South Egremont Trips (flight + hotel)

Photo by Leah Dalley

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Top hotels in South Egremont

Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (535 reviews)
"It was a great central spot for our plans in the Berkshires. The place is quiet and the staff is friendly. The rooms are very large with a stocked kitchen, dishwasher, dining table, etc. The pull out sofa has a thinner mattress so don't expect a lot of comfort, but the king bed was good. A/C could ..."

Reviewed on Jul 31, 2025

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Berkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is P24,669 per night from Aug 8 to Aug 9
P24,669
P27,556 total
Aug 8 - Aug 9
includes taxes & fees
9/10 Wonderful! (656 reviews)
"Very nice hotel, convenient location to Tanglewood and other attractions. Quiet and comfortable beds."

Reviewed on Jul 30, 2025

Berkshires Untold
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
Fully refundableReserve now, pay when you stay
The price is P6,933 per night from Sep 2 to Sep 3
P6,933
P8,556 total
Sep 2 - Sep 3
includes taxes & fees
9/10 Wonderful! (683 reviews)
"I liked the size of the rooms and how comfortable everything in the room was. It was stocked with everything we needed. I did not like the lack of accessibility for people with disabilities. There are elevators, but they are blocked, and there is limited disability parking. I was on the third floor ..."

Reviewed on Jul 24, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
See all 1,368 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.

Frequently asked questions

How much does a South Egremont vacation package cost?
Offering great value package deals 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 usually find lower prices and greater availability in January, February and March. Explore our cheap South Egremont vacation packages and you could score some great off-season deals.
How many days is enough for South Egremont?
The ideal duration of your South Egremont vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to tick off all the top attractions and discover some hidden spots 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.
How to plan a trip to South Egremont?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to South Egremont.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to activities and airfares. Your accommodations will likely be the biggest expense during your trip to South Egremont.
  3. Work out your trip length: Think about how long you want to spend exploring South Egremont. Plan your itinerary so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a South Egremont vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.