Deals on vacations and trips to Lanesborough

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Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
Price was $506, price is now $455 per person
$455
per person
Oct 1 - Oct 3
found 16 hours ago
Roundtrip flight included
Phoenix (PHX) to Albany (ALB)
This aparthotel 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.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $585, price is now $511 per person
$511
per person
Sep 25 - Sep 27
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to Albany (ALB)
This aparthotel 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.
The Whitlock

The Whitlock

2 out of 5
Price was $678, price is now $564 per person
$564
per person
Oct 1 - Oct 3
found 16 hours ago
Roundtrip flight included
Phoenix (PHX) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a terrace, and a garden are also on offer.
Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $549, price is now $483 per person
$483
per person
Oct 1 - Oct 3
found 16 hours ago
Roundtrip flight included
Phoenix (PHX) to Albany (ALB)
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.
The Yankee Inn

The Yankee Inn

2.5 out of 5
Price was $573, price is now $512 per person
$512
per person
Oct 1 - Oct 3
found 16 hours ago
Roundtrip flight included
Phoenix (PHX) to Albany (ALB)
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.

Top Lanesborough hotels deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$206 nightly
The price is $230 total per night
$230 total
Aug 31 - Sep 1
Total with taxes and fees
This guesthouse includes a garden and barbecue grills.
Free WiFi
Air conditioning
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
$128 nightly
The price is $143 total per night
$143 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel 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
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $184 total per night
$184 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$125 nightly
The price is $139 total per night
$139 total
Aug 31 - Sep 1
Total with taxes and fees
This aparthotel 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.
Pool
Hot Tub
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
$61 nightly
The price is $68 total per night
$68 total
Aug 27 - Aug 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. The front desk is staffed around-the-clock and laundry facilities are on offer.
Parking included
Free WiFi
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $162 total per night
$162 total
Sep 8 - Sep 9
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
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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.

Stay near popular Lanesborough attractions

Mount Greylock State Reservation Visitor Center

10.0/10 (16 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.
See properties

Frequently asked questions

How much are vacation packages to Lanesborough?
With vacation packages available from as low as $455, 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

A tower with a green glass dome and intricate carvings.
A tall tower with a green dome and a pointed top, surrounded by trees and clouds.
A panoramic view of a town nestled in a valley surrounded by dense forests and rolling hills.
A paved path flanked by trees with autumn foliage, leading to a lakeside area with benches.