South Egremont Holidays

Photo by Leah Dalley

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Top hotels in South Egremont

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 S$216 per night from 30 Jul to 31 Jul
S$216
30 Jul - 31 Jul
includes taxes & fees
9/10 Wonderful! (677 reviews)
"Terrific place. Spacious, clean, comfortable."

Reviewed on 18 Jul, 2025

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

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$617 per night from 25 Jul to 26 Jul
S$617
25 Jul - 26 Jul
includes taxes & fees
9/10 Wonderful! (640 reviews)
"We enjoyed the unique character and flavor of the hotel!"

Reviewed on 19 Jul, 2025

Berkshires Untold
Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites

2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Fully refundableReserve now, pay when you stay
The price is S$181 per night from 28 Jul to 29 Jul
S$181
28 Jul - 29 Jul
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
"Very friendly girl at the check-in who moved us (essentially upgraded us) to a suite after our initial room smelled of lingering cigarette smoke. She was very patient about my paranoia over the pilot light/flame in the room's fireplace. Great experience."

Reviewed on 18 Jul, 2025

Best Western Plus Berkshire Hills Inn & Suites
See all 1,358 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 holiday package cost?
Offering great value package deals on Expedia, you'll be thrilled with how little a holiday 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 holiday 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 holiday 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 holiday as a package?
An Expedia holiday 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 holiday 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 accommodation 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 holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.