Berkshire County Holidays

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Top hotels in Berkshire County

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is S$174 per night from 15 Dec to 16 Dec
S$174
includes taxes & fees
15 Dec - 16 Dec
8.6/10 Excellent! (1,001 reviews)
"It's place lies between the Manhattan Club and the St. Mark's Hotel, but in a sleepy ole' new england factory town. We love the Berkshires. This is where we now stay. We have been coming up for 27 years to these mountains."

Reviewed on 12 Nov,2024

Hotel Downstreet
Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 18 Nov to 19 Nov
S$145
includes taxes & fees
18 Nov - 19 Nov
9/10 Wonderful! (437 reviews)
"Beautiful hotel close enough drive to multiple towns and hiking areas. Very comfortable beds. Beautiful restroom! TV has Apple compatibility if you are looking for that. The restaurant was absolutely amazing and they use all local business. Absolutely amazing!"

Reviewed on 7 Nov,2024

Life House Berkshires
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Fully refundableReserve now, pay when you stay
The price is S$145 per night from 26 Nov to 27 Nov
S$145
includes taxes & fees
26 Nov - 27 Nov
9/10 Wonderful! (1,000 reviews)
"Hot tub was great, good breakfast selection. Staff was courteous and very helpful. We would have liked the pool a bit warmer."

Reviewed on 12 Nov,2024

The Yankee, Trademark Collection by Wyndham
See all 1,003 properties in Berkshire County
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 Berkshire County holiday package cost?
Less than you might think — from as low as , actually! By bundling hotels, flights and car rentals into a custom-made package, your Berkshire County escape is only clicks away.
How do I get a cheap travel package to Berkshire County?
Booking a Berkshire County holiday package with Expedia is a smart way to save. We have over 550 air carriers and 1,000,000 hotel options globally. With such a fabulous range to choose from, you’ll have no trouble creating your dream adventure.
What are the top hotels in Berkshire County?
For properties in Great Barrington with cosy beds and friendly service, look up Hampton Inn Boston - Logan Airport and Boston Park Plaza. If you’re visiting Hancock as well, you can look forward to a good night’s sleep at Hilton Boston Logan Airport or Sheraton Boston, a Marriott Hotel.
How far in advance should I book my Berkshire County holiday?
While not all air carriers release ticket prices early, it’s usually possible to compare international airfares on Expedia up to a year in advance. This is the time when you can score some fantastic deals. If you’ve left everything to the last minute, you might still be in luck. Low prices occasionally emerge a few weeks before departure.
What does an Expedia Berkshire County travel package include?
Choose from a combination of hotels, flights and rental cars. Once you’ve made your booking, you can add some activities and experiences. Want to pick your fare class? That’s easily done too. The choice is yours when it comes to arranging your perfect Berkshire County getaway.
What should I know before booking a Berkshire County travel package?
Our prices are already low. However, you’ll score even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you’ll get transparent pricing and lots of choice.
Can I choose my airline with a Berkshire County Expedia holiday package?
Most definitely. Expedia has over 550 airline partners to choose from around the world. With so many choices, finding the ideal carrier to get you to Berkshire County will be easy.
If I'm not able to travel, can I cancel my Berkshire County holiday package?
It’s difficult to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Berkshire County holiday package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

* 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.