Lanesborough Vacations from $520

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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.

The Latest Lanesborough vacation packages

Price found within the past 48 hours. Click for updated prices.
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $643, price is now $520 per person
$520
per person
Aug 6 - Aug 10
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
8.8/10 Excellent! (2,408 reviews)
The room was great. Had everything I needed and was very comfortable.

Reviewed on Jun 24, 2026

The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,250, price is now $969 per person
$969
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Albany (ALB)
9.6/10 Exceptional! (31 reviews)
Check in information was provided via email the day of check in. I was able to enter the hotel and my room without a problem. The hotel staff was responsive and helpful via text messages. The inside of our room was very comfortable, the staff left a few complementary drinks and snack in the room for us which was very much appreciated. The room had a home feeling to it which made for a comfortable stay. The location was safe, quiet and had lovely mountain side views. This location was close to many popular hiking spots in the area we had a lot of fun.

Reviewed on Jun 3, 2026

Toll Road Inn

Toll Road Inn

2 out of 5
Price was $827, price is now $683 per person
$683
per person
Sep 10 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Albany (ALB)
9/10 Wonderful! (520 reviews)
Nice place, cute little brook out back, nice pool, close to town! A really great spot, will definitely be back.

Reviewed on Jun 15, 2026

Hotel Kinsley

Hotel Kinsley

3.5 out of 5
Stockade District
Price was $1,300, price is now $1,087 per person
$1,087
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Albany (ALB)
9/10 Wonderful! (369 reviews)
Place was nice looking but the amenity fee is crazy high and the continental breakfast is lacking a lot!

Reviewed on May 31, 2026

Farmhouse at Leeds by Avantstay Catskills Farmhouse + Barn Suite + Firepit Mins to Hudson + Kaaterskill Falls

Farmhouse at Leeds by Avantstay Catskills Farmhouse + Barn Suite + Firepit Mins to Hudson + Kaaterskill Falls

3 out of 5
Price was $1,645, price is now $1,383 per person
$1,383
per person
Aug 13 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Albany (ALB)
No reviews
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Stay near popular Lanesborough attractions

Mount Greylock State Reservation Visitor Center

10.0/5 (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

Lanesborough Hotel Deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough MA
$240 nightly
The price is $268 total per night from Jun 29 to Jun 30
$268 total
Jun 29 - Jun 30
Total with taxes and fees
9.8/10 Exceptional! (284 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!!
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
$154 nightly
The price is $172 total per night from Jul 1 to Jul 2
$172 total
Jul 1 - Jul 2
Total with taxes and fees
8.8/10 Excellent! (1,000 reviews)
"No real breakfast"

Reviewed on Jun 21, 2026

Hotel Downstreet, an Ascend Collection Hotel
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
$143 nightly
The price is $159 total per night from Jul 6 to Jul 7
$159 total
Jul 6 - Jul 7
Total with taxes and fees
8.8/10 Excellent! (2,410 reviews)
"The room was great. Had everything I needed and was very comfortable."

Reviewed on Jun 24, 2026

Vacation Village in the Berkshires
See all 1,009 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.

Find the Best Lanesborough Vacation Packages

Lanesborough Essential Information

Language
English
Currency
U.S dollars
Population
3,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Jiminy Peak Mountain Resort, Bousquet Ski Area and Shakespeare and Company

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Frequently asked questions

How much does a Lanesborough vacation package cost?
You can pick up a vacation package to this popular destination from $520 on Expedia. However, how much your vacation to Lanesborough costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Lanesborough?
November, December and January are great times to search for cheap Lanesborough vacation packages. Choosing to travel in less busy months means you can typically find better prices on hotels and flights.
How many days is enough for Lanesborough?
Typically, a handful of days is enough to tick off the top sights during your Lanesborough vacation. However, if you want to have time to relax or take day tours, think about extending your trip.
Is it worth booking a vacation package to Lanesborough?
It's easy to see why a Lanesborough vacation is on the to-do list of many travelers. Top attractions like Mount Greylock State Reservation Visitor Center are just the start of things to keep you busy here.
How to find the best Lanesborough package deals?
Use Expedia's filters to find some terrific Lanesborough package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Lanesborough package deals in the off-season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as soon as possible.
Is it cheaper to book a Lanesborough vacation as a package?
You can enjoy significant savings on your next Lanesborough getaway by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Lanesborough?
If you've got your Lanesborough vacation dates finalized, book as early as you can to bag some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Lanesborough?

  1. Choose when to travel: Check your calendar and get packing. Your preferred time of year and the activities on offer will also help you decide when to escape to Lanesborough.
  2. Budget wisely: As well as the cost of your accommodations, you'll need to factor in other expenses. These include flights, transportation and food. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Lanesborough.
  3. Organize your Lanesborough escape with our trip planning tool: Look for and book hotels and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Lanesborough together.
  4. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Lanesborough. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Lanesborough vacation package for you.
  6. Add on excursions and experiences: Have a look at our dedicated travel guide to find some fun things to do in Lanesborough. Book tickets or make reservations before you go to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Lanesborough vacation packages?
If you're like us, you love exploring new places but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Lanesborough break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.