Hotels with smoking rooms in The Berkshires from $84

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Top The Berkshires Hotels with smoking rooms

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA

$349 nightly

$390 total

Dec 9 - Dec 10

Total with taxes and fees

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast and WiFi ...

Shaker Mill Inn

2 Oak Street West Stockbridge MA

$106 nightly

$117 total

Dec 9 - Dec 10

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A library is also provided.

The Porches Inn at Mass MoCA

231 River Street North Adams MA

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$183 total

Jan 8 - Jan 9, 2026

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$103 nightly

$115 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...

The Central Downtown Inn & Suites

20 W Housatonic St. Pittsfield MA

$85 nightly

$95 total

Dec 9 - Dec 10

Total with taxes and fees

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on ...

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street Pittsfield MA

Free Cancellation

$92 nightly

$103 total

Dec 12 - Dec 13

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Dec 9 - Dec 10

Total with taxes and fees

An outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and express check-out are also provided.

Travelodge by Wyndham Great Barrington Berkshires

400 Stockbridge Rd Great Barrington MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$84 total

Dec 9 - Dec 10

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and dry cleaning are also on offer.

1896 House Country Inn & Motels

910 Cold Spring Road Williamstown MA

$111 nightly

$125 total

Dec 14 - Dec 15

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, ...

Chesapeake Inn of Lenox

210 West Street Lenox MA

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This bed & breakfast features an outdoor pool, an outdoor tennis court, and a restaurant. Free perks include cooked-to-order breakfast, free self parking, and ...

Eastover Estate & Eco-Village

430 East St Lenox MA

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A coffee shop, free WiFi in public areas, and a terrace are available at this hotel. A garden, a library, and a picnic area are also on offer.

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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	1,085 hotels
Lowest Price	$84
Highest Price	$390
Popular hotels	Howard Johnson by Wyndham Lenox, Chesapeake Inn of Lenox, Holiday Inn & Suites Pittsfield-Berkshires by IHG, Devonfield Inn B&B, Eastover Estate & Eco-Village, Hampton Inn & Suites Berkshires-Lenox, Shaker Mill Inn, 1896 House Country Inn & Motels, The Porches Inn at Mass MoCA, Travelodge by Wyndham Great Barrington Berkshires, The Central Downtown Inn & Suites

Recent The Berkshires hotel reviews by fellow wanderers

Holiday Inn & Suites Pittsfield-Berkshires by IHG

5 out of 5

Posted 3 days ago

Travelocity Verified Review

"I enjoyed the holiday inn. I enjoyed the staff made me fell at home. I enjoyed the comfortable atmosphere and the room was nice and clean. I enjoyed the breakfast very much. The staff was very friendly. "

A verified traveler stayed at Holiday Inn & Suites Pittsfield-Berkshires by IHG