Lanesborough Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Lanesborough
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
S$152
2 Sept - 3 Sept
includes taxes & fees
8.8/10 Excellent! (2,521 reviews)
"Pool and staff was great"
Reviewed on 12 Aug, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
S$236
7 Sept - 8 Sept
includes taxes & fees
9.2/10 Wonderful! (1,023 reviews)
"The room was clean. Linens in good shape. Good access to lots of activities nearby. Breakfast can be crowded. Go early."
Reviewed on 11 Aug, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
S$164
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (1,063 reviews)
"!st floor is horrible and host would not switch us to a higher floor. Our room was near the laundry room, and you could hear the staff every morning, when rooms above would flush their toilets you could hear the water through the walls, very annoying through the night, Couch in the room had tears ..."
Reviewed on 12 Aug, 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.
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.
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?
- 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.
- 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.
- 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.
- 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
