Lanesborough Vacation Packages
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Your Lanesborough Vacation
The adventure-filled city of Lanesborough is calling. Delve into everything from its highlights to its hidden gems with a Lanesborough vacation package that's customized to you. If a sightseeing tour is part of the program during your trip to Lanesborough, look around popular attractions like Jiminy Peak Mountain Resort, Colonial Theater and Berkshire Museum. Whoever you're taking time off with and whatever you want to spend, your ultimate Lanesborough vacation is just a few clicks away with Expedia.
Top Lanesborough Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Wilburton Inn
Price was CA $4,585, price is now CA $3,590 per person
CA $3,590
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Albany (ALB)
9/10 Wonderful! (130 reviews)
This is a magical place. We enjoyed a very relaxing four days at the Wilburton. First time, we will be back!
Reviewed on Mar 21, 2026
The Red Lion Inn
Price was CA $3,271, price is now CA $2,609 per person
CA $2,609
per person
Jun 28 - Jul 3
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.8/10 Excellent! (1,000 reviews)
What a beautiful, unique building. Full of antiques and feels like going back in time. The ride up to my fourth floor room in the 19th century cage elevator was a wonderful touch. Can’t wait to go back again.
Reviewed on Apr 3, 2026
The Manchester View
Price was CA $1,417, price is now CA $1,159 per person
CA $1,159
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Albany (ALB)
9.4/10 Exceptional! (820 reviews)
Beautiful property, clean room, friendly staff. Will definitely be staying here again!
Reviewed on Mar 18, 2026
voco James Newbury Hudson Valley by IHG
Price was CA $1,830, price is now CA $1,595 per person
CA $1,595
per person
Jun 28 - Jul 3
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.2/10 Wonderful! (350 reviews)
Beautiful property, friendly staff. Definitely will be back!!
Reviewed on Mar 29, 2026
Lanesborough Hotel Deals
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $187 per night from Apr 13 to Apr 14
CA $187
CA $289 total
Apr 13 - Apr 14
includes taxes & fees
9.8/10 Exceptional! (277 reviews)
Beautiful “New England” layout and area!!!
Reviewed on Mar 9, 2026
Wildlife Lakeside Cottage
beautiful views, amazing wildlife, great location
Lanesborough MA
9.6/10 Exceptional! (76 reviews)
Host was very responsive. And when it snowed, they coordinated somebody to come and snowblow the driveway (twice!). Place is very quiet, spacious. Directions for how to use the home was very straightforward! (thermostats, jacuzzi)Great experience!
Reviewed on Jan 20, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from May 4 to May 5
CA $144
CA $176 total
May 4 - May 5
includes taxes & fees
8.8/10 Excellent! (2,331 reviews)
24/7 front desk appreciated and room readiness including sheets for the sofa bed, as we arrived in later hours.
Reviewed on Apr 11, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
