Hotels with Air Conditioning in The Berkshires
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Featured The Berkshires Hotels with Air Conditioning

Monument Mountain Motel
247 Stockbridge Rd, Great Barrington, MA
Free Cancellation
Reserve now, pay when you stay
$86 nightly
The price is $96 total per night
$96 total
Sep 28 - Sep 29
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.
Parking included
Free WiFi

The Weathervane Motel
475 South Main St. Route 7, Lanesborough, MA
The Weathervane Motel features free WiFi in public areas and a garden. You can put free parking to good use if you drive.
Parking included
Free WiFi

Northside Motel
45 North St, Williamstown, MA
Guests of Northside Motel enjoy access to free WiFi in public areas, a business center, and a seasonal outdoor pool. There's free parking if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a meeting room, a computer station, and a library.
Pool
Parking included

Econo Lodge Lee - Great Barrington
980 Pleasant Street, Lee, MA
Free Cancellation
Reserve now, pay when you stay
$66 nightly
The price is $74 total per night
$74 total
Oct 14 - Oct 15
Total with taxes and fees
Econo Lodge Lee - Great Barrington features free WiFi in public areas and a vending machine. 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.
Breakfast included
Pet friendly

Wagon Wheel Inn
484 Pittsfield Rd, PO Box 808, Lenox, MA
$69 nightly
The price is $77 total per night
$77 total
Sep 28 - Sep 29
Total with 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

Travelodge by Wyndham Great Barrington Berkshires
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
Sep 28 - Sep 29
Total with taxes and fees
Guests staying at Travelodge by Wyndham Great Barrington Berkshires enjoy free WiFi in public areas, laundry facilities, and a picnic area. 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 garden, and barbecue grills.
Pet friendly
Parking included

Pleasant Valley Motel West Stockbridge
42 Stockbridge Rd, West Stockbridge, MA
$68 nightly
The price is $75 total per night
$75 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Pleasant Valley Motel West Stockbridge enjoy features like free WiFi in public areas. If you drive, put free parking to good use. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Parking included
Free WiFi

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.
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.

Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Sep 28 - Sep 29
Total with taxes and fees
Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.

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.

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.
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 | $74 |
Highest Price | $196 |
Popular hotels | Monument Mountain Motel, The Weathervane Motel, Northside Motel, Econo Lodge Lee - Great Barrington, Wagon Wheel Inn, Travelodge by Wyndham Great Barrington Berkshires, Pleasant Valley Motel West Stockbridge, Stay Berkshires, Berkshire Inn, Best Western Plus Berkshire Hills Inn & Suites, The Dewey, The Black Swan Lee - Lenox, an Ascend Collection Hotel |
Recent Hotels with Air Conditioning 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 1 day ago
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