Book The Best Hotels in Southfield, MA for 2026 from CA $121 - Fully Refundable Options

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Our top choices for Southfield hotels

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Cookson State Forest

Pet friendly

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

A hotel reception area with framed artwork, a coffee machine, and a sign indicating 'Quality by Choice Hotels'.

A Quality Inn sign, a brick building, and a parking lot with cars.

A hotel room with a bathroom, a bed, a desk, and a nightstand.

1. Quality Inn Great Barrington

Great Barrington

Sisile

CA $127

CA $142 total

includes taxes & fees

Sep 13 - Sep 14

A Holiday Inn Express & Suites building with a stone facade, a covered entrance, and a parking lot.

A hotel room with two beds, a desk, a TV, and a window with curtains.

An indoor swimming pool with clear water, surrounded by chairs and tables, large windows, and a tiled floor.

A modern hotel lobby with seating areas, tables, and a reception desk.

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

Great Barrington

BJORN

CA $169

CA $189 total

includes taxes & fees

Sep 23 - Sep 24

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

A dining room with a wooden table, chairs, a vase with flowers, and red curtains.

A two-story building with a flat roof, solar panels, and a small patio area.

A covered porch with white railings and rocking chairs.

3. Locust Tree Bed and Breakfast LLC

East Canaan

Regina

CA $144

CA $166 total

includes taxes & fees

Aug 24 - Aug 25

A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

A rustic barn-style venue with round tables and chairs, string lights, and a central bar area.

A wooden sign with "GEDNEY FARM" written on it, surrounded by lush greenery and purple flowers.

A spacious living room with a fireplace, patterned armchairs, and a staircase leading to an upper level.

4. Gedney Farm

Great Barrington

Jane

CA $316

CA $346 total

includes taxes & fees

Aug 24 - Aug 25

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

A row of motel rooms with red doors, a covered walkway, and a view of mountains in the background.

A motel with a parking lot and several cars parked.

A hotel room with a wooden dresser, a television, a microwave, and a mirror.

5. Monument Mountain Motel

Great Barrington

John

CA $118

CA $131 total

includes taxes & fees

Sep 1 - Sep 2

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

A dining area with multiple tables set for service, wooden floors, and large windows offering a view of the outdoors.

A room with a fireplace, two striped armchairs, and a floral drape.

A cozy living room with floral wallpaper, a sofa, a coffee table, and two lamps.

6. Blackberry River Inn

Norfolk

Cheryl

CA $243

CA $280 total

includes taxes & fees

Sep 10 - Sep 11

A dining area with round tables set for two, a fireplace, and a mural on the wall.

A room with two brown leather armchairs, a wooden side table with a lamp, a potted plant, and a window with a view of a snowy landscape.

A room with a leather armchair, a table with a potted plant, a lamp, and a fireplace with decorative elements.

A white two-story house with a front door, windows, and a chimney.

7. The Old Inn On The Green

Great Barrington

Catherine

CA $439

CA $529 total

includes taxes & fees

Sep 1 - Sep 2

A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

A motel with a two-story structure, multiple rooms with red doors, and a central staircase.

A living room with a patterned carpet, two sofas, a dining table, and chairs.

A circular pool with a tiled edge, surrounded by a concrete deck and a grassy area with chairs and a small shed.

8. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Elspeth

CA $109

CA $121 total

includes taxes & fees

Sep 1 - Sep 2

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

A corner market with a sign reading "the Corner Market" and shelves stocked with various snacks and groceries.

A modern hotel lobby with a seating area, a sofa, and a large window with curtains.

A hotel lobby with multiple seating areas, including tables and chairs, a large flat-screen TV mounted on the wall, and a patterned carpet.

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

Great Barrington

Lisa

CA $268

CA $299 total

includes taxes & fees

Aug 27 - Aug 28

A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

A modern living room with a grey sofa, a wooden coffee table, and a dining area with a round table and chairs.

A grassy outdoor area with four blue Adirondack chairs arranged in a circle.

10. East Rock Inn

Great Barrington

ERIK

CA $173

CA $194 total

includes taxes & fees

Sep 13 - Sep 14

A cozy living room with a fireplace, a bookshelf, a coffee table with a book, and a plaid sofa.

A bedroom with a large bed, a dresser, a chair, and a mirror.

11. Wilder House Berkshires

Sheffield

Jennifer

CA $270

CA $302 total

includes taxes & fees

Sep 1 - Sep 2

A modern kitchen with a coffee machine, a refrigerator, and a dining area with chairs and tables.

A hotel room with a sofa, armchair, desk with lamp, television, mini-fridge, and patterned carpet.

A modern living room with a fireplace, two blue armchairs, and decorative vases on the mantel.

12. Quality Inn Lee - Lenox South

Lee

Christine

CA $151

CA $169 total

includes taxes & fees

Sep 14 - Sep 15

A large house with a balcony and a grassy yard.

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.

A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

13. The Little Lion

Great Barrington

Anne

CA $155

CA $173 total

includes taxes & fees

Sep 1 - Sep 2

A serene riverside view with a stone bridge, reflecting trees and buildings.

A living room with a sofa, armchair, coffee table, and a patterned rug.

A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

A multi-story hotel with balconies, a pond with rocks, and a clear sky.

14. Holiday Inn Club Vacations Oak 'n Spruce Resort

South Lee

Claudia

CA $161

CA $207 total

includes taxes & fees

Aug 31 - Sep 1

A round wooden table with two wine glasses and a green bottle, set against a window with a view of a blue railing and trees.

A hotel room with a bed, a desk, and two wall-mounted lamps.

A kitchenette with a refrigerator, coffee maker, toaster, and bread display.

A hotel reception desk with an orange counter, a computer, a beverage cooler, and framed awards on the wall.

15. Econo Lodge Lee - Great Barrington

Lee

Anna

CA $98

CA $109 total

includes taxes & fees

Sep 7 - Sep 8

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 backyard with a swimming pool, lounge chairs, and a hot tub.

A brick pathway lined with autumn foliage and pumpkins, leading to a white building with a porch decorated with hanging flowers.

16. The Red Lion Inn

Stockbridge

Patricia

CA $208

CA $301 total

includes taxes & fees

Sep 23 - Sep 24

A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

A dining area with large windows, wooden furniture, and a view of a lake.

A lakeside dock with kayaks and a covered boat ramp.

A lodge with a large building and a dock by a lake, surrounded by forest.

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

Lee

James

CA $175

CA $196 total

includes taxes & fees

Sep 14 - Sep 15

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

A wooden fire pit surrounded by six Adirondack chairs in a forested area.

A cozy room with a wooden bench, a table with a pitcher, and a sofa with patterned cushions. Large windows with yellow blinds offer a view of greenery outside.

A house with a stone patio and wooden stools.

18. Little Cat Lodge

Copake Falls

Kees

CA $259

CA $290 total

includes taxes & fees

Aug 24 - Aug 25

A group of people performing yoga in an outdoor setting with grass and trees.

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.

A motel with a row of rooms, a parking lot, and a red car parked in front.

19. Pleasant Valley Motel West Stockbridge

West Stockbridge

Peter

CA $95

CA $105 total

includes taxes & fees

Aug 24 - Aug 25

A patio with a round metal table, a glass of white wine, and a red umbrella.

A cozy room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

A dining table with a plate of food and two wine glasses, set in a room with leather furniture and a fireplace in the background.

A large, two-story house with a steeply pitched roof, stone foundation, and a well-maintained garden with various shrubs and a fountain.

20. Manor House Inn

Norfolk

Kevin

CA $416

CA $462 total

includes taxes & fees

Aug 31 - Sep 1

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Stay near popular Southfield attractions

Umpachene Falls Park

10.0/10 (1 review)

Explore the great outdoors at Umpachene Falls Park, a lovely green space in New Marlborough. Discover the area's breweries or seek out the hiking trails.

See properties

Suter Farm

You can take time to visit Suter Farm during your travels to New Marlborough. While you're in the area, wander around the natural setting.

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Rhodes Hill

Commune with nature and explore the great outdoors at Rhodes Hill during your travels in New Marlborough. While you're in the area, wander around the natural setting.

See properties

Benton Hill

Commune with nature and explore the great outdoors at Benton Hill during your travels in New Marlborough. While you're in the area, wander around the natural setting.

See properties

Top Southfield Hotel Reviews

The Whitlock

8/10 Good

"This is a very quaint hotel in a fantastic location. It is easy to walk to everything in Lenox and even Tanglewood from the hotel. Just be aware it is an uphill walk back from Tanglewood. The room was very spacious and bed very comfortable. Would definitely stay here again. If looking for any opportunities to improve, only thing I can come up with is a small frig in the room. Great place!"

Holiday Inn Club Vacations Oak 'n Spruce Resort

10/10 Excellent

"Lovely setting. Comfortable and well equipped townhouse. We are not much for the pool or mini golf type “activities” but we like the location near biking, hiking, theater and dance venues. And the ability to have meals in instead of using restaurants every meal. Looks like a great place for family vacations."

Quality Inn Lee - Lenox South

8/10 Good

"This is a very reasonably priced option for the area. Beds are comfortable and very quiet for sleeping. The property is older and could use some updates but room and halls are clean. Walkable to restaurants and a short drive to Tanglewood. Did not have the free breakfast but nice to have coffee/tea 24/7. There is breakfast place just next door that was excellent. Solid four stars and would stay again."

The Red Lion Inn

10/10 Excellent

"We loved our stay here. It’s not a modern cookie cutter experience. We loved the history and antique nature of the property."

Little Cat Lodge

10/10 Excellent

"Loved the poll and the view"

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"We always stay here on our trips to and from Maine and New York, we love it. So appreciate the kind staff and the pool. Great and we’ll see you next time!"

Monument Mountain Motel

10/10 Excellent

"This is a comfortable, clean hotel with a charming proprietor. Reasonably priced too. I highly recommend!"

Prospect Berkshires

10/10 Excellent

"It was beautiful but quite expensive. There was no housekeeping included so trash was not picked up and the breakfasts were grossly overpriced!"

Days Inn by Wyndham Torrington

10/10 Excellent

"Comfortable bed, clean room, stayed overnight for concert in area. Breakfast consisted of yogurt, cereals, bread/bagel, juice, coffee. No coffee maker in room."

More cheap stays in Southfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

CA $127

CA $142 total

Sep 13 - Sep 14

includes taxes & fees

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

CA $127

CA $147 total

Aug 26 - Aug 27

includes taxes & fees

7.4/10 Good! (1,004 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

CA $151

CA $169 total

Sep 14 - Sep 15

includes taxes & fees

8.4/10 Very good! (1,006 reviews)

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

CA $165

CA $190 total

Aug 24 - Aug 25

includes taxes & fees

5.6/10 (809 reviews)

Hideaway Inn Lenox

11 Old Stockbridge Rd Lenox MA

CA $185

CA $207 total

Sep 10 - Sep 11

includes taxes & fees

7.8/10 Good! (41 reviews)

The Whitlock

16 Church St Lenox MA

CA $186

CA $208 total

Sep 8 - Sep 9

includes taxes & fees

8.4/10 Very good! (361 reviews)

Hotels in Southfield with star rating

Frequently asked questions

What is the best area to stay in Southfield?

The best area to stay in Southfield is the town centre, particularly around Main Street, for its convenience and access to local amenities.This area is the heart of Southfield, offering a concentrated selection of accommodation, dining, and shops. Main Street, running through the middle of town, provides easy access to the Southfield Historical Museum and the local library. It's a pleasant area for a stroll, with many buildings showcasing traditional New England architecture.Couples looking for a relaxing getaway will appreciate the town centre. It offers a selection of independent restaurants and small shops, superb for an unhurried afternoon. The nearby Southfield Common is a lovely spot for a quiet walk, and many local events are held there.For travellers looking for a base to explore the wider region, staying near the intersection of Main Street and Elm Avenue offers good road access. While still in the town centre, this location provides a straightforward route to scenic drives and outdoor activities in the surrounding Berkshire Hills.

When is the best time to go to Southfield?

The best time to visit Southfield, Massachusetts, is during the autumn months, particularly from late September to late October, for its renowned fall foliage.During this period, the landscape transforms into a spectacular display of reds, oranges, and yellows, making it ideal for scenic drives and outdoor activities. The weather is generally crisp and pleasant, superb for exploring the Berkshire Hills without the heat of summer or the cold of winter.Couples often find this season particularly appealing for a romantic getaway. Many local inns and bed and breakfasts offer special packages during the foliage season, providing a cosy base for enjoying the natural beauty and intimate dining experiences. Hiking trails like those around Bash Bish Falls are particularly stunning at this time, offering memorable shared experiences.For travellers interested in outdoor pursuits and picturesque landscapes, late spring and early summer (May to June) also offer a lovely experience.

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 Southfield.

How much is the nightly rate at a Southfield hotel?

Prices for hotels in Southfield often vary, but you can find a great deal from CA $121 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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The Berkshires Vacation Rentals

Book Hotels in Southfield on Expedia.com

Find hotels in Southfield, MA from CA $121

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southfield

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southfield hotels

1. Quality Inn Great Barrington

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

3. Locust Tree Bed and Breakfast LLC

4. Gedney Farm

5. Monument Mountain Motel

6. Blackberry River Inn

7. The Old Inn On The Green

8. Travelodge by Wyndham Great Barrington Berkshires

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

10. East Rock Inn

11. Wilder House Berkshires

12. Quality Inn Lee - Lenox South

13. The Little Lion

14. Holiday Inn Club Vacations Oak 'n Spruce Resort

15. Econo Lodge Lee - Great Barrington

16. The Red Lion Inn

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

18. Little Cat Lodge

19. Pleasant Valley Motel West Stockbridge

20. Manor House Inn

Stay near popular Southfield attractions

Umpachene Falls Park

Suter Farm

Rhodes Hill

Benton Hill

Top Southfield Hotel Reviews

The Whitlock

Holiday Inn Club Vacations Oak 'n Spruce Resort

Quality Inn Lee - Lenox South

The Red Lion Inn

Little Cat Lodge

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Monument Mountain Motel

Prospect Berkshires

Days Inn by Wyndham Torrington

More cheap stays in Southfield

Quality Inn Great Barrington

Days Inn by Wyndham Torrington

Quality Inn Lee - Lenox South

Americas Best Value Inn Torrington CT

Hideaway Inn Lenox

The Whitlock

Hotels in Southfield with star rating

Frequently asked questions

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