Photo by Photo courtesy of Berkshire Visitors Bureau

Hotels with Views in The Berkshires, Massachusetts

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Check availability on The Berkshires Hotels with Views

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for The Berkshires a view hotels

Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1004)
"Room was very comfortable and it was clean. Staff were nice and helpful. Christmas decorations were lovely!"
United States
Clare
The price is P5,188
P5,795 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1003)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is P5,942
P6,638 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Yankee, Trademark Collection by Wyndham
Lobby
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
Great Barrington
9.4 out of 10, Exceptional, (759)
"Very friendly staff. Clean rooms. Great breakfast variety. Would definitely stay again."
United States
Dinh
The price is P7,931
P8,859 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 star property
South Lee
9.0 out of 10, Wonderful, (812)
"We had a great stay! Karaoke in the bar was a blast!! Great little condo!!"
United States
Stephanie
The price is P7,518
P9,547 total
includes taxes & fees
Jan 25 - Jan 26, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1003)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is P7,268
P8,118 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Hotel Downstreet, an Ascend Collection Hotel
Exterior
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.0 out of 10, Wonderful, (1002)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P6,100
P6,814 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Front of property
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires
3.5 star property
Lenox
9.0 out of 10, Wonderful, (1001)
"The Inn was very nice and the staff was super friendly and attentive."
United States
Steven
The price is P8,416
P9,683 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Cornell Inn, Lenox & The Berkshires
Egyptian cotton sheets, premium bedding, down comforters, minibar
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (17)
"Truly one of my favorite stays this year. The staff is so welcoming and friendly and really give the vibe they care about their guests. The property really blew me away and I felt like every detail was really thought out here. The cliff house is also an incredible restaurant we ended up eating there 5 times throughout our stay.... "
United States
Laura
The price is P14,824
P18,529 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Prospect Berkshires
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (439)
"The large kitchen and sitting/living with gas fireplace, with adjacent separate bedroom was very clean and cozy. Thank you to Meg and Dan for providing a nice holiday stay!!!"
United States
Carin
The price is P6,873
P7,540 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Shaker Mill Inn
In-room safe, desk, free WiFi, bed sheets
Blue Vista Motor Lodge

Blue Vista Motor Lodge

Blue Vista Motor Lodge
2.0 star property
North Adams
9.8 out of 10, Exceptional, (197)
"The suite I booked was very spacious and clean. I enjoyed the hot tub and sauna, fire pits and the view. A very relaxing place to stay. "
United States
Jean
The price is P10,492
P11,090 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Blue Vista Motor Lodge
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.
View all properties

Top The Berkshires Hotel Reviews

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

10/10 Excellent
"Staff were very friendly and flexible. The rooms were comfortable, spacious and clean. Easy checking and checking out. Plenty of parking. Would definitely stay there again and again. "
Robert 1-night trip
Posted 3 days ago
Hampton Inn & Suites Berkshires-Lenox

Frequently asked questions

How much do hotels with views in The Berkshires cost?
Rates for hotels with views in The Berkshires range from P5,795 to P18,529 per night. Whatever your budget or style, you're sure to find a view worth writing home about. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with views in The Berkshires?
There are multiple hotels with views in The Berkshires with a total average guest review rating of 9.1, so you're sure to find a place that's right for you. Traveling to Lenox? Look into Hotel On North. This popular 3.5-star option with a view features mountain views and laundry services. Hampton Inn & Suites Berkshires-Lenox is another recommended choice. Pool sun loungers and a swimming pool are just some of the amenities at this 2.5-star retreat in Lenox.
How many hotels with views are there in The Berkshires?
Check out our 33 hotels with views in The Berkshires and then book your favorite. Whether you're taking off on a work-related trip or reuniting with friends, an ideal stay is just clicks away with Expedia.
What are the top motels with views in The Berkshires?
You don't have to break your budget to find a getaway with a view in The Berkshires. If you're stopping over in Williamstown, be sure to check out Maple Terrace Motel. It's 2 kilometers southeast of downtown and features amenities such as mountain views and a swimming pool. Another motel with a view is Cozy Corner Motel. It comes with a garden and a barbecue grill and is located about 3 kilometers north of the city center.Williamstown is bursting with fabulous things to see and do. Be sure to check out Williamstown Theatre Festival and Sterling and Francine Clark Art Institute when you're ready to see the sights.
Are there any family-friendly hotels with views in The Berkshires?
You'll discover family-friendly hotels with views in locations around The Berkshires, including Lenox. The Black Swan Lee - Lenox, Ascend Hotel Collection is one property with views in this popular city. It has a 3-star rating and conveniences such as complimentary breakfast and a picnic area. Also consider Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel. With housekeeping services and free extra beds, this 3-star pick in Lenox will make your crew feel welcome and relaxed. Lenox has plenty of family-friendly attractions when it's time to sightsee. Hancock Shaker Village and Berkshire Museum will keep everyone entertained.
Why book your hotel with views in The Berkshires with Expedia?
Wherever you're heading to in The Berkshires, Expedia will help you locate the best hotels with views. On the search for something low cost or luxurious, a property that comes with a certain amenity, or one that's in a popular area? Use Expedia's search filters to find your ideal pad. As for incredible deals? We've got them too!
How can I find cheap hotels with views in The Berkshires?
Use Expedia's filter tool to refine your search results by star rating, budget and amenities to find cheap hotels with views in The Berkshires. Want another cash-saving tip for your upcoming vacation? Sign up for Expedia Rewards and start taking advantage of member discounts that'll make your wallet happy!
What is there to do in The Berkshires near my hotel with views?
There are tons of things to do in The Berkshires. If you're vacationing in Williamstown, be sure to look around Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory. Planning a getaway in Pittsfield? Bousquet Ski Area, Barrington Stage Company and Berkshire Museum are some major attractions here.

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