Book The Best Hotels in Southfield, MA for 2026 from CA $94 - Fully Refundable Options

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

Go beyond your typical stay in Southfield

Pet friendly

Apartment

Spa

Pool

Condo

Hot tub

Cottage

Family friendly

Waterpark

Cabin

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Southfield hotels

An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.

A buffet with various food items, including omelets and other dishes, displayed in metal serving trays.

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

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

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

Great Barrington

Cynthia

CA $126

CA $141 total

includes taxes & fees

Nov 12 - Nov 13

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 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.

2. The Old Inn On The Green

Great Barrington

mary ellen

CA $406

CA $490 total

includes taxes & fees

Nov 1 - Nov 2

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 bathroom, a bed, a desk, and a nightstand.

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'.

3. Quality Inn Great Barrington

Downtown Great Barrington

Lynne

CA $105

CA $117 total

includes taxes & fees

Nov 22 - Nov 23

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

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

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

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

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

Great Barrington

CA $201

CA $225 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

5. Blackberry River Inn

Norfolk

Melanie

CA $245

CA $282 total

includes taxes & fees

Nov 2 - Nov 3

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

A covered porch with white railings and rocking chairs.

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.

6. Locust Tree Bed and Breakfast LLC

East Canaan

Daniel

CA $147

CA $169 total

includes taxes & fees

Oct 27 - Oct 28

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

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

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

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

7. Monument Mountain Motel

Great Barrington

Andrea

CA $84

CA $94 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

8. East Rock Inn

Great Barrington

Sharon

CA $189

CA $211 total

includes taxes & fees

Nov 17 - Nov 18

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.

9. Wilder House Berkshires

Sheffield

Liliana

CA $229

CA $256 total

includes taxes & fees

Oct 28 - Oct 29

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 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.

10. Travelodge by Wyndham Great Barrington Berkshires

Great Barrington

Ramakrishnan

CA $111

CA $124 total

includes taxes & fees

Oct 27 - Oct 28

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

A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.

11. The Little Lion

Great Barrington

David

CA $145

CA $162 total

includes taxes & fees

Oct 28 - Oct 29

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

A multi-story building with a balcony, a pond with rocks, and a tree.

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 building with a symmetrical facade, multiple balconies, and a central tower.

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

South Lee

Michael

CA $164

CA $210 total

includes taxes & fees

Oct 29 - Oct 30

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.

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

13. Quality Inn Lee - Lenox South

Lee

James

CA $130

CA $145 total

includes taxes & fees

Nov 16 - Nov 17

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 lakeside lodge with a dock, fishing rods, and outdoor seating.

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

Lee

Gustavo

CA $152

CA $170 total

includes taxes & fees

Nov 22 - Nov 23

A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

A motel with a lawn, a stone pathway, and a red car parked in front.

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

A counter with a fruit basket, a tray of pastries, and a display case with cookies.

15. Econo Lodge Lee - Great Barrington

Lee

Fernando

CA $92

CA $102 total

includes taxes & fees

Nov 20 - Nov 21

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.

16. The Red Lion Inn

Stockbridge

Mallory

CA $210

CA $304 total

includes taxes & fees

Nov 8 - Nov 9

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

A house with a stone patio and wooden stools.

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.

17. Little Cat Lodge

Copake Falls

Stacy

CA $213

CA $239 total

includes taxes & fees

Nov 2 - Nov 3

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

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

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

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

18. the Alander

Copake

Luis

CA $231

CA $259 total

includes taxes & fees

Nov 20 - Nov 21

A red building with a sign reading "Shaker Mill Inn."

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 stone fireplace with a television above it, a kitchen area to the left, and a wooden floor.

A cozy living room with a sofa, a small table, and a bookshelf. There is a window with curtains, and a painting on the wall.

19. Shaker Mill Inn

West Stockbridge

Mahadeva

CA $160

CA $175 total

includes taxes & fees

Nov 2 - Nov 3

A modern outdoor patio with seating, a fire pit, and a building with large windows and stone pillars.

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.

A modern restaurant with wooden flooring, bar area, and seating arrangements.

20. Courtyard by Marriott Lenox Berkshires

Lenox

Vandhana

CA $176

CA $196 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"Spacious, clean and comfortable room. No"

Days Inn by Wyndham Torrington

10/10 Excellent

"This place got screwed by a few prior reviews. It is not a 4-star hotel and does it pretend to be but the room and bathroom were clean, it was quiet, guy at desk very nice and helpful. Good quiet heat/air conditioning, ample parking. Tv worked fine. Only 2 negatives: free breakfast was very basic - coffee, cereal, yogurt. (But full service family restaurant less than a block away); tub drain was a little slow so 1/4” of water near front end of tub after 5 minute shower (nice shower head, ample hot water with good pressure). Given the options in this area, I would not hesitate staying here."

Monument Mountain Motel

10/10 Excellent

"A great stay in a beautiful area ."

The Black Swan Lee - Lenox, an Ascend Collection Hotel

10/10 Excellent

"Room was very clean and updated. We enjoyed the deck, although it needs some updating due to broken boards. I was told the restaurant was a fine place to dine. Desk staff was helpful."

Quality Inn Lee - Lenox South

8/10 Good

"Bed was comfortable, breakfast was fine, and it's a generally attractive property. We were in room 125, which was awkwardly laid out. The toilet was mashed up against the sink, and the desk was opposite the foot of the bed, making a traffic bottleneck. I'd guess 126 is the same, but hopefully the rest of the rooms weren't."

Quality Inn Great Barrington

10/10 Excellent

"We love staying at this hotel every fall. It is in an easy access location with plenty of parking and very clean. The staff are very friendly and the breakfast is fantastic. We’ll be back!!"

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

10/10 Excellent

"Really excellent spot for families. Loved having a townhouse to spread out and good kitchenette. Amenities were great and helped get little kids energy out."

The Cornell Inn, Lenox & The Berkshires

10/10 Excellent

"We enjoyed a delicious home cooked breakfast! The staff was wonderful and very accommodating. Lots of ideas were given to us as to where to visit in the area."

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent

"We were very pleased with our experience here. Room was super clean and included a mini fridge and microwave. The mini fridge was much needed for storing milk as we were traveling with an 8 month old. We forgot the sheet for our pack and play and the staff was helpful in providing us with one. The black out curtains were very effective and helped get baby ready for his nap. Breakfast was solid. We had lots and bags and baby things resulting in my husband making multiple trips between lobby and room. One thing that would have made our stay better is help with our luggage upon arrival. In any case, we look forward to staying here again!"

More cheap stays in Southfield

Quality Inn Great Barrington

372 Main Street Great Barrington MA

CA $105

CA $117 total

Nov 22 - Nov 23

includes taxes & fees

8.6/10 Excellent! (1,007 reviews)

Holiday Inn Express Hotel & Suites Great Barrington by IHG

415 Stockbridge Rd Great Barrington MA

CA $126

CA $141 total

Nov 12 - Nov 13

includes taxes & fees

8.8/10 Excellent! (844 reviews)

Quality Inn Lee - Lenox South

170 Housatonic Street Lee MA

CA $130

CA $145 total

Nov 16 - Nov 17

includes taxes & fees

8.6/10 Excellent! (1,006 reviews)

Days Inn by Wyndham Torrington

492 East Main St Torrington CT

CA $134

CA $155 total

Nov 9 - Nov 10

includes taxes & fees

7.4/10 Good! (1,004 reviews)

The Whitlock

16 Church St Lenox MA

CA $181

CA $202 total

Nov 4 - Nov 5

includes taxes & fees

8.4/10 Very good! (406 reviews)

the Alander

7519 NY-22 Copake NY

CA $231

CA $259 total

Nov 20 - Nov 21

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 $94 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 $94

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southfield

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Southfield hotels

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

2. The Old Inn On The Green

3. Quality Inn Great Barrington

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

5. Blackberry River Inn

6. Locust Tree Bed and Breakfast LLC

7. Monument Mountain Motel

8. East Rock Inn

9. Wilder House Berkshires

10. Travelodge by Wyndham Great Barrington Berkshires

11. The Little Lion

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

13. Quality Inn Lee - Lenox South

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

15. Econo Lodge Lee - Great Barrington

16. The Red Lion Inn

17. Little Cat Lodge

18. the Alander

19. Shaker Mill Inn

20. Courtyard by Marriott Lenox Berkshires

Stay near popular Southfield attractions

Suter Farm

Umpachene Falls Park

Benton Hill

Rhodes Hill

Top Southfield Hotel Reviews

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Days Inn by Wyndham Torrington

Monument Mountain Motel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

Quality Inn Lee - Lenox South

Quality Inn Great Barrington

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

The Cornell Inn, Lenox & The Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

More cheap stays in Southfield

Quality Inn Great Barrington

Holiday Inn Express Hotel & Suites Great Barrington by IHG

Quality Inn Lee - Lenox South

Days Inn by Wyndham Torrington

The Whitlock

the Alander

Hotels in Southfield with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app