Book The Best Hotels in Southfield, MA for 2026 from CA $95 - Fully Refundable Options

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Our top choices for Southfield hotels

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

An outdoor patio with wooden tables and chairs, surrounded by greenery.

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.

1. Gedney Farm

Great Barrington

Terri

CA $244

CA $267 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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.

2. The Old Inn On The Green

Great Barrington

Catherine

CA $412

CA $497 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A kitchenette with a microwave, coffee maker, and coffee cups.

A coffee station with two coffee machines and a variety of coffee pods and cups.

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

Great Barrington

Maria Dulce

CA $141

CA $158 total

includes taxes & fees

Nov 8 - Nov 9

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

Great Barrington

Joan

CA $108

CA $120 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.

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

Great Barrington

Bruce

CA $204

CA $228 total

includes taxes & fees

Nov 2 - Nov 3

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

A row of white plastic chairs on a covered outdoor area with a white building 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.

6. Monument Mountain Motel

Great Barrington

Andrea

CA $85

CA $95 total

includes taxes & fees

Nov 1 - Nov 2

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

A grand hallway with a chandelier, a staircase, and a table with flowers.

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

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

7. Blackberry River Inn

Norfolk

Donna

CA $213

CA $245 total

includes taxes & fees

Oct 13 - Oct 14

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

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

A covered porch with white railings and rocking chairs.

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

8. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

CA $149

CA $172 total

includes taxes & fees

Oct 11 - Oct 12

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

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

A room with a wooden floor, two red armchairs, a small table, and a window with a view of trees.

9. Wilder House Berkshires

Sheffield

Mark

CA $274

CA $306 total

includes taxes & fees

Oct 29 - Oct 30

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.

10. East Rock Inn

Great Barrington

ERIK

CA $181

CA $202 total

includes taxes & fees

Nov 8 - Nov 9

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

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

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.

11. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Mark

CA $112

CA $125 total

includes taxes & fees

Oct 18 - Oct 19

A large house with a balcony and a grassy yard.

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.

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.

12. The Little Lion

Great Barrington

Lidia

CA $147

CA $164 total

includes taxes & fees

Oct 18 - Oct 19

A building with a porch and multiple windows, surrounded by purple flowers.

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

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

A café with a display case, a frozen food section, and a marketplace sign.

13. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

Jared

CA $166

CA $214 total

includes taxes & fees

Oct 14 - Oct 15

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

A hotel room with a bed, a desk, a television, a microwave, and a sofa.

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

14. Quality Inn Lee - Lenox South

Lee

Christine

CA $132

CA $147 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A small kitchenette with a coffee maker, toaster, and cabinets. There is a red and green patterned floor and a plant on the left.

A motel with a central entrance, a flag, and a parking area with several cars.

15. Econo Lodge Lee - Great Barrington

Lee

Anna

CA $93

CA $104 total

includes taxes & fees

Nov 6 - Nov 7

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

A bar with wooden floors and shelves filled with bottles.

A swimming pool with lounge chairs and umbrellas, surrounded by greenery and a building in the background.

A covered porch with wicker furniture and hanging flower baskets.

16. The Red Lion Inn

Stockbridge

Stephan

CA $224

CA $321 total

includes taxes & fees

Nov 3 - Nov 4

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

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.

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

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

Lee

Bob

CA $169

CA $189 total

includes taxes & fees

Nov 2 - Nov 3

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

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 poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.

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

18. Little Cat Lodge

Copake Falls

Kees

CA $215

CA $241 total

includes taxes & fees

Nov 8 - Nov 9

A modern building with a dark exterior, outdoor seating area with wooden chairs, and string lights.

A dog standing at a door entrance with a wooden floor and a mat with paw prints.

A bar area with a green counter, two pendant lights, and shelves stocked with bottles.

A dining table set with plates of food, wine glasses, and bottles, with a chandelier above and shelves above holding glasses and bottles.

19. the Alander

Copake

Thomas

CA $205

CA $230 total

includes taxes & fees

Oct 13 - Oct 14

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

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

A grand staircase with a wooden railing, leading to a room with large windows and a patterned ceiling.

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.

20. Manor House Inn

Norfolk

Kevin

CA $463

CA $514 total

includes taxes & fees

Oct 19 - Oct 20

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Stay near popular Southfield attractions

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.

See properties

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

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

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

Top Southfield Hotel Reviews

Quality Inn Lee - Lenox South

10/10 Excellent

"My wife and I were touring the Berkshires near the end of a long road trip. We’re so glad we chose this Quality Inn in Lee for our stay! Staff in the afternoon/evening, at breakfast, and at the morning desk were all professional, friendly, and helpful. Our room was very clean and comfortable, and the amenities worked well. The continental breakfast included not only stations for waffles and toast, it also included tasty Jimmy Dean breakfast sandwiches to microwave. Coffee and tea and hot chocolate were available 24/7. Art related to nature and the Berkshires was on the walls. A highly recommended property!"

The Cornell Inn, Lenox & The Berkshires

8/10 Good

"Nice Inn/B&B in Lenox MA, about a mile from downtown."

the Alander

10/10 Excellent

"I wanted to sit by the firepit with my delicious Lobster Bisque from their restaurant and Reid jumped in right away and offered to start up the Firepit for me. I love the attention to the guest. It's the little things. Thank you for a good night's rest."

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Clean room, very friendly and accommodating staff and free parking"

The Red Lion Inn

8/10 Good

"Would go there again but would request to be in the main Inn, they have properties all over the town center that are considered the Inn. That was disappointing. A very unique property and super cute!"

The Little Lion

10/10 Excellent

"Simple place. Darling."

Hideaway Inn Lenox

8/10 Good

"I had to followup with the check in procedure as I never received an email link that worked and the message was not texted to me because my telephone number was incorrect. Parking was tight and coming back after dinner the only spot available was at one of the electric car charging areas. We also unexpectedly found a personal item under one of the beds that must have been left behind by previous guests. The inn itself was quiet, on a beautiful lot/setting and interior uniquely decorated with pretty common sitting areas we enjoyed. While a little less expensive than other inns, for the cost, it's unfortunate the inn operates remotely/independently, as it would have been nice to enjoy a continental breakfast. However, overall, we enjoyed our stay and would consider returning again!"

Quality Inn Great Barrington

8/10 Good

"The staff was very pleasant and helpful. Breakfast was good. They had delicious and fresh muffins. Parking was right outside our door."

Prospect Berkshires

10/10 Excellent

"Absolutely spectacular resort! Could not have enjoyed more."

More cheap stays in Southfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

CA $108

CA $120 total

Nov 1 - Nov 2

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

CA $120

CA $138 total

Oct 27 - Oct 28

includes taxes & fees

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

CA $132

CA $147 total

Nov 1 - Nov 2

includes taxes & fees

8.6/10 Excellent! (1,008 reviews)

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

CA $141

CA $158 total

Nov 8 - Nov 9

includes taxes & fees

8.8/10 Excellent! (835 reviews)

The Whitlock

16 Church St Lenox MA

CA $171

CA $191 total

Nov 2 - Nov 3

includes taxes & fees

Americas Best Value Inn Torrington CT

395 Winsted Rd Torrington CT

CA $193

CA $222 total

Oct 12 - Oct 13

includes taxes & fees

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 $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.

Explore a world of travel with Expedia

The Berkshires Vacation Rentals

Book Hotels in Southfield on Expedia.com

Find hotels in Southfield, MA from CA $95

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. Gedney Farm

2. The Old Inn On The Green

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

4. Quality Inn Great Barrington

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

6. Monument Mountain Motel

7. Blackberry River Inn

8. Locust Tree Bed and Breakfast LLC

9. Wilder House Berkshires

10. East Rock Inn

11. Travelodge by Wyndham Great Barrington Berkshires

12. The Little Lion

13. Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

14. Quality Inn Lee - Lenox South

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. the Alander

20. Manor House Inn

Stay near popular Southfield attractions

Suter Farm

Umpachene Falls Park

Benton Hill

Rhodes Hill

Top Southfield Hotel Reviews

Quality Inn Lee - Lenox South

The Cornell Inn, Lenox & The Berkshires

the Alander

Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Red Lion Inn

The Little Lion

Hideaway Inn Lenox

Quality Inn Great Barrington

Prospect Berkshires

More cheap stays in Southfield

Quality Inn Great Barrington

Days Inn by Wyndham Torrington

Quality Inn Lee - Lenox South

Holiday Inn Express Hotel & Suites Great Barrington by IHG

The Whitlock

Americas Best Value Inn Torrington CT

Hotels in Southfield with star rating

Frequently asked questions

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