Explore 46 Luxury Hotels in The Berkshires

Name: Hotel On North
Price range: $178 total

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Best Luxury Hotels in The Berkshires

The Yankee Inn

461 Pittsfield Rd Lenox MA

$109 nightly

$122 total

May 17 - May 18

Total with taxes and fees

This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...

9.2/10 Wonderful! (1,002 reviews)

Over the top customer service. Comfortable, super clean room.

Reviewed on May 16, 2026

Lantern House Motel

256 Stockbridge Road Great Barrington MA

A seasonal outdoor pool is featured at this motel, along with free self parking. WiFi in public areas is free. A garden and a picnic area are also provided.

8.2/10 Very Good! (455 reviews)

Avoid staying here if you can.

The fact that they require a vaccine card should be mentioned in their Hotels.com profile. Luckily for me I had it in my car. I don't mind if some hotel owners want to require it, but it should be pretty clearly stated. The owner told me that I didn't need to use the air conditioner, that I should ...

Reviewed on Nov 22, 2021

Get rates

Sunset Inn

150 Housatonic Street Lee MA

$106 nightly

$118 total

May 26 - May 27

Total with taxes and fees

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

7.6/10 Good! (412 reviews)

Decent clean quiet

Reviewed on Apr 11, 2026

Wagon Wheel Inn

484 Pittsfield Rd Lenox MA

A hot tub is featured at this motel, along with free self parking. WiFi in public areas is free. Express check-out is also provided.

7/10 Good! (641 reviews)

We've been in worse, but not by much. It kept the wind out of our hair and the shower had plenty of hot water. That's about it

Reviewed on Oct 26, 2025

Get rates

1896 House Country Inn & Motels

910 Cold Spring Road Williamstown MA

$104 nightly

$116 total

May 17 - May 18

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, ...

6.6/10 (450 reviews)

Older strip type motel. That said room was clean and bed was comfortable. It was good for a couple of days that I stayed. No breakfast available at motel though they did give me a discount coupon to bar/resturant next door.

Reviewed on Apr 4, 2026

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

26 Glendale Road, RR 183 Stockbridge MA

$335 nightly

$374 total

May 31 - Jun 1

Total with taxes and fees

A seasonal outdoor pool, free self parking, and laundry facilities are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast ...

The Orchards Hotel

222 Adams Rd Williamstown MA

A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal ...

Get rates

Hotel On North

297 North Street Pittsfield MA

Fully refundableReserve now, pay when you stay

$159 nightly

$178 total

Jun 16 - Jun 17

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...

Don't see what you're looking for?

See all available properties in The Berkshires

View all properties

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.

More 4 star hotels in The Berkshires

Hampton Terrace Inn

91 Walker Street Lenox MA

$274 nightly

$306 total

May 25 - May 26

Total with taxes and fees

9/10 Wonderful! (44 reviews)

The Berkshires Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the The Berkshires luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in The Berkshires to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in The Berkshires will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in The Berkshires, and plan your next opulent escape.

The Berkshires hotels essential information

Accommodation	1,121 hotels
Lowest Price	$116
Highest Price	$374
Popular hotels	The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, The Orchards Hotel, Lantern House Motel, Wagon Wheel Inn, Hotel On North, 1896 House Country Inn & Motels, The Yankee Inn, Sunset Inn

Popular Luxury Stays in The Berkshires

Recent The Berkshires Hotel Reviews By Fellow Wanderers

Quality Inn Great Barrington

5 out of 5

Posted 1 hour ago

Travelocity Verified Review

"The room was nice, didn’t care for the smell in the room but I guess it’s normal. Room was clean. Nice area. Very cute town. Would definitely stay again. Loved the Bible in the drawer."

A verified traveler stayed at Quality Inn Great Barrington