Deals on vacations and trips to Lanesborough

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Price found within the past 48 hours. Click for updated prices.
The Cornell Inn, Lenox & The Berkshires

The Cornell Inn, Lenox & The Berkshires

3.5 out of 5
Price was $829, price is now $673 per person
$673
per person
Jun 21 - Jun 24
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,107, price is now $898 per person
$898
per person
Jun 21 - Jun 24
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Forget-me-not by Avantstay Bold Lakefront Escape

Forget-me-not by Avantstay Bold Lakefront Escape

3 out of 5
Save 100% on your flight
Price was $4,625, price is now $3,751 per person
$3,751
per person
Jun 22 - Jun 27
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
A sauna is featured at this cottage, along with free WiFi in public areas and barbecue grills.
Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

Sleeps 40 Heated Pool Hot Tub Fire Pit Game Room Brookside Mountain Retreat by Avantstay

3 out of 5
Save 100% on your flight
Price was $4,773, price is now $3,876 per person
$3,876
per person
Jun 21 - Jun 24
found 7 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Manchester Village Historic District
Price was $905, price is now $738 per person
$738
per person
Jun 15 - Jun 19
found 10 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Albany (ALB)
This luxury hotel features a golf course, a full-service spa, and 4 restaurants. Enjoy the 3 outdoor tennis courts and get free self parking. Make the most of the indoor pool and 24-hour gym, and relax with drinks at one of the 2 bars/lounges.

Top Lanesborough hotels deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$189 nightly
The price is $211 total per night
$211 total
May 4 - May 5
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
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Free Cancellation
$142 nightly
The price is $158 total per night
$158 total
May 5 - May 6
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.
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
$110 nightly
The price is $123 total per night
$123 total
May 3 - May 4
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.
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $103 total per night
$103 total
May 4 - May 5
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby fireplace, and express check-in are also on offer.
Pet friendly
Parking included
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
May 31 - Jun 1
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
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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

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

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

Frequently asked questions

How much are vacation packages to Lanesborough?
With vacation packages available from as low as $673, 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

WW2 Vetrans War Memorial Veterans War Memorial located in Lanesborough, MA The summit of Mt. Greylock
War Memorial located at the summit of Mt. Greylock Lanesborough Massachusetts
View from Veterans War Memorial Tower at Mount Greylock
Lanesborough