Hotels with smoking rooms in
The Berkshires

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Tonight Nov 30 - Dec 1Next weekend Dec 6 - Dec 8

Featured The Berkshires Hotels with smoking rooms

Howard Johnson by Wyndham Lenox
Howard Johnson by Wyndham Lenox
2 out of 5
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
The price is $88 per night from Dec 1 to Dec 2
$88
includes taxes & fees
Dec 1 - Dec 2
Howard Johnson by Wyndham Lenox
Chesapeake Inn of Lenox
Chesapeake Inn of Lenox
3 out of 5
210 West Street, P.O. Box 1920, Lenox, MA
Chesapeake Inn of Lenox
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $110 per night from Dec 3 to Dec 4
$110
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Devonfield Inn B&B
Devonfield Inn B&B
4 out of 5
85 Stockbridge Rd., Lee, MA
The price is $323 per night from Dec 3 to Dec 4
$323
includes taxes & fees
Dec 3 - Dec 4
Devonfield Inn B&B
Eastover Estate & Eco-Village
Eastover Estate & Eco-Village
3.5 out of 5
430 East St, P.O. Box 2282, Lenox, MA
Eastover Estate & Eco-Village
Hampton Inn & Suites Berkshires-Lenox
Hampton Inn & Suites Berkshires-Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
The price is $132 per night from Dec 12 to Dec 13
$132
includes taxes & fees
Dec 12 - Dec 13
Hampton Inn & Suites Berkshires-Lenox
Shaker Mill Inn
Shaker Mill Inn
2.5 out of 5
2 Oak Street, West Stockbridge, MA
The price is $159 per night from Dec 1 to Dec 2
$159
includes taxes & fees
Dec 1 - Dec 2
Shaker Mill Inn
1896 House Country Inn & Motels
1896 House Country Inn & Motels
2.5 out of 5
910 Cold Spring Road, Williamstown, MA
The price is $99 per night from Dec 1 to Dec 2
$99
includes taxes & fees
Dec 1 - Dec 2
1896 House Country Inn & Motels
The Porches Inn at Mass MoCA
The Porches Inn at Mass MoCA
3.5 out of 5
231 River Street, North Adams, MA
The price is $228 per night from Dec 1 to Dec 2
$228
includes taxes & fees
Dec 1 - Dec 2
The Porches Inn at Mass MoCA
Travelodge by Wyndham Great Barrington Berkshires
Travelodge by Wyndham Great Barrington Berkshires
2 out of 5
400 Stockbridge Rd, Great Barrington, MA
The price is $77 per night from Dec 1 to Dec 2
$77
includes taxes & fees
Dec 1 - Dec 2
Travelodge by Wyndham Great Barrington Berkshires
The Central Downtown Inn & Suites
The Central Downtown Inn & Suites
4 out of 5
20 W Housatonic St., Pittsfield, MA
The Central Downtown Inn & Suites
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.

Hotels in The Berkshires

Massachusetts is a city that has a lot going on, but you have your sights set on The Berkshires. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that The Berkshires has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of The Berkshires hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Massachusetts so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the The Berkshires underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the The Berkshires city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of The Berkshires cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in The Berkshires at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $77
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the The Berkshires hotel you want, book it, and never look back. Because your great escape is ahead of you.