Southfield, MA

Travel Guide

The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
The price is AED 519 per night from Dec 21 to Dec 22
AED 519
AED 744 total
21 Dec - 22 Dec
includes taxes & fees
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (1,003 reviews)
Quaint Inn located in the Berkshire. Dinner in the tavern was delish. The main inn lobby has plenty of seating to lounge around and people watch. We enjoyed our stay.

Reviewed on 20 November 2025

The Red Lion Inn
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
The price is AED 391 per night from Dec 8 to Dec 9
AED 391
AED 488 total
8 Dec - 9 Dec
includes taxes & fees
Book a stay at this family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in ...
9/10 Wonderful! (790 reviews)
Great

Reviewed on 25 November 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
The price is AED 390 per night from Dec 21 to Dec 22
AED 390
AED 436 total
21 Dec - 22 Dec
includes taxes & fees
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
9/10 Wonderful! (1,005 reviews)
Love this place! Great rooms, view of the lake, Indian restaurant inside, and wonderful breakfast choices. We’ll be back.

Reviewed on 24 November 2025

The Black Swan Lee - Lenox, an Ascend Collection Hotel
See all 1,079 properties in Southfield
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.
The Ponds at Foxhollow

The Ponds at Foxhollow

3 out of 5
3 Foxhollow Drive Route 7 Lenox MA
Stay at this condo in Lenox. Enjoy free WiFi, free parking, and a fitness center. Popular attractions The Mount and Wyndhurst Golf & Club are located ...
8.4/10 Very Good! (134 reviews)
Very good value

Reviewed on 18 November 2025

The Ponds at Foxhollow
Pet Friendly Riverfront Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington

Great Barrington MA
Stay at this vacation home in Great Barrington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Monument Mountain Reservation and Art et ...
9.2/10 Wonderful! (5 reviews)
Amazing cosy property. The berkshires are beautiful and Marisa was a great host. Thank you for having us!

Reviewed on 9 November 2025

Pet Friendly Riverfront Home in Great Barrington
Peace and quiet on the lake

Peace and quiet on the lake

Becket MA
Stay at this vacation home in Becket. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Pyramid Lake and Becket Land Trust Historic Quarry ...
9.6/10 Exceptional! (228 reviews)
Amazing house . Only stayed for a weekend but was very impressed how clean comfortable this place was. Beautiful yard with great fire pit . Nice doc to sit on. We actually went out on the kayak which was amazing. Did a lot of walking as well. Will definitely be back thank you Justin.

Reviewed on 10 November 2025

Peace and quiet on the lake
See all properties in Southfield
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.

Popular places to visit

Umpachene Falls Park

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.

Umpachene Falls Park

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.

Suter Farm