Lanesborough Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Caitlin Reese

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Lanesborough Holiday

Our pick of the best Lanesborough Hotel Deals

Berkshire Village Carriage House - Super Private!!

Berkshire Village Carriage House - Super Private!!

Lanesborough
9.6/10 Exceptional! (254 reviews)
"Host was very friendly and helpful. House was absolutely adorable and decorated well. Plenty of parking. Beautiful, well-maintained property. Great for hikes. Lovely fire pit area and lots of wood. Very convenient location to recreation in The Berkshires. I would stay here again."

Reviewed on 2 Aug. 2025

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Berkshire Village Carriage House - Super Private!!
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 NZ$221 per night from 28 Aug to 29 Aug
NZ$221
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,939 reviews)
"This Vacation Village is amazing, returning this week for a little time away. Stayed last week for work and came home and planned a 3 day trip based on the location."

Reviewed on 10 Aug. 2025

Vacation Village in the Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (555 reviews)
"It was a great stay. The couches in the room were dirty and should be replaced."

Reviewed on 11 Aug. 2025

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Berkshire Mountain Lodge
See all 1,014 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.

Frequently asked questions

How much does a Lanesborough holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. However, how much your holiday to Lanesborough costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Lanesborough?
Plan your trip for the shoulder or low season and you're likely to find cheap Lanesborough holiday packages. Bear in mind that public holidays and major local events can impact prices, so do your research before booking.
How many days is enough for Lanesborough?
The ideal length for your Lanesborough holiday depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to go to all the major sights and discover some hidden treasures along the way.
Is it worth booking a holiday package to Lanesborough?
Lanesborough offers everything you need for an amazing getaway. Get your Lanesborough holiday off to a flying start by exploring popular attractions like Skyline Country Club.
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 holiday package as soon as possible.
Is it cheaper to book a Lanesborough holiday as a package?
You can enjoy significant savings on your next Lanesborough getaway by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to view some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Lanesborough?
If you've got your Lanesborough holiday 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. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Lanesborough.
  2. Set your budget: Factor in costs such as flights, meals and transportation when working out how much to save for your trip to Lanesborough. Then, select a property that fits your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Work out your trip length: Think about how much time you want to spend discovering Lanesborough. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your airfare and accommodation: Once you've settled on your travel dates and duration, lock in the ideal Lanesborough holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.