South Egremont Vacations from $456

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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.

The Latest South Egremont vacation packages

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

Lodges At Cresthaven

4 out of 5
Price was $577, price is now $456 per person
$456
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Albany (ALB)
9.4/10 Exceptional! (531 reviews)
Staff were awesome . The owners are the greatest people . Their son went above and beyond for us. Our view and room was unbelievable. The boathouse is so inviting, great opportunity to meet people, and food outstanding. John the bartender is the best!!! Highly recommend this place !!!

Reviewed on Nov 23, 2025

Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Save 100% on your flight
Price was $790, price is now $491 per person
$491
per person
Jan 26 - Jan 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Albany (ALB)
9.2/10 Wonderful! (218 reviews)
Everything was great

Reviewed on Nov 24, 2025

The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $660, price is now $464 per person
$464
per person
Feb 20 - Feb 23
found 8 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.2/10 Wonderful! (1,005 reviews)
Everything about our stay was perfect! The lady at check-in was super friendly, the room was extremely clean and modern. Definitely recommend The Landing!

Reviewed on Nov 23, 2025

Homewood Suites by Hilton Albany Crossgates Mall, NY

Homewood Suites by Hilton Albany Crossgates Mall, NY

3 out of 5
Price was $642, price is now $545 per person
$545
per person
Feb 20 - Feb 23
found 8 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
8.8/10 Excellent! (435 reviews)
Facilities were quite nice for this price point and staff were friendly and helpful.

Reviewed on Nov 28, 2025

Homewood Suites by Hilton Clifton Park

Homewood Suites by Hilton Clifton Park

3 out of 5
Price was $613, price is now $524 per person
$524
per person
Feb 20 - Feb 23
found 8 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
9.6/10 Exceptional! (675 reviews)
Clean room, efficient staff. Excellent stay.

Reviewed on Nov 11, 2025

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South Egremont Hotel Deals

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $135 total per night from Dec 7 to Dec 8
$135 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (768 reviews)
When we are out in Pittsfield we always stay at the BML. The rooms are spacious, clean, and comfortable. For the price of a hotel room, you get a small condo. The staff is always friendly and helpful. Stay there, you won't regret it.

Reviewed on Nov 26, 2025

Berkshire Mountain Lodge
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $206 total per night from Dec 21 to Dec 22
$206 total
Dec 21 - Dec 22
Total with taxes and fees
8.8/10 Excellent! (1,002 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 Nov 20, 2025

The Red Lion Inn
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $115 total per night from Nov 30 to Dec 1
$115 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (801 reviews)
Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere.

Reviewed on Nov 10, 2025

Berkshires Untold
See all 1,363 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.

Find the Best South Egremont Vacation Packages

South Egremont Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Bash Bish Falls State Park, Umpachene Falls Park and Mount Everett State Reservation

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Frequently asked questions

How much does a South Egremont vacation package cost?
Offering great value package deals from $456 on Expedia, you'll be thrilled with how little a vacation to South Egremont costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to South Egremont?
You can typically find lower prices and better availability in July, August and December. Take a look at our cheap South Egremont vacation packages and you could score some great off-season discounts.
How many days is enough for South Egremont?
The ideal length for your South Egremont vacation depends on what you'd like to see. Typically, a few days to a week will give you enough time to go to all the main sights and explore some hidden gems along the way.
How to find the best South Egremont package deals?
Begin your search for a South Egremont package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal South Egremont package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your South Egremont adventure off to a flying start.
Is it cheaper to book a South Egremont vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can tailor your South Egremont escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to South Egremont?
If you're planning an impromptu South Egremont trip, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later South Egremont vacation packages?
Your South Egremont trip should be a relaxing escape from your busy life, not a reason for money worries. So to allow you more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.