Hawley Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 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
Find the Best Hawley Vacation Packages
Hawley Hotel Deals
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
₩122,976
₩152,894 total
Aug 31 - Sep 1
includes taxes & fees
8.8/10 Excellent! (2,546 reviews)
"Large resort with many amenities -- 2 pools, grills, volleyball court, extensive walking paths. GREAT for a family of kids since there are a lot of events planned for them by resort. Beautiful setting. Our two-suite rental roomy, comfortable, well-equipped. Have come here for years. Love little balcony ..."
Reviewed on Aug 18, 2026
The Yankee Inn
461 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
₩223,677
₩249,847 total
Sep 14 - Sep 15
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
"The stay was very good however the rooms are dated though well maintained. I felt the price was very high for the accommodations. I had expected more for the price ($350) but it was their peak season and they need to price accordingly. Certainly this Inn did not offer the feel or quality level of ..."
Reviewed on Aug 17, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
₩133,918
₩181,212 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (1,077 reviews)
"The rooms were spotless and a good size. And is not far from Lenox which was our focus. I’d suggest that guests bring some food with them and there is a supermarket nearby. There is not a morsel of food in the ‘resort’. The tv is complicated and I’m not sure why it is set up the way it is. Check ..."
Reviewed on Aug 17, 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 forest 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 vacation 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 vacation 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 vacation packages. Bear in mind that school vacation 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 vacation 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 traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Hawley vacation as a package?
You can enjoy significant savings on your Hawley retreat by booking a customized vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best 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 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 favorite time of year and the type of activities available will also help you decide when to vacation 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 personalized Hawley vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
