Name: The Red Lion Inn
Price range: CA $196

Your South Egremont Vacation

When a fun city break is calling, answer it with a vacation package to South Egremont. The neighborhood of Canann Village Historic District, which is good for dining, culture and shopping, makes an awesome base for your adventures. Ready to explore your new surroundings? Ski Butternut, Catamount Ski Area and Housatonic River Walk are among the leading places to visit during a trip to South Egremont. Whatever your travel plans or budget, organizing a tailored South Egremont vacation is a cinch with Expedia.

Top South Egremont Vacation Deals

Price found within the past 48 hours. Click for updated prices.

The Wiltwyck

CA $1,202

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

9.4/10 Exceptional! (181 reviews)

Beautiful place with historic character and charm. Nice, large fluffy towels and pillows on the bed.

Reviewed on Apr 25, 2026

The Perch Hotel

CA $1,218

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

9.6/10 Exceptional! (28 reviews)

Such an amazing stay at the Perch - beautiful place with spacious rooms and a super cozy vibe. We felt right at home upon arrival and can’t wait to venture back again in the near future. Definitely recommend staying here!!

Reviewed on Feb 21, 2026

The Old Catskill Game Farm Inn

CA $4,318

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

9.8/10 Exceptional! (32 reviews)

This place is a True Find. It just isn't your typical Inn experience. If you are up for a truly unique and eclectic atmosphere, gorgeously reclaimed, then dust off your Safari Hat and come to be delighted. Be sure to find time to chat with the manager Shawn and his posse of goats! We look forward to coming back with friends!

Reviewed on Apr 11, 2026

Relax in Style at Historic Modern on Main With Modern Amenities & Wooded Views

CA $1,749

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

10/10 Exceptional! (1 review)

Pocketbook Hotel and Bath

CA $1,569

per person

Jul 3 - Jul 6

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Albany (ALB)

8.2/10 Very Good! (36 reviews)

Excellent room excellent staff excellent bar and restaurant excellent spot. Excellent everything.

Reviewed on Apr 23, 2026

Ready to book your vacation to South Egremont?

Choose your dates

South Egremont Hotel Deals

Berkshires Untold

194 Pittsfield Rd Lenox MA

Fully refundableReserve now, pay when you stay

CA $123

CA $137 total

May 12 - May 13

includes taxes & fees

9/10 Wonderful! (920 reviews)

This “hotel” had so much potential, which honestly made the experience more disappointing. It’s described as a boutique hotel, but in reality it’s more of a refurbished motel with a separate building for the restaurant, lounge, and “front desk.” While the photos make it look charming and thoughtfully ...

Reviewed on Apr 27, 2026

Berkshire Mountain Lodge

8 Dan Fox Dr Pittsfield MA

Fully refundableReserve now, pay when you stay

CA $118

CA $162 total

May 28 - May 29

includes taxes & fees

9/10 Wonderful! (918 reviews)

From the check in to the check out was amazing. The rooms were very clean and I would come and stay again

Reviewed on Apr 28, 2026

The Red Lion Inn

30 Main Street Stockbridge MA

Fully refundableReserve now, pay when you stay

CA $196

CA $280 total

May 27 - May 28

includes taxes & fees

See all 1,412 properties in South Egremont

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.