Hotels with Shopping in The Berkshires
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Featured The Berkshires Hotels with Shopping

Holiday Inn & Suites Pittsfield-Berkshires by IHG
One West Street, Pittsfield, MA
Free Cancellation
$129 nightly
The price is $144 total per night
$144 total
Aug 17 - Aug 18
Total includes 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 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

Travelodge by Wyndham Great Barrington Berkshires
400 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $99 total per night
$99 total
Jul 31 - Aug 1
Total includes 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 picnic area, a vending machine, and barbecue grills.
Pet friendly
Parking included

Chambery Inn
199 Main St, Lee, MA
$250 nightly
The price is $279 total per night
$279 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests of Chambery Inn enjoy free WiFi in public areas, a hot tub, and spa services. A stay here includes free parking. Front-desk staff can assist with securing valuables and luggage storage. Additional amenities include express check-in, express check-out, and free newspapers.
Hot Tub
Spa

Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
$179 nightly
The price is $200 total per night
$200 total
Jul 30 - Jul 31
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 luggage storage, securing valuables, and concierge services. Other amenities at this ski condominium resort include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Parking included

The Trail in Adams - Berkshires’ Art Hotel
10 Pleasant Street, Adams, MA
$178 nightly
The price is $198 total per night
$198 total
Jul 30 - Jul 31
Total includes taxes and fees
Renovated in 2023, The Trail in Adams - Berkshires’ Art Hotel offers free WiFi in public areas, coffee in a common area, and an arcade/game room. There's free parking if you drive. Front-desk staff can assist with luggage storage and concierge services. Additional amenities include a library, express check-in, and a terrace.
Parking included
Free WiFi

The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
$159 nightly
The price is $178 total per night
$178 total
Jul 30 - Jul 31
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

Quality Inn
372 Main Street, Rte 7 and Main Street, Great Barrington, MA
$101 nightly
The price is $113 total per night
$113 total
Aug 11 - Aug 12
Total includes taxes and fees
Guests of Quality Inn 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

Heart of Lenox!! - renovated downtown apartment
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer

The Black Swan Lee - Lenox, Ascend Hotel Collection
435 Laurel St, Lee, MA
$195 nightly
The price is $217 total per night
$217 total
Aug 6 - Aug 7
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

Hotel Downstreet, Ascend Hotel Collection
40 Main St, North Adams, MA
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $190 total per night
$190 total
Aug 3 - Aug 4
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 vending machine.
Pool
Hot Tub

Quality Inn
170 Housatonic Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $139 total per night
$139 total
Aug 26 - Aug 27
Total includes taxes and fees
At Quality Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. Onsite parking is offered for a fee. The front desk is staffed 24/7 to help with tours or tickets, and answer any questions about the accommodations. This hotel also has free newspapers.
Breakfast included
Free WiFi

Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, Lenox, MA
$69 nightly
The price is $77 total per night
$77 total
Jul 30 - Jul 31
Total includes taxes and fees
Guests of Wagon Wheel Inn enjoy free WiFi in public areas, a hot tub, and coffee in a common area. Free parking is available if you drive. Staff members can help with accommodation requests, and provide front-desk service during limited hours. This motel also has express check-out.
Hot Tub
Parking included

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.
Pool
Breakfast included

Eastgate Inn B&B
207 West Street, Lenox, MA
Guests staying at Eastgate Inn B&B enjoy free WiFi in public areas, a library, and a TV in a common area. You can take advantage of free parking, along with an area shuttle. Additional amenities include barbecue grills, a garden, and wedding services.
Breakfast included
Parking included

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 3 - Aug 4
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 concierge services, 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. Additional amenities include coffee/tea in a common area, an ATM, and a banquet hall.
Pet friendly
Parking included
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 | 1,113 hotels |
---|---|
Lowest Price | $77 |
Highest Price | $279 |
Popular hotels | Holiday Inn & Suites Pittsfield-Berkshires by IHG, Travelodge by Wyndham Great Barrington Berkshires, Chambery Inn, Jiminy Peak Mountain Resort, The Trail in Adams - Berkshires’ Art Hotel, The Yankee, Trademark Collection by Wyndham, Quality Inn, Heart of Lenox!! - renovated downtown apartment, The Black Swan Lee - Lenox, Ascend Hotel Collection, Hotel Downstreet, Ascend Hotel Collection, Quality Inn, Wagon Wheel Inn, Lantern House Motel, Eastgate Inn B&B, Hotel On North |
Recent Hotels with Shopping Reviews

Hotel Downstreet, Ascend Hotel Collection
5/5 Excellent
"Loved the staff and art centric area. "
A verified traveler stayed at Hotel Downstreet, Ascend Hotel Collection
Posted 2 days ago
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