Berkshires, Hotel Downstreet, Ascend Hotel Collection, The Yankee, Trademark Collection by Wyndham, Gateways Inn & Restaurant, Jiminy Peak Mountain Resort, The Red Lion Inn, The Porches Inn at Mass MoCA, The Orchards Hotel, Courtyard by Marriott Lenox Berkshires, Cozy Corner Motel, Hampton Terrace Inn, Hilton Garden Inn Lenox Pittsfield, Holiday Inn Club Vacations Oak 'n Spruce Resort |
Recent Hotels with Bar Reviews

Berkshires Untold
5/5 Excellent
"Fun place and very clean. Friendly staff and an amazing outdoor area to hang out."
A verified traveler stayed at Berkshires Untold
Posted 1 day ago
Other Hotels with Bar
Areas Of The Berkshires
Hotels Near
Hotel Themes
Flights To
Top Trending
Hotels
- Romantic Getaways & Hotels in Cape Cod
- Luxury Hotels in Central Massachusetts
- Pet Friendly Hotels in Cape Cod
- Hotels with Hot Tubs in North Shore
- Hotels in Martha's Vineyard
- Oceanfront Hotels in Cape Cod
- Kid Friendly Hotels in Cape Cod
- Hotels with an Indoor Pool in Cape Cod
- Hotels with Balconies in Cape Cod
- Hotels in Nantucket Island
- Beach Resorts & Hotels in Cape Cod
- All Inclusive Resorts & Hotels in Cape Cod
- Spa Resorts & Hotels in Cape Cod
- Romantic Getaways & Hotels in Western Massachusetts
- Hotels in Cape Cod
- Cheap Hotels in Cape Cod
- Hotels with Hot Tubs in Cape Cod
- Hotels with Hot Tubs in Western Massachusetts
- Casino Resorts & Hotels in Cape Cod
- Hotels with Kitchenettes in Cape Cod
- Waterpark Hotels & Resorts in Cape Cod
Flights