A person snowboarding down a snowy slope.

Find Oceanfront Hotels in The Berkshires, MA from CA $154

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on The Berkshires Oceanfront Hotels

Tonight
Sep 12 - Sep 13
Tomorrow
Sep 13 - Sep 14
Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27

Our top choices for The Berkshires hotels with an ocean view

1. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
CA $145
CA $162 total
includes taxes & fees
Sep 22 - Sep 23
The Yankee Inn

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
CA $179
CA $200 total
includes taxes & fees
Sep 20 - Sep 21
Holiday Inn Express Hotel & Suites Great Barrington by IHG

3. The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Susan
CA $173
CA $194 total
includes taxes & fees
Sep 21 - Sep 22
The Black Swan Lee - Lenox, an Ascend Collection Hotel

4. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Robert
CA $110
CA $154 total
includes taxes & fees
Oct 1 - Oct 2
Berkshire Mountain Lodge

5. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
CA $149
CA $166 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Lee - Lenox South

6. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
CA $144
CA $160 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Great Barrington

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
United States
Linda
CA $162
CA $208 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Club Vacations Oak 'n Spruce Resort

8. Berkshires Untold

Berkshires Untold
Lenox
United States
David
CA $183
CA $204 total
includes taxes & fees
Sep 13 - Sep 14
Berkshires Untold

9. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Bruce
CA $258
CA $288 total
includes taxes & fees
Sep 17 - Sep 18
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10. Hotel On North

Hotel On North
Pittsfield
United States
Drew
CA $186
CA $208 total
includes taxes & fees
Sep 13 - Sep 14
Hotel On North
View all properties

Find out more about The Berkshires

Discover top The Berkshires attractions

The Berkshires is a paradise of experiences for discerning travellers seeking quality and adventure. Start your exploration at the Norman Rockwell Museum in Stockbridge, where you can immerse yourself in the charming and nostalgic works of America’s beloved illustrator, perfect for families looking to spark creativity in their children. For a taste of the outdoors, venture into the lush landscapes of Mount Greylock State Reservation, where hiking trails lead to breathtaking views from the highest peak in Massachusetts, ideal for adventurous spirits. Art enthusiasts will find their haven at the Massachusetts Museum of Contemporary Art (Mass MoCA) in North Adams, featuring stunning installations and performances that stimulate the mind and inspire the soul. Families can enjoy a day of fun at the Berkshire Museum, which combines art, history, and science exhibits that delight visitors of all ages. For accommodation, the quaint town of Lenox offers a range of upscale hotels and charming inns, such as the luxurious Blantyre, where you can relax in elegant rooms and enjoy the beautiful estate grounds. After a day of exploration, unwind at the hotel’s spa, or indulge in a gourmet meal at their acclaimed restaurant, ensuring a pampered stay in this picturesque region.

Top The Berkshires Hotel Reviews

Explore a world of travel with Expedia