Deals on vacations and trips to Lanesborough

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Hasbrouck House

Hasbrouck House

4 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Albany (ALB)
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas and free valet parking. Enjoy the sauna and perks like free self parking.
The Perch Hotel

The Perch Hotel

2 out of 5
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Albany (ALB)
This hotel features a coffee shop, a virtual front desk, and free self parking. WiFi in public areas is free. A library is also provided.
Church Des Artistes Guest House

Church Des Artistes Guest House

3 out of 5
Roundout
Save 100% on your flight
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Albany (ALB)
This guesthouse features an area shuttle, free self parking, and free WiFi in public areas. Enjoy the free continental breakfast each morning. A business center, a terrace, and a garden are also on offer.
Hotel Brookmere & Arbor Spa

Hotel Brookmere & Arbor Spa

4 out of 5
Save 100% on your flight
per person
Aug 2 - Aug 9
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Albany (ALB)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
DoubleTree by Hilton Schenectady Downtown

DoubleTree by Hilton Schenectady Downtown

4 out of 5
Seward Place
per person
Aug 2 - Aug 9
found 15 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Albany (ALB)
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A 24-hour business center, a terrace, and a garden are also on offer.

Top Lanesborough hotels deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

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This vacation home includes a garden and barbecue grills.
Kitchen
Free WiFi
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
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This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
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
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This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Pool
Air conditioning
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
Free Cancellation
Reserve now, pay when you stay
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This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the 24-hour business center, express check-out, and conference space. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Pet friendly
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd, Lenox, MA
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This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
The Constance by the Lenox Collection

The Constance by the Lenox Collection

3.5 out of 5
11 Old Stockbridge Road, P.O.Box 1717, Lenox, MA
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A gym, free self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A library, express check-out, and wedding services are also on offer.
Breakfast included
Pet friendly
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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

Mount Greylock State Reservation Visitor Center

5/5(4 reviews)

Enjoy the mountain views and explore Mount Greylock State Reservation Visitor Center, a lovely green space in Lanesborough. You can seek out the ski slopes in this quaint area.

Mount Greylock State Reservation Visitor Center

Skyline Country Club

5/5(1 review)

Play a round of golf in Lanesborough at Skyline Country Club, and enjoy other activities such as skiing. Discover the entertainment venues in this family-friendly area, or seek out its hiking trails.

Skyline Country Club

Frequently asked questions

How much are vacation packages to Lanesborough?
With vacation packages available from as low as $1,128, you won't need to drain your bank balance to visit Lanesborough. Travelocity can help. Bundle hotels, flights and tours into a package and score impressive discounts. The more you book, the greater the savings.
How long should my Lanesborough vacation be?
The majority of travelers spend around 3 nights in Lanesborough, but how long you stay is totally up to you. If you're eager to discover all the exciting things this destination has waiting for you, why not hang around for a bit longer?
Where can I get the best vacation package deals for Lanesborough?
There are awesome Lanesborough package deals to be scored with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the globe? Keep this in mind the next time you're ready to check another place off the old bucket list.
Why should I book my Lanesborough vacation bundle with Travelocity?
We take the stress out of travel planning. Whether you're after a new destination to discover or want to ensure you get the best deal around, we're here to assist. Our 24/7 customer care, quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my Lanesborough car rental if I bundle it with a hotel or flight?
With a Lanesborough vacation package, you can combine your hotel, car and flight bookings and save tons. If you're in the mood to see the best of this fabulous city, why not make a beeline for Fenway Park? This must-see attraction is 110 mi from Lanesborough. With your own wheels, you'll be there in a flash.
Which airport is best for Lanesborough?
Bradley Intl. Airport (BDL) is 50 mi from the city center and is the beginning point for many fun adventures. Alternatively, Albany Intl. Airport (ALB) is 35 mi away from central Lanesborough and Hartford, CT (HFD-Hartford - Brainard) is 60 mi away from central Lanesborough.
What is there to do in Lanesborough?
You'll find some excellent photo opportunities at Skyline Country Club, one of the most well-known attractions in Lanesborough. There's a lot more to discover around this exciting city, so give yourself enough time to explore some lesser-known gems.
Where should I stay when visiting Lanesborough?
Many travelers opt to stay at the 6-BR Country Estate 14-Min. To Jiminy Peak. It's sure to be a great base for your Lanesborough escape.

Photos of local treasures

Browse Lanesborough vacation photos for more inspiration

Photo by Caitlin Reese
Photo by Caitlin Reese
Photo by Chris Addams
Photo by Chris Addams