Hotels near Jacob's Pillow

Start date: Check-in selected.
To Date
End date: Check-out

  • 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 prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Jacob's Pillow hotels

Lobby
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
11 km from Jacob's Pillow
8.4 out of 10, Very Good, (1002)
"The staff is always so helpful & nice, and the rooms are always clean and comfortable. This is my favorite place to stay in Lee!"
United States
Cooper
The price is P4,852
P5,419 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Quality Inn Lee - Lenox South
Front of property
Chambery Inn

Chambery Inn

Chambery Inn
3.0 star property
12.1 km from Jacob's Pillow
9.6 out of 10, Exceptional, (373)
"Amazing customer service! Location was very good to explore the area."
United States
Sophia
Chambery Inn
Front of property - evening/night
Devonfield Inn B&B

Devonfield Inn B&B

Devonfield Inn B&B
4.0 star property
12.7 km from Jacob's Pillow
10.0 out of 10, Exceptional, (134)
"The inn has an excellent location and amenities."
United States
Christopher
Devonfield Inn B&B
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
13.3 km from Jacob's Pillow
9.0 out of 10, Wonderful, (1006)
"Room was clean and the staff was super friendly and helpful!"
United States
Ethan
The price is P5,890
P6,579 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Black Swan Lee - Lenox, an Ascend Collection Hotel
In-room dining
Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
12 km from Jacob's Pillow
6.4 out of 10, (650)
"The room was clean and the service adequate"
United States
David
The price is P4,392
P4,906 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Econo Lodge Lee - Great Barrington
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
12.8 km from Jacob's Pillow
9.0 out of 10, Wonderful, (804)
"Convenient location, very roomy, well equipped kitchen. "
United States
Carolyn
The price is P7,505
P9,531 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Individually decorated, individually furnished, desk, laptop workspace
Pilgrim Inn

Pilgrim Inn

Pilgrim Inn
2.5 star property
11 km from Jacob's Pillow
5.8 out of 10, (332)
"Was horrible. Unsafe and scarey"
United States
Sharon
The price is P4,704
P5,254 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Pilgrim Inn
Front of property
The Inn at Stockbridge

The Inn at Stockbridge

The Inn at Stockbridge
4.0 star property
14.8 km from Jacob's Pillow
9.8 out of 10, Exceptional, (99)
"Well-run and elegant property. "
United States
Steven
The price is P14,727
P17,274 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Inn at Stockbridge
Seasonal outdoor pool
Sunset Inn

Sunset Inn

Sunset Inn
2.0 star property
11.1 km from Jacob's Pillow
7.6 out of 10, Good, (410)
"Room was clean, bed comfortable, nearby to restaurants, gas stations. Only one complaint and that is that the room/bathroom was small and felted cramped and slightly difficult to move around, other than that drawback it served it’s purpose "
United States
Kimberly
The price is P5,285
P5,903 total
includes taxes & fees
Dec 23 - Dec 24
Sunset Inn
Lobby
Element Lenox Berkshires

Element Lenox Berkshires

Element Lenox Berkshires
3.0 star property
18.4 km from Jacob's Pillow
9.8 out of 10, Exceptional, (13)
"New hotel very nice"
United States
joel
The price is P7,927
P8,855 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Element Lenox Berkshires
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
19.8 km from Jacob's Pillow
9.2 out of 10, Wonderful, (1005)
"Friendly staff, very clean room and super comfy bed"
United States
Linda
The price is P4,442
P4,962 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Yankee, Trademark Collection by Wyndham
Exterior
The Red Lion Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
16.1 km from Jacob's Pillow
8.8 out of 10, Excellent, (1001)
"Old time charm and hot tub under the stars"
United States
Lori
The price is P8,808
P12,463 total
includes taxes & fees
Jan 14 - Jan 15, 2026
The Red Lion Inn
Front of property
Brook Farm Inn

Brook Farm Inn

Brook Farm Inn
3.5 star property
17.2 km from Jacob's Pillow
9.4 out of 10, Exceptional, (164)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn
Property amenity
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
3.0 star property
18.1 km from Jacob's Pillow
9.2 out of 10, Wonderful, (592)
"Roomy, clean, the view is fantastic with the foliage, exactly like the photos. "
United States
Mingming
The price is P8,162
P9,117 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Courtyard by Marriott Lenox Berkshires
Lobby lounge
Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
19.5 km from Jacob's Pillow
9.2 out of 10, Wonderful, (1000)
"Clean, pleasant staff and good breakfast. "
United States
Edward
The price is P6,107
P6,822 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn & Suites Berkshires-Lenox
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
19.8 km from Jacob's Pillow
9.4 out of 10, Exceptional, (758)
"Clean room, very courteous staff "
United States
Thomas
The price is P7,927
P8,855 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Premium bedding, individually decorated, iron/ironing board, free WiFi
33 Main

33 Main

33 Main
4.0 star property
17.3 km from Jacob's Pillow
10.0 out of 10, Exceptional, (74)
"Beautiful place. Wonderful owner and staff. Our stay there was a total delight."
United States
James
The price is P23,503
P26,253 total
includes taxes & fees
Jan 18 - Jan 19, 2026
33 Main
Lobby lounge
Berkshires Untold

Berkshires Untold

Berkshires Untold
3.5 star property
18.7 km from Jacob's Pillow
9.0 out of 10, Wonderful, (818)
"Easiest check in and out. Great food in dining room. "
United States
William
The price is P6,439
P7,192 total
includes taxes & fees
Dec 23 - Dec 24
Berkshires Untold
Exterior
Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
19.6 km from Jacob's Pillow
8.8 out of 10, Excellent, (710)
"Great hospitality "
United States
regina maria
The price is P6,283
P7,018 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Front of property
Gedney Farm

Gedney Farm

Gedney Farm
3.5 star property
18.1 km from Jacob's Pillow
9.2 out of 10, Wonderful, (132)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is P10,892
P11,949 total
includes taxes & fees
Dec 23 - Dec 24
Gedney Farm
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 Jacob's Pillow Hotel Reviews

Hotels near other Jacob's Pillow attractions

Goose Pond Reservation

4.3/5 (6 reviews)
Commune with nature and explore the great outdoors at Goose Pond Reservation during your travels in Lee. While you're here, you can savor the top-notch restaurants.
See properties

Pyramid Lake

Commune with nature and explore the great outdoors at Pyramid Lake during your travels in Becket. Wander the lakeside in this relaxing area.
See properties

Frequently asked questions

What's the area like around Jacob's Pillow?
Jacob's Pillow is located in a scenic area of Becket known for its beautiful lakeside setting and hiking. If you're looking for a convenient place to stay, check out the 5 hotels and other accommodations you'll find within a mile.
How many hotels will I find close to Jacob's Pillow?
Expedia has 5 hotels and other accommodations within a mile from Jacob's Pillow.
If I need to cancel the hotel reservation for my stay near Jacob's Pillow, will I receive a refund?
Yes! Most hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of booking. Add dates, click "Search", then you can use the "fully refundable" filter to view the best deals near Jacob's Pillow.
What can I see and do near Jacob's Pillow?
You might spend a leisurely day outdoors at McLennan Reservation and Ashintully Gardens. At Pyramid Lake, Goose Pond Reservation, and Iroquis Waterfront, take some time to really appreciate nature. A visit to Otis Ridge is worth the trip when you're visiting.