Lanesborough Holidays

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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 MA
The price is NZ$506 per night from 28 July to 29 July
NZ$506
28 July - 29 July
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 20 June 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 NZ$250 per night from 6 July to 7 July
NZ$250
6 July - 7 July
includes taxes & fees
9.2/10 Wonderful! (1,017 reviews)
"The Yankee Inn was a convenient and affordable option for our visit to Tanglewood. The check-in staff was friendly and advised us of breakfast and checkout hours. The room was clean and thankfully well air conditioned during our stay there in 90 degree weather! The included breakfast was typical ..."

Reviewed on 2 July 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 NZ$278 per night from 2 Aug to 3 Aug
NZ$278
2 Aug - 3 Aug
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 1 July 2026

Vacation Village in the Berkshires
See all 1,015 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.

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 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.

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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.