Hawley Holidays
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- Better togetherSave up to S$1,300 when you book a flight and hotel together*
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Top hotels in Hawley
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
S$129
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (2,743 reviews)
"We had a wonderful family stay at Vacation Village in the Berkshires! We traveled with our children and their grandmothers, and it was such a special opportunity to make memories together. Our accommodation felt like two apartments in one, with plenty of space for everyone. We loved the layout and ..."
Reviewed on 13 Oct, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
S$151
9 Nov - 10 Nov
includes taxes & fees
9/10 Wonderful! (1,206 reviews)
"Beautiful location. Easy access to local restaurants and hiking trails."
Reviewed on 14 Oct, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
S$152
1 Nov - 2 Nov
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Rating this property was difficult for me - check in took almost 30 minutes, even though I was the only person arriving then, and then there were problems again on check out that also wasted almost 30 minutes of my time. On arrival, I was told by the desk staff that she could see my reservation but ..."
Reviewed on 14 Oct, 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 Hawley attractions
Hawley Bog Preserve
Explore the great outdoors at Hawley Bog Preserve, a lovely green space in Hawley. Wander the forests or discover the area's waterfalls.
Parker Hill
Commune with nature and explore the great outdoors at Parker Hill during your travels in Hawley. While you're in the area, wander around the parks.
Frequently asked questions
How much does a Hawley holiday package cost?
You'll find cheap prices on Expedia for your Hawley getaway. However, factors like the length of stay, hotel choice and season will determine how much your holiday to Hawley costs.
What are the cheapest months to go to Hawley?
Plan your trip for the off-peak season and you're likely to get cheap Hawley holiday packages. Bear in mind that school holiday periods and local events and festivals can impact prices, so do your research before booking.
How many days is enough for Hawley?
The ideal duration of your Hawley holiday depends on what you'd like to see and do. Generally, a few days to a week will give you enough time to check out all the leading attractions and discover some hidden gems along the way.
How to find the best Hawley package deals?
Finding a cheap Hawley package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most affordable Hawley package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Hawley holiday as a package?
You can enjoy significant savings on your Hawley retreat by booking a customised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best 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 Hawley?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Hawley escape.
How to plan a trip to Hawley?
- Choose when to go: Check your schedule and get your bags packed. Your favourite time of year and the type of activities available will also help you decide when to holiday in Hawley.
- Set a budget: Factor in costs like food, flights and transportation when calculating how much to set aside for your trip to Hawley. Then, pick a property that fits your budget, whether that's an affordable option or a deluxe getaway.
- Determine how many days away: Start by compiling a list of the sights and activities you'd like to experience in Hawley. Then, estimate how long you'll need at each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalised Hawley holiday package.
* 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.
