Alford Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Alford
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is 3.202.772 ₫ per night from 24 Jun to 25 Jun
3.202.772 ₫
4.165.731 ₫ total
24 Jun - 25 Jun
includes taxes & fees
9/10 Wonderful! (961 reviews)
"Water pressure in shower overwhelmingly strong"
Reviewed on 2 Jun 2026
Berkshires Untold
194 Pittsfield Rd Lenox MA
The price is 3.287.859 ₫ per night from 7 Jun to 8 Jun
3.287.859 ₫
3.672.538 ₫ total
7 Jun - 8 Jun
includes taxes & fees
9/10 Wonderful! (969 reviews)
"I loved the funky vibe of this place. It was also very cozy."
Reviewed on 2 Jun 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
The price is 2.780.554 ₫ per night from 4 Jun to 5 Jun
2.780.554 ₫
3.106.005 ₫ total
4 Jun - 5 Jun
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Beautiful and well maintained and close to shipping and food"
Reviewed on 29 May 2026
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.
Popular places to visit
Lake Mansfield Park
Explore the great outdoors at Lake Mansfield Park, a lovely green space in Great Barrington. Experience the area's theatre scene and live music.
Mahaiwe Performing Arts Center
Enjoy a stop at Mahaiwe Performing Arts Center, an entertaining place to visit in Great Barrington. While you're here, you can savour the top-notch restaurants.
Housatonic River Walk
You can take time to visit Housatonic River Walk during your travels to Great Barrington. Experience the area's theatre scene and live music.
