Search Resort Hotels in Southfield from CA $79

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in Southfield

A breakfast area with a counter, coffee machine, and a display of pastries.

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

Holiday Inn Express Hotel & Suites Great Barrington by IHG
2.5 star property
Great Barrington
8.8 out of 10, Excellent, (856 reviews)
"Always a pleasurable stay. The rooms are clean, the amenities are appreciated, and the staff very attentive. Great location and as a single traveler I always feel safe staying here."
United States
Cynthia
The price is CA $117
CA $131 total
includes taxes & fees
Dec 8 - Dec 9
Holiday Inn Express Hotel & Suites Great Barrington by IHG
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

2. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Downtown Great Barrington
8.6 out of 10, Excellent, (1,004 reviews)
"Our room was spotless and the staff was helpful and welcoming!"
United States
Lynne
The price is CA $107
CA $119 total
includes taxes & fees
Nov 30 - Dec 1
Quality Inn Great Barrington
A white two-story house with a front door, windows, and a chimney.

3. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (96 reviews)
"Lovely property.unique historic buildings and rooms with updated amenities! Quiet and peaceful beautiful dinner!"
United States
mary ellen
The price is CA $410
CA $494 total
includes taxes & fees
Nov 10 - Nov 11
The Old Inn On The Green
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

4. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (942 reviews)
"Clean, reasonably priced, convenient"
United States
Martha
The price is CA $85
CA $94 total
includes taxes & fees
Nov 10 - Nov 11
Monument Mountain Motel
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

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

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
3.0 star property
Great Barrington
9.4 out of 10, Exceptional, (822 reviews)
"Nice view and location for fall color."
United States
Md
The price is CA $227
CA $254 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A covered porch with white railings and rocking chairs.

6. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (455 reviews)
"Wonderful stay, and wonderful breakfast."
United States
Daniel
The price is CA $148
CA $171 total
includes taxes & fees
Nov 10 - Nov 11
Locust Tree Bed and Breakfast LLC
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

7. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (626 reviews)
"Stay was great. Staff very friendly and helpful. 1 guest was screaming at someone at 4am but other than that it was a great stay"
United States
Sherry
The price is CA $106
CA $118 total
includes taxes & fees
Nov 10 - Nov 11
Travelodge by Wyndham Great Barrington Berkshires
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

8. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (253 reviews)
"Great Breakfast Bed was okay Room very quaint hotel was very nice inside"
United States
Melanie
The price is CA $255
CA $293 total
includes taxes & fees
Nov 10 - Nov 11
Blackberry River Inn
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

9. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (58 reviews)
"East Rock was a nice, clean, and comfortable place to stay. Everything was great, and I enjoyed my stay."
United States
Sharon
The price is CA $170
CA $190 total
includes taxes & fees
Dec 9 - Dec 10
East Rock Inn
Interior detail

10. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (72 reviews)
"Clean, cozy, and charming. The breakfast is delicious and all went smoothly."
United States
Liliana
The price is CA $232
CA $259 total
includes taxes & fees
Nov 11 - Nov 12
Wilder House Berkshires
A room with a round table and two chairs, a window with a view of trees and a building, and an air conditioning unit.

11. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (713 reviews)
"It was super clean and safe"
United States
Fernando
The price is CA $79
CA $89 total
includes taxes & fees
Dec 1 - Dec 2
Econo Lodge Lee - Great Barrington
A large house with a balcony and a grassy yard.

12. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (640 reviews)
"Wonderful place to stay and still enjoy the amenities at the Red Lion Inn"
United States
Linda
The price is CA $144
CA $161 total
includes taxes & fees
Nov 10 - Nov 11
The Little Lion
A reception area with a fireplace, seating, and a doormat with the logo "Quality".

13. Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.6 out of 10, Excellent, (1,004 reviews)
"Just perfect lodging place for short time travelers"
United States
Bernardo Jr
The price is CA $120
CA $134 total
includes taxes & fees
Dec 1 - Dec 2
Quality Inn Lee - Lenox South
A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

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

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
3.5 star property
South Lee
9.2 out of 10, Wonderful, (1,005 reviews)
"Nice place to stay"
United States
Michael
The price is CA $156
CA $202 total
includes taxes & fees
Nov 10 - Nov 11
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires
A compact kitchen with a refrigerator, oven, microwave, and coffee maker.

15. Cozy 1-bedroom studio in serene Great Barrington with AC

Cozy 1-bedroom studio in serene Great Barrington with AC
Great Barrington
8.8 out of 10, Excellent, (10 reviews)
"great location , berkshires are awesome . very clean , host is excellent ."
United States
bob i.
The price is CA $108
CA $163 total
includes taxes & fees
Nov 15 - Nov 16
Cozy 1-bedroom studio in serene Great Barrington with AC
A lodge with a large building and a dock by a lake, surrounded by forest.

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

The Black Swan Lee - Lenox, an Ascend Collection Hotel
3.0 star property
Lee
9.2 out of 10, Wonderful, (1,001 reviews)
"Amazing place, clean, staff is awesome , amazing location , amazing views! Free breakfast, free coffee bar , free gym and the best it’s pet friendly !"
United States
Gustavo
The price is CA $149
CA $166 total
includes taxes & fees
Dec 3 - Dec 4
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A straw hat, sunglasses, and two drinks on a striped towel by a body of water.

17. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,013 reviews)
"Great location - hotel has an excellent dining room and there are several other restaurants within easy walking distance from hotel. A historic, old hotel with lots of curated artwork and history."
United States
Lisabeth
The price is CA $223
CA $319 total
includes taxes & fees
Nov 29 - Nov 30
The Red Lion Inn
A dining area with a round table and four chairs, a radiator, and a window with a view of greenery.

18. Granville House

Granville House
3.0 star property
Housatonic
10.0 out of 10, Exceptional, (110 reviews)
"We loved everything about Granville House, especially the innkeepers! Wonderful atmosphere and excellent food! It was definitely the highlight of our trip to New England."
United States
Cynthia
The price is CA $359
CA $401 total
includes taxes & fees
Nov 20 - Nov 21
Granville House
A house with a stone patio and wooden stools.

19. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.6 out of 10, Exceptional, (158 reviews)
"Such a lovely stay! Helpful and kind staff, and lots of nearby nature, farms, vineyards, and restaurants."
United States
Nutcha
The price is CA $208
CA $233 total
includes taxes & fees
Dec 9 - Dec 10
Little Cat Lodge
A lakeside cabin with a dock, surrounded by dense forest and a clear view of the lake.

20. Berkshire Lake Lodge

Berkshire Lake Lodge
Lee
9.8 out of 10, Exceptional, (28 reviews)
"excellent lakeside view"
United States
mike
The price is CA $154
CA $172 total
includes taxes & fees
Nov 10 - Nov 11
Berkshire Lake Lodge
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top reviews in Southfield

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

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

10/10 Excellent

Excellent room! Clean and good breakfast!
Canada
Kelly
Reviewed October 10, 2026
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Frequently Asked Questions

What can I expect from a resort vacation in Southfield?

You deserve to get away, and a resort is the ideal place to indulge in all the amenities and services you need for a relaxing time in Southfield. One of the comfortable resort hotels in the area could be just what you're looking for, whether you're hoping for an amazing pool, blissful spa treatments, or nightly entertainment options.

What's a favorite resort for my stay in Southfield?

Here are our top-rated resorts near Southfield: Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 12.1 mi (19.5 km) from Southfield. Has a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 12.1 mi (19.5 km) from Southfield. Enjoy the fitness center. July 12-19 2026: Resort with 2 bedrooms and AC in the delightful Berkshires - 12.4 mi (19.9 km) from Southfield. Amenities include a fitness center. Welcome to Holiday Inn Club Vacations Oak 'n Spruce Resort, South Lee, MA - 12.1 mi (19.5 km) from Southfield. Access to a fitness center.

What can I do in Southfield?

Umpachene Falls Park, Suter Farm, and Rhodes Hill are a few of the interesting sights to visit. A few other attractions you may want to see are Benton Hill and Cookson State Forest.

What's the seasonal weather like in Southfield?

The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Southfield are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What's the best way to get to and around Southfield?

Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 22.6 mi (36.3 km) from the city center. Otherwise, you can search for flights to Westfield, MA (BAF-Barnes Municipal), which is 26.8 mi (43.1 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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