A diner with a green roof and a red barn in the background.

Spencertown Hotels

  • 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
25 Aug - 26 Aug
Tomorrow
26 Aug - 27 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Filter by

Star rating

Guest rating

Our top choices for Spencertown hotels

Breakfast included
Hotel
Bed & breakfast
Reserve now, pay later
Pet-friendly
Outdoor pool
Front of property
Lobby sitting area
Exterior

1. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
€65
includes taxes & fees
2 Sept - 3 Sept
Berkshire Travel Lodge
Garden
Standard Apartment, Private Bathroom (Greylock - No Pets)
Deluxe Suite, Private Bathroom (Garden - Pets Allowed) | Miscellaneous
Deluxe Suite, Private Bathroom (Clark - Pets Allowed)

2. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
€168
includes taxes & fees
27 Aug - 28 Aug
Shaker Mill Inn
Aerial view
Breakfast area
Library
Lobby sitting area

3. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Erdem
€124
includes taxes & fees
31 Aug - 1 Sept
Inn at Silver Maple Farm
Balcony
Standard Room, 2 Queen Beds
Front of property
Property grounds

4. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
Shruti
€107
includes taxes & fees
23 Sept - 24 Sept
Chatham Travel Lodge
Children’s activities
VIP
VIP
Reception

5. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
Peter
€65
includes taxes & fees
27 Aug - 28 Aug
Pleasant Valley Motel West Stockbridge
Restaurant
Pool
Lobby sitting area
Restaurant

6. Little Cat Lodge

Little Cat Lodge
Copake Falls
United States
Kees
€211
includes taxes & fees
24 Sept - 25 Sept
Little Cat Lodge
Lobby
Lobby
Standard Room, 2 Queen Beds, Non Smoking
Exterior

7. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Sisile
€89
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Great Barrington
Exterior
Pool
Room
Lobby lounge

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
BJORN
€118
includes taxes & fees
23 Sept - 24 Sept
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Suite, Multiple Beds, Non Smoking, Fireplace (with Sofabed)
Room
Exterior
Property amenity

9. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Jermaine
€109
includes taxes & fees
1 Sept - 2 Sept
Best Western Plus Berkshire Hills Inn & Suites
Property grounds
Exterior
Bar (on property)
Exterior

10. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Patricia
€193
includes taxes & fees
8 Sept - 9 Sept
The Red Lion Inn
Room
Suite, 1 Bedroom, Non Smoking
Exterior
Pool

11. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Elspeth
€76
includes taxes & fees
1 Sept - 2 Sept
Travelodge by Wyndham Great Barrington Berkshires
Room, 2 Queen Beds, Non Smoking
Exterior
Room
Exterior

12. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
John
€82
includes taxes & fees
1 Sept - 2 Sept
Monument Mountain Motel
Exterior
Room, 2 Double Beds | Pet-friendly
Front of property
Exterior

13. The Little Lion

The Little Lion
Great Barrington
United States
Anne
€108
includes taxes & fees
15 Sept - 16 Sept
The Little Lion
Lake
Exterior
Breakfast area
Lake

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Rinat
€122
includes taxes & fees
15 Sept - 16 Sept
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Superior Room, 1 King Bed, Jetted Tub | Jetted bathtub
Outdoor pool
View from room
Superior Room, 1 King Bed, Jetted Tub

15. The Yankee Inn

The Yankee Inn
Lenox
United States
Karen
€146
includes taxes & fees
13 Sept - 14 Sept
The Yankee Inn
Room
Living area
House | Dining room
House | Living area

16. The Brooks Motel

The Brooks Motel
Hillsdale
United States
Nelson
€140
includes taxes & fees
24 Sept - 25 Sept
The Brooks Motel
Lobby
Standard Room, 1 King Bed, Non Smoking
Breakfast area
Lobby

17. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
€105
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Lee - Lenox South
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area
Exterior
Premium Apartment, 2 Bedrooms, Fireplace, Mountain View | Living area
Garden

18. East Rock Inn

East Rock Inn
Great Barrington
United States
ERIK
€125
includes taxes & fees
8 Sept - 9 Sept
East Rock Inn
Lobby lounge
Terrace/patio
Lobby
Lobby

19. Berkshires Untold

Berkshires Untold
Lenox
United States
Christine
€136
includes taxes & fees
9 Sept - 10 Sept
Berkshires Untold
Room
Lobby
Gazebo
Exterior

20. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
Lenox
United States
Sheila
€76
includes taxes & fees
31 Aug - 1 Sept
Howard Johnson by Wyndham Lenox
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Spencertown

Venture to The Mac-Haydn Theatre and Furnace Brook Winery at Hilltop Orchards—just two of the sights around Spencertown.

See all hotels in Spencertown
A diner with a green roof and a red barn in the background.
Photo by Charlie Rhodes

Top Spencertown Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"My wife and I really enjoyed our stay. It was quiet and clean. Really liked that there was a Stop and Shop right across the street."
Randal L 2-night trip
Posted 4 hours ago
Berkshire Mountain Lodge
The Yankee Inn

The Yankee Inn

8/10 Good
"Almost two hotels in one. Several structures. One nicely updated, all check-ins, breakfast. Our stay was in an older building… while it was clean there was a musty smell. The room was very dated and the ac was loud… Time to upgrade that building."
Barb 1-night trip
Posted 14 hours ago
The Yankee Inn
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

10/10 Excellent
"Fine place to stay in the Lenox area."
Anthony 1-night trip
Posted 20 hours ago
Best Western Plus Berkshire Hills Inn & Suites
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

8/10 Good
"Great setting along the Hudson River. Kind of noisy . Lots of hard surfaces. Staff were very nice. Food was good. Needed a lite blanket, one on bed was heavy . Thanks for a lovely stay."
Joseph 1-night trip
Posted 1 day ago
voco James Newbury Hudson Valley by IHG
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

10/10 Excellent
"Great spa"
Elizabeth 2-night trip
Posted 2 days ago
Pocketbook Hotel and Bath
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent
"Oak’n’Spruce is a lovely resort in a wonderful area of the Berkshires. Very nice amenities, along with pools, tennis, mini golf, ping pong and other family activities. Best of all, it’s a short drive to the charming town of Stockbridge, a short drive to Tanglewood, and another short drive to Jacob’s pillow, a wonderful indoor and outdoor dance performance venue. We stay there often, and always makes four a cultural experience and wonderful family time."
Robert 3-night trip
Posted 2 days ago
Holiday Inn Club Vacations Oak 'n Spruce Resort
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent
"I liked the balcony overlooking the lake"
Rinat 3-night trip
Posted 2 days ago
The Black Swan Lee - Lenox, an Ascend Collection Hotel
St. Charles Hotel

St. Charles Hotel

8/10 Good
"A no-frills hotel, but super pet-friendly and with the friendliest , most helpful staff. Very close to Warren St,ots of shops and restaurants around!"
Gabriela 1-night trip
Posted 3 days ago
St. Charles Hotel
FairBridge Inn Express

FairBridge Inn Express

10/10 Excellent
"It was very nice and everyone was extremely helpful"
ERICIA 1-night trip
Posted 4 days ago
FairBridge Inn Express

More cheap stays in Spencertown

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
€59
30 Aug - 31 Aug
includes taxes & fees
FairBridge Inn Express
Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox

462 Pittsfield Rd Lenox MA
€76
31 Aug - 1 Sept
includes taxes & fees
7.6/10 Good! (903 reviews)
Howard Johnson by Wyndham Lenox
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
€89
21 Sept - 22 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
Quality Inn Great Barrington
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street Pittsfield MA
€114
24 Sept - 25 Sept
includes taxes & fees
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
€146
13 Sept - 14 Sept
includes taxes & fees
9.2/10 Wonderful! (1,021 reviews)
The Yankee Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
€256
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (66 reviews)
Pocketbook Hotel and Bath

Frequently asked questions

What's the best place for a stay in Spencertown?
Located 13.8 mi (22.3 km) from the heart of Spencertown, The Yankee Inn is a top choice for your stay, based on our traveller data. Two other choices for your visit to the area are Berkshire Mountain Lodge and Berkshires Untold. See all available top hotels, or vacation rentals in Spencertown.
What are some of the best holiday rentals that Spencertown has to offer?
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country: This holiday home rental outside of Spencertown is located near skiing, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. See all vacation rentals in Spencertown.
If I need to cancel my hotel reservation in Spencertown, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Spencertown.
What are some hotels with pools in Spencertown?
The Yankee Inn: Features a seasonal outdoor pool, an indoor pool and buffet. Berkshire Mountain Lodge and Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG are two additional hotels with an on-site pool. View all hotels with pools in Spencertown.
What is staying in Spencertown like?
Visitors will definitely enjoy all that Spencertown has to offer. In Spencertown, there are 6 hotels and other accommodation options to choose from. Find out more about Spencertown.
What should I see while I'm in Spencertown?
Places to visit in the wider area include The Mac-Haydn Theatre, Furnace Brook Winery at Hilltop Orchards and Berkshire Botanical Garden. You'll also find Norman Rockwell Museum and Catamount Aerial Adventure Park in the area. Take a look at what more there is to see and do in Expedia's Spencertown guide.
What's the weather like in Spencertown?
The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Spencertown are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

Explore a world of travel with Expedia