Photo by Photo courtesy of Berkshire Visitors Bureau

Hotels with Views in The Berkshires

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Check availability on The Berkshires Hotels with Views

Our top choices for The Berkshires a view hotels

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, (1002)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is S$108
includes taxes & fees
24 Dec - 25 Dec
The Yankee, Trademark Collection by Wyndham
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, (986)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
The price is S$134
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn & Suites Pittsfield-Berkshires by IHG
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, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is S$199
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Miscellaneous
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, (1000)
"The staff was so kind and helpful and the rooms were clean and comfortable. This is now my go-to place to stay in the Berkshires!"
United States
Elisabeth
The price is S$145
includes taxes & fees
4 Jan - 5 Jan, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Exterior
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, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is S$195
includes taxes & fees
21 Dec - 22 Dec
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Hypo-allergenic bedding, desk, laptop workspace, blackout curtains
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, (1004)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
The price is S$180
includes taxes & fees
8 Jan - 9 Jan, 2026
Hotel Downstreet, an Ascend Collection Hotel
Garden
Shaker Mill Inn

Shaker Mill Inn

Shaker Mill Inn
2.5 star property
West Stockbridge
9.6 out of 10, Exceptional, (437)
"Nice place, easy check in"
United States
Robert
The price is S$153
includes taxes & fees
15 Dec - 16 Dec
Shaker Mill Inn
Exterior
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 S$248
includes taxes & fees
15 Dec - 16 Dec
The Cornell Inn, Lenox & The Berkshires
Balcony
The Central Downtown Inn & Suites

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (346)
"Very helpful staff, clean and spacious rooms. Has everything you need - well equipped."
United States
Lynn
The price is S$129
includes taxes & fees
15 Dec - 16 Dec
The Central Downtown Inn & Suites
Exterior
Prospect Berkshires

Prospect Berkshires

Prospect Berkshires
3.0 star property
Egremont
9.6 out of 10, Exceptional, (15)
"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 S$346
includes taxes & fees
4 Jan - 5 Jan, 2026
Prospect Berkshires
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Great stay there!! Very friendly staff"
Ann 2-night trip
Posted 6 days ago
The Yankee, Trademark Collection by Wyndham

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Frequently asked questions

How much do hotels with views in The Berkshires cost?
Rates for hotels with views in The Berkshires range from S$108 to S$346 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 9.0, so you're sure to find a place that's right for you. Travelling 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 favourite. 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 kilometres southeast of downtown and features amenities such as mountain views and a swimming pool. Another motel with a view is Cosy Corner Motel. It comes with a garden and a barbecue grill and is located about 3 kilometres north of the city centre.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 narrow your search by star rating, budget and amenities to find cheap hotels with views in The Berkshires. Want another cash-saving tip for your upcoming trip? Join One Key™ (it's free!) and get ready to unlock membership 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 holidaying 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.