Deals on vacations and trips to Lanesborough

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Price found within the past 48 hours. Click for updated prices.
The Dewey

The Dewey

3.5 out of 5
Price was $550, price is now $442 per person
$442
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $730, price is now $523 per person
$523
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $809, price is now $617 per person
$617
per person
Mar 6 - Mar 10
found 2 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.
Gedney Farm

Gedney Farm

3.5 out of 5
Price was $606, price is now $466 per person
$466
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace, a garden, and a communal living room are also on offer.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $647, price is now $503 per person
$503
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self parking. A coffee shop, 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!!

Lanesborough MA
$188 nightly
The price is $210 total per night
$210 total
Jan 13 - Jan 14
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Lanesborough MA
Get rates
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
Hot Tub
Kitchen
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$126 nightly
The price is $141 total per night
$141 total
Jan 12 - Jan 13
Total with taxes and fees
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
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$125 nightly
The price is $140 total per night
$140 total
Feb 2 - Feb 3
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$98 nightly
The price is $109 total per night
$109 total
Jan 23 - Jan 24
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $113 total per night
$113 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
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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

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

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 $442, 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