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Search Resort Hotels in Southfield from CA $108

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Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22
No exact matches found, but these alternatives could be just right

Recommended hotels in Southfield

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

1. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
8.8 out of 10, Excellent, (448 reviews)
"The whole vibe of the B&B was so simple and perfect. 10/10 will stay again."
United States
Nicholas
The price is CA $148
CA $170 total
includes taxes & fees
Sep 28 - Sep 29
Locust Tree Bed and Breakfast LLC
A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

2. Monument Mountain Motel

Monument Mountain Motel
2.5 star property
Great Barrington
9.0 out of 10, Wonderful, (915 reviews)
"Great place. Staff, property , parking, location"
United States
Victor
The price is CA $96
CA $108 total
includes taxes & fees
Oct 25 - Oct 26
Monument Mountain Motel
A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

3. Quality Inn Great Barrington

Quality Inn Great Barrington
2.5 star property
Great Barrington
8.6 out of 10, Excellent, (1,001 reviews)
"It was perfect for our weekend away, clean, comfortable bed and a decent breakfast, definitely worth the value:)"
United States
Kimberly
The price is CA $143
CA $159 total
includes taxes & fees
Oct 18 - Oct 19
Quality Inn Great Barrington
A rustic wooden building labeled 'GEDNEY FARM' with a signboard indicating 'SERVING DINNER WED-FRI 5:00-9:00pm'.

4. Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (143 reviews)
"Beautiful location with a fantastic chef and meal options. Lee the bartender was great, too!"
United States
Terri
The price is CA $330
CA $362 total
includes taxes & fees
Oct 26 - Oct 27
Gedney Farm
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

5. Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (222 reviews)
"Great breakfast"
United States
Brian
The price is CA $178
CA $205 total
includes taxes & fees
Oct 25 - Oct 26
Blackberry River Inn
A hotel room with a large bed, a desk with a coffee maker, a chair, a TV, and a window with curtains.

6. Travelodge by Wyndham Great Barrington Berkshires

Travelodge by Wyndham Great Barrington Berkshires
2.0 star property
Great Barrington
7.4 out of 10, Good, (616 reviews)
"Front desk was very pleasant. Room was awful!"
United States
Kevin
The price is CA $106
CA $118 total
includes taxes & fees
Sep 28 - Sep 29
Travelodge by Wyndham Great Barrington Berkshires
A modern hotel lobby with seating areas, tables, and a reception desk.

7. 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, (827 reviews)
"The location is very convenient. We have been going and staying at this hotel for the past 6 years every time we come to the Berkshire area."
United States
Maria Dulce
The price is CA $188
CA $209 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express Hotel & Suites Great Barrington by IHG

8. Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (66 reviews)
"Perfect little b&b."
United States
Mark
The price is CA $272
CA $304 total
includes taxes & fees
Sep 27 - Sep 28
Wilder House Berkshires
A dining area with round tables set for two, a fireplace, and a mural on the wall.

9. The Old Inn On The Green

The Old Inn On The Green
4.0 star property
Great Barrington
9.2 out of 10, Wonderful, (93 reviews)
"Beautiful Inn and outstanding chef"
United States
Catherine
The price is CA $465
CA $561 total
includes taxes & fees
Sep 28 - Sep 29
The Old Inn On The Green
A large house with a balcony and a grassy yard.

10. The Little Lion

The Little Lion
3.0 star property
Great Barrington
8.6 out of 10, Excellent, (614 reviews)
"Great location. Functional and affordable. Pet friendly."
United States
Anne
The price is CA $146
CA $163 total
includes taxes & fees
Oct 18 - Oct 19
The Little Lion
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

11. 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, (811 reviews)
"No extra amenities…just an average hotel"
United States
Bruce
The price is CA $239
CA $266 total
includes taxes & fees
Sep 29 - Sep 30
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A modern living room with grey sofas, a wooden coffee table, a stone fireplace, and a kitchen in the background.

12. East Rock Inn

East Rock Inn
2.0 star property
Great Barrington
9.6 out of 10, Exceptional, (55 reviews)
"great place!"
United States
ERIK
The price is CA $178
CA $199 total
includes taxes & fees
Oct 26 - Oct 27
East Rock Inn
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
8.4 out of 10, Very good, (1,005 reviews)
"Great location for a trip to Tanglewood! Clean room, decent bedding, free breakfast, workout room, close to good restaurants. Would stay again"
United States
Wendy
The price is CA $155
CA $173 total
includes taxes & fees
Oct 19 - Oct 20
Quality Inn Lee - Lenox South
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.

14. Econo Lodge Lee - Great Barrington

Econo Lodge Lee - Great Barrington
2.0 star property
Lee
6.4 out of 10, (699 reviews)
"Have stayed here several times and it is a basic, decent place. It is in a great location, relatively clean and comfortable. Would return again."
United States
Anna
The price is CA $98
CA $109 total
includes taxes & fees
Oct 1 - Oct 2
Econo Lodge Lee - Great Barrington
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

15. The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,007 reviews)
"this grand old hotel is warm and welcoming — a real hub of Bershires life and history"
United States
James
The price is CA $223
CA $319 total
includes taxes & fees
Sep 29 - Sep 30
The Red Lion Inn
A lakeside setting with Adirondack chairs and a covered seating area, surrounded by trees and hills in the background.

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, (1,000 reviews)
"A very clean and lovely property!"
United States
Ann M
The price is CA $180
CA $201 total
includes taxes & fees
Oct 1 - Oct 2
The Black Swan Lee - Lenox, an Ascend Collection Hotel
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

17. Little Cat Lodge

Little Cat Lodge
2.0 star property
Copake Falls
9.8 out of 10, Exceptional, (142 reviews)
"The staff did ann excellent job communicating before we got there, while we were there, and even after we checked out. Good room, easily accessible, and beautiful area."
United States
Kees
The price is CA $253
CA $283 total
includes taxes & fees
Sep 27 - Sep 28
Little Cat Lodge
A building with a porch and multiple windows, surrounded by purple flowers.

18. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
3.5 star property
South Lee
9.2 out of 10, Wonderful, (990 reviews)
"The facilities and property made for a wonderful family visit to the Bershires."
United States
Jared
The price is CA $165
CA $212 total
includes taxes & fees
Sep 28 - Sep 29
Holiday Inn Club Vacations Oak 'n Spruce Resort
A patio with a round metal table, a glass of white wine, and a red umbrella.

19. Manor House Inn

Manor House Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (141 reviews)
"Excellent bed and breakfast, room was clean and comfortable."
United States
Kevin
The price is CA $436
CA $484 total
includes taxes & fees
Sep 30 - Oct 1
Manor House Inn
A clear blue swimming pool with a tiled edge and a few lounge chairs along the side.

20. Sunset Inn

Sunset Inn
2.0 star property
Lee
7.6 out of 10, Good, (446 reviews)
"Super friendly staff, the room was very clean, even if dated. Very quiet and great for a one night stay while visiting Tanglewood."
United States
Lauren
The price is CA $119
CA $133 total
includes taxes & fees
Oct 6 - Oct 7
Sunset Inn
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 Southfield Hotel Reviews

The Little Lion

The Little Lion

10/10 Excellent
"This little gem was clean and very conveniently located between Great Barrington and Stockbridge. Ample parking right in front of the room. Did not meet any staff nor use any amenities ( none at hotel but apparently able to use amenities at the Red Lion). Clearly an older property but clean and comfortable"
Mary 1-night trip
Posted 8 hours ago
The Little Lion

Find out more about Southfield

Southfield Resorts information

Number of reviews
6,308
Accommodation
4 Resorts
Lowest Price
CA $108
Highest Price
CA $561

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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