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 White House Inn

The White House Inn

3.5 out of 5
Price was CA $1,469, price is now CA $1,342 per person
CA $1,342
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.2/10 Wonderful! (328 reviews)
Beautiful historical inn with so much charm and friendly staff.

Reviewed on Jun 30, 2026

Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Price was CA $3,846, price is now CA $3,364 per person
CA $3,364
per person
Aug 23 - Aug 26
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
9.4/10 Exceptional! (614 reviews)
This property has amazing views, gardens and a on site restaurant/bar they will not disappoint.

Reviewed on Jun 28, 2026

Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Price was CA $1,948, price is now CA $1,781 per person
CA $1,781
per person
Aug 23 - Aug 26
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
9/10 Wonderful! (925 reviews)
Such a lovely check in process with a complimentary upgrade. The king room was spacious and very clean with a nice comfy bed and pillows. Everyone at the front desk was super friendly, would return for sure!

Reviewed on Jul 1, 2026

Sundowner on Lake George

Sundowner on Lake George

2.5 out of 5
Price was CA $2,335, price is now CA $2,147 per person
CA $2,147
per person
Aug 23 - Aug 26
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Albany (ALB)
7.6/10 Good! (248 reviews)
Nothing like the pictures. No staffs to receive you, you have to call a phone number. The place is old and outdated.

Reviewed on May 3, 2026

Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was CA $1,571, price is now CA $1,449 per person
CA $1,449
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
9.2/10 Wonderful! (16 reviews)
The cabin and grounds are well-maintained. The pool was crystal clear and the slide was a nice addition. Gorgeous views!

Reviewed on Jun 28, 2026

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Lanesborough Hotel Deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
The price is CA $284 per night from Jul 16 to Jul 17
CA $284
CA $417 total
Jul 16 - Jul 17
includes taxes & fees
9.8/10 Exceptional! (285 reviews)
"Terrific cottage on the Ashuwillticook Trail near Cheshire Lake! This cottage is tucked away among acres and acres of woodlands with miles of hiking trails. The Ashuwillticook Trail is .5 mi from the door. As a runner, that was a bonus for me. The cottage is well-appointed with a comfortable bed, ..."

Reviewed on Jun 20, 2026

Berkshire Village Carriage House - Super Private!!
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jul 7 to Jul 8
CA $181
CA $202 total
Jul 7 - Jul 8
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"We love to snow shoe.. after a chilly day of trekking through the mountains. We grab dinner locally,and cozy up to our romantic ,fully loaded room. Fire roaring,bubbles in the hot tub.. an amazing ending to and amazing day."

Reviewed on Jul 1, 2026

The Yankee Inn
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jul 15 to Jul 16
CA $169
CA $204 total
Jul 15 - Jul 16
includes taxes & fees
8.8/10 Excellent! (2,414 reviews)
"Clean large room- some wear on the kitchen cabinets and the bathroom door stuck check in was a bit of a challenge. Otherwise good"

Reviewed on Jul 1, 2026

Vacation Village in the Berkshires
See all 1,011 properties in Lanesborough
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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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 does a Lanesborough vacation package cost?
You can grab a vacation package to this top destination from CA $1,342 on Expedia. However, how much your vacation to Lanesborough costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Lanesborough?
Travel in the low season and you're likely to get cheap Lanesborough vacation packages. Bear in mind that public holidays and major local events can have an impact on prices, so do your research before you go.
How many days is enough for Lanesborough?
Usually, a handful of days is enough to go to the main sights during your Lanesborough vacation. However, if you'd like to have some time to chill out or go on day tours, consider extending your trip.
Is it worth booking a vacation package to Lanesborough?
Lanesborough is a good vacation destination with attractions like Skyline Country Club among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Lanesborough vacation promises fun for everyone.
How to find the best Lanesborough package deals?
Use Expedia's handy filters to find some tempting Lanesborough package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Lanesborough package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Lanesborough vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and hotels separately. Better still, you can personalize your Lanesborough getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lanesborough?
If you're considering a spontaneous Lanesborough trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Lanesborough?

  1. Pick your travel dates: What you want to do in Lanesborough and your favourite season will help you decide when to go.
  2. Calculate your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and airfares. Your accommodations will likely be the biggest expense during your trip to Lanesborough.
  3. Decide your trip length: Consider how long you want to spend discovering Lanesborough. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the perfect Lanesborough vacation package for you.

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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.