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.
The Equinox Golf Resort & Spa
Manchester Village Historic District
Price was CA $1,418, price is now CA $1,171 per person
CA $1,171
per person
May 6 - May 10
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
7.4/10 Good! (567 reviews)
We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace.
Reviewed on Jan 24, 2026
The Manchester View
Price was CA $1,290, price is now CA $1,134 per person
CA $1,134
per person
May 6 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
9.4/10 Exceptional! (772 reviews)
The MV was perfect for a getaway to the southern greens for snow. Place was clean, great water pressure, and heat. Had to upgrade my room and it wasn't a problem. Looking forward to coming back.
Reviewed on Jan 28, 2026
Hotel Vervana, Trademark Collection by Wyndham
Price was CA $1,227, price is now CA $1,131 per person
CA $1,131
per person
May 6 - May 10
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Albany (ALB)
8.2/10 Very Good! (1,001 reviews)
The bed sheets are not clean. I tried to notify the staff regarding the issue, but couldn't find anyone (I think it was a little after 11 pm; I understand it might be too late). We ended up using the towels to cover the bed.
Reviewed on Feb 4, 2026
Lanesborough Hotel Deals
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!
Lanesborough MA
10/10 Exceptional! (10 reviews)
Perfect spot to get in a few days of skiing at Jiminy. Well stocked with the basics and hot tub was great. Very responsive host.
Reviewed on Jan 18, 2026
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
The price is CA $183 per night from Feb 15 to Feb 16
CA $183
CA $284 total
Feb 15 - Feb 16
includes taxes & fees
9.6/10 Exceptional! (273 reviews)
Beautiful location and so peaceful. I would recommend salting the walkway and plowing the driveway for winter guests.
Reviewed on Jan 17, 2026
Wildlife Lakeside Cottage
beautiful views, amazing wildlife, great location
Lanesborough MA
9.6/10 Exceptional! (73 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
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.
