Hawley Vacations from $641
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 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
Your Hawley Vacation
When a getaway to the city is calling your name, answer it with a vacation package to Hawley. With all your travel arrangements organized before you go, all you have to do here is focus on having a blast. Every trip to Hawley needs a well-planned itinerary. Fill yours with major attractions such as Berkshire East Ski Resort, Charlemont Federated Church and Hawley Bog Preserve. Whoever you're going away with and whatever you want to spend, your dream Hawley vacation is just clicks away with Expedia.
The Latest Hawley vacation packages
Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
North End
$641
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (1,984 reviews)
Nice big rooms, large bathroom, good location, comfortable bed, reasonable price for a hotel in Boston.
Reviewed on Sep 5, 2026
Furnished Apartment Near Longwood
North Brookline
$1,176
per person
Nov 10 - Nov 17
found 15 hours ago
Roundtrip flight included
San Juan (SJU) to Boston (BOS)
7/10 Good! (6 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on Jul 6, 2026
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.
Hawley Hotel Deals
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Hawley MA
9.6/10 Exceptional! (138 reviews)
"The house is cozy and serene, the property and surrounding area is an outdoorsy persons dream. Plenty of space for a big family, especially for the chef of the house. Multiple entertainment items such as dvds, books, toys and watersports."
Reviewed on Aug 30, 2026
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Fully refundableReserve now, pay when you stay
$122 nightly
$136 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (2,608 reviews)
"Room was great, big and excellent for the price. Grounds and views were beautiful, pool was great too. Only complaint is there’s no little store only vending machines, however the items were very well priced."
Reviewed on Sep 5, 2026
Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Fully refundable
$143 nightly
$160 total
Sep 27 - Sep 28
Total with taxes and fees
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.
Find the Best Hawley Vacation Packages
Hawley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 340 |
Top Sights | Bissell Covered Bridge, Hawley Bog Preserve and Charlemont Federated Church |
More vacations you might like
Frequently asked questions
How much does a Hawley vacation package cost?
You'll find cheap prices from $641 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?
If you're looking to book a cheap Hawley vacation package, consider traveling in November, December and January. You'll usually find lower prices on airfares and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Hawley?
The ideal duration for your Hawley vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to visit all the top 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.
Does Expedia offer Book Now, Pay Later Hawley vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Hawley break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
