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

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Our top choices for Spencertown hotels

A modern hotel lobby with seating areas, tables, and a reception desk.
A kitchenette with a microwave, coffee maker, and coffee cups.
A hotel room with two beds, a desk, a TV, and a window with curtains.
A coffee station with two coffee machines and a variety of coffee pods and cups.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
United States
Maria Dulce
CA $135
CA $151 total
includes taxes & fees
Nov 2 - Nov 3
Holiday Inn Express Hotel & Suites Great Barrington by IHG
Outdoor pool
Front of property
Exterior
Lobby sitting area

2. Berkshire Travel Lodge

Berkshire Travel Lodge
Austerlitz
United States
Kris
CA $96
CA $108 total
includes taxes & fees
Oct 5 - Oct 6
Berkshire Travel Lodge
A red building with a sign reading "Shaker Mill Inn."
A stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.
A cozy room with a bed, a sofa, a small table, and a desk. There are two lamps on the bed and a window with curtains.
A covered patio with a round glass table and metal chairs, a wooden deck, and a view of trees and hills.

3. Shaker Mill Inn

Shaker Mill Inn
West Stockbridge
United States
Mervin
CA $198
CA $217 total
includes taxes & fees
Nov 1 - Nov 2
Shaker Mill Inn
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.
A hotel room with a wooden desk, a television, a mirror, and a bathroom visible through an open door.
A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.
A hotel room with a bathroom, a bed, a desk, and a nightstand.

4. Quality Inn Great Barrington

Quality Inn Great Barrington
Great Barrington
United States
Joan
CA $108
CA $120 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn Great Barrington
A wooden deck with white railings and hanging flower baskets.
A hotel room with two queen beds, a desk, a chair, a lamp, and a window with curtains.
A bathroom with a bathtub, toilet, and sink. There is a shower curtain, a towel rack, and a hairdryer.
A two-story building with a balcony, a red door, and a staircase leading to the second floor.

5. Chatham Travel Lodge

Chatham Travel Lodge
Old Chatham
United States
andrew
CA $159
CA $179 total
includes taxes & fees
Oct 4 - Oct 5
Chatham Travel Lodge
A group of people performing yoga in an outdoor setting with grass and trees.
A motel with a row of rooms, a parking lot, and a hilly backdrop.
A hotel room with a flat-screen TV, a microwave, a refrigerator, a wooden dresser, a bedside lamp, and a framed picture on the wall.
A hotel room with a bed, two chairs, a small table, and a lamp.

6. Pleasant Valley Motel West Stockbridge

Pleasant Valley Motel West Stockbridge
West Stockbridge
United States
James
CA $91
CA $100 total
includes taxes & fees
Oct 12 - Oct 13
Pleasant Valley Motel West Stockbridge
A large house with a balcony and a grassy yard.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A room with a white desk, two floral chairs, a small round table with a plant, a hanging lamp, and two framed artworks on the wall.
A two-story building with a gabled roof and a chimney.

7. The Little Lion

The Little Lion
Great Barrington
United States
Lidia
CA $148
CA $165 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.
A motel with a parking lot and several cars parked.
A hotel room with a wooden dresser, a television, a microwave, and a mirror.
A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

8. Monument Mountain Motel

Monument Mountain Motel
Great Barrington
United States
Victor
CA $85
CA $95 total
includes taxes & fees
Nov 1 - Nov 2
Monument Mountain Motel
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.
A hotel room with a sofa, a wooden table, a lamp, a telephone, and a painting on the wall.
A living room with a patterned carpet, two sofas, a dining table, and chairs.
A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

9. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
Great Barrington
United States
Mark
CA $113
CA $126 total
includes taxes & fees
Oct 18 - Oct 19
Travelodge by Wyndham Great Barrington Berkshires
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.
A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
United States
Bruce
CA $205
CA $229 total
includes taxes & fees
Nov 2 - Nov 3
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.
A covered porch with wicker furniture and hanging flower baskets.
A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.
A bar with wooden floors and shelves filled with bottles.

11. The Red Lion Inn

The Red Lion Inn
Stockbridge
United States
Stephan
CA $224
CA $322 total
includes taxes & fees
Nov 3 - Nov 4
The Red Lion Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.
A lodge with a large building and a dock by a lake, surrounded by forest.
A lakeside lodge with a dock, fishing rods, and outdoor seating.
A lakeside dock with kayaks and a covered boat ramp.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee
United States
Bob
CA $165
CA $184 total
includes taxes & fees
Nov 1 - Nov 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.
A modern restaurant with wooden flooring, bar area, and seating arrangements.
An indoor swimming pool with clear glass walls, a hot tub area, and a seating area with chairs and tables.
A large, multi-story hotel with a symmetrical facade, multiple balconies, and a well-lit entrance.

13. Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires
Lenox
United States
Tracy
CA $179
CA $200 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard by Marriott Lenox Berkshires
A reception area with a fireplace, seating, and a doormat with the logo "Quality".
A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.
A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.
A hotel room with a bed, a desk, a television, a microwave, and a sofa.

14. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
Lee
United States
Christine
CA $156
CA $175 total
includes taxes & fees
Oct 25 - Oct 26
Quality Inn Lee - Lenox South
A modern bathroom with a freestanding bathtub, a fireplace, and two framed posters on the wall.
A swimming pool with a surrounding deck, a stone wall, and a building in the background.
A hotel room with a four-poster bed, two armchairs, a small table with a book, and a decorative canopy.
A view from a balcony with a wooden railing, a grassy landscape, and a mountain in the distance.

15. The Yankee Inn

The Yankee Inn
Lenox
United States
William
CA $140
CA $156 total
includes taxes & fees
Oct 19 - Oct 20
The Yankee Inn
A hotel room with a large bed, a flat-screen TV, a fireplace, a desk with a chair, and a nightstand with lamps.
A Best Western Plus hotel with a two-story building, a covered front entrance, and a parking lot.
A hotel room with a patterned carpet, a sofa, a chair, a small table, a lamp, a television on a cabinet, and two framed pictures on the wall.
A reception area with a coffee machine, a water dispenser, and a sign indicating the fitness center.

16. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
Pittsfield
United States
Joe
CA $133
CA $149 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Berkshire Hills Inn & Suites
A spacious lobby with a fireplace, multiple seating areas, and a chandelier.
A garden with wooden Adirondack chairs and a stone pathway.
A spacious lobby with a fireplace, seating area, and a bar.
A hotel lobby with a snow-covered entrance and a sign reading "Lobby".

17. Berkshire Mountain Lodge

Berkshire Mountain Lodge
Pittsfield
United States
Jay
CA $121
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Berkshire Mountain Lodge
An indoor swimming pool with clear water, tiled floors, and a blue wall.
A modern cafe with a counter, seating area, and large windows.
A snack bar with shelves of snacks and a refrigerated display.
A reception area with a modern design, including a reception desk, a Holiday Inn Express sign, and a refrigerator stocked with beverages.

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

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Pittsfield
United States
Sheldon
CA $141
CA $158 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
An aerial view of a large estate with multiple buildings, surrounded by dense greenery and trees.
A spacious living room with high ceilings, exposed wooden beams, a fireplace, and comfortable seating.
A spacious living room with a high ceiling, wooden beams, a fireplace, and a bookshelf filled with books.
A spacious kitchen with wooden beams, a dining area with a large table and chairs, and a view of the outdoors through large windows.

19. Inn at Silver Maple Farm

Inn at Silver Maple Farm
East Chatham
United States
Erdem
CA $291
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Inn at Silver Maple Farm
A large house with a covered patio area featuring outdoor seating and a fire pit.
A sunlit room with large windows, a stone floor, and two rocking chairs.
A cozy lounge area with plush seating, a fireplace, and large windows offering a view of the outdoors.
A corner dining area with a wooden table set for four, surrounded by upholstered chairs.

20. The Whitlock

The Whitlock
Lenox
United States
Michael
CA $190
CA $212 total
includes taxes & fees
Nov 2 - Nov 3
The Whitlock
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Learn more about Spencertown

Check out Berkshire Botanical Garden and Norman Rockwell Museum—just a couple 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

The Whitlock

The Whitlock

10/10 Excellent
"Our stay at the Whitlock was great. I highly recommend this place for others wanted to stay in a historic inn. The Whitlock is an old inn. It was built in 1771. It has been renovated and kept up very well. The staff was very friendly and nice."
Phil 2-night trip
Posted 3 hours ago
The Whitlock
Berkshire Mountain Lodge

Berkshire Mountain Lodge

8/10 Good
"Our visit was very nice. Facilities were beautiful!"
marilyn 4-night trip
Posted 4 hours ago
Berkshire Mountain Lodge
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

10/10 Excellent
"New hotel! Staff and rooms great quiet and clean"
Ann-Marie 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Hotel On North

Hotel On North

10/10 Excellent
"Delightful place with charm and warmth and character. I would love to come back."
Richard 1-night trip
Posted 2 days ago
Hotel On North
St. Charles Hotel

St. Charles Hotel

8/10 Good
"The room was clean and modern and the staff were friendly and professional. Parking was close and ample."
Virginia 1-night trip
Posted 6 days ago
St. Charles Hotel
voco James Newbury Hudson Valley by IHG

voco James Newbury Hudson Valley by IHG

10/10 Excellent
"The property is set in a small quaint area overlooking the river. The hotel and additional buildings are really pretty and our room was huge and comfortable for three people. The staff were attentive, the beds were comfortable, and the shower hot. We were going to a show at the Basilica Hudson so although it was a short stay, it was wonderful and would highly recommend. We didn’t partake in the restaurant, live music or breakfast, but all seemed to be a great addition."
Megan 1-night trip
Posted 6 days ago
voco James Newbury Hudson Valley by IHG

More cheap stays in Spencertown

FairBridge Inn Express

FairBridge Inn Express

16 Cheshire Road Pittsfield MA
CA $89
CA $99 total
Oct 4 - Oct 5
includes taxes & fees
5.4/10 (914 reviews)
FairBridge Inn Express
Quality Inn Great Barrington

Quality Inn Great Barrington

372 Main Street Great Barrington MA
CA $108
CA $120 total
Nov 1 - Nov 2
includes taxes & fees
Quality Inn Great Barrington
The Yankee Inn

The Yankee Inn

461 Pittsfield Rd Lenox MA
CA $140
CA $156 total
Oct 19 - Oct 20
includes taxes & fees
The Yankee Inn
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

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

1055 South Street Pittsfield MA
CA $141
CA $158 total
Nov 1 - Nov 2
includes taxes & fees
9.2/10 Wonderful! (226 reviews)
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
St. Charles Hotel

St. Charles Hotel

16 Park Place Hudson NY
CA $213
CA $241 total
Oct 28 - Oct 29
includes taxes & fees
6.6/10 (986 reviews)
St. Charles Hotel
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

549 Washington Street Hudson NY
CA $266
CA $365 total
Oct 26 - Oct 27
includes taxes & fees
Pocketbook Hotel and Bath

Hotels in Spencertown with star rating

Frequently asked questions

What is the best area to stay in Spencertown?
The best area to stay in Spencertown is the hamlet itself, particularly around the intersection of Spencertown Road and East Chatham Road, where the general store and local community hall are located.This area forms the quiet heart of Spencertown, characterised by its rural charm, historic homes, and winding country roads. It's a small, spread-out community, so staying centrally offers the easiest access to the few local amenities and a true sense of the area's peaceful character.Couples looking for a tranquil escape will find this area ideal. It's superb for enjoying long walks, exploring the scenic countryside, and visiting local farms and artisans. The emphasis here is on relaxation and enjoying the natural beauty, with a pace of life that encourages unwinding.For families, staying in Spencertown offers a wonderful opportunity for outdoor activities. The nearby state parks, such as Taconic State Park, provide ample space for hiking, picnicking, and enjoying nature.
When is the best time to go to Spencertown?
The best time to visit Spencertown is during the late spring, summer, and early autumn months, from May to October, when the weather is most pleasant for outdoor activities and local events are in full swing.For those looking to enjoy the natural beauty of the Columbia County countryside, June through August offers warm temperatures superb for exploring hiking trails, visiting local farms, and enjoying outdoor dining. This period also sees many community events and farmers' markets in nearby towns, making it an ideal time for families to experience local culture and fresh produce.Early autumn, specifically September and October, is a fantastic time for couples seeking a scenic and tranquil escape. The foliage transforms into stunning colours, creating beautiful landscapes superb for drives or walks.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Spencertown.
How much is the nightly rate at a Spencertown hotel?
Prices for hotels in Spencertown often vary, but you can find a great deal from CA $95 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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