Lanesborough Vacations from $611
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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.
Lodges At Cresthaven
$731
per person
Jan 7 - Jan 14
found 1 hour ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
9.4/10 Exceptional! (643 reviews)
The Lodges at Cresthaven is truly a magical place. The grounds and property are expertly maintained with beautiful flowers and festive decorations. The suite are spacious and clean. The staff is friendly and helpful. This is my second time there and this suite was better than the first! I will return year after year!
Reviewed on Oct 23, 2026
Brook Bound Inn
$1,019
per person
Jan 5 - Jan 10
found 10 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
9.4/10 Exceptional! (19 reviews)
The place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in.
Reviewed on Oct 19, 2026
The Stockade Inn
Stockade Historic District
$936
per person
Jan 5 - Jan 10
found 10 hours ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
9.4/10 Exceptional! (222 reviews)
Great place with a great staff. Left my glasses and they went out of their way to get them back to me. Highly recommended.
Reviewed on Oct 23, 2026
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See all available trips from Columbus to Lanesborough
View all tripsStay 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.
Lanesborough Hotel Deals
Berkshire Village Carriage House - Super Private!!
Lanesborough MA
$189 nightly
$211 total
Oct 26 - Oct 27
Total with taxes and fees
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$128 nightly
$143 total
Nov 1 - Nov 2
Total with taxes and fees
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$115 nightly
$128 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (1,226 reviews)
"beautiful location, giant suite room for incredible value"
Reviewed on Oct 24, 2026
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 $611 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?
- 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.
- 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.
- 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.
- 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.
- Bundle your accommodations and airfare: Once you've nailed down your travel dates and duration, lock in the perfect Lanesborough vacation package for you.
- 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.
