Hawley Vacations from ￥145,775
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The Latest Hawley Vacation Packages
Price found within the past 48 hours. Click for updated prices.
The Whitney Hotel
Beacon Hill
￥145,775
per person
Nov 19 - Nov 22
found 23 hours ago
Roundtrip flight included
Raleigh (RDU) to Boston (BOS)
9.6/10 Exceptional! (628 reviews)
Our stay was perfect and the property was ideal - clean, comfy and convenient to everything we wanted to do in Boston all weekend. I especially appreciated how friendly and helpful the staff was — the valet/porter hustled, a woman at the front desk helped me figure out a tricky billing issue and housekeeping was very thorough
Reviewed on Oct 12, 2026
Find the Best Hawley Vacation Packages
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
￥12,721
￥15,947 total
Nov 8 - Nov 9
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 Oct 13, 2026
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
￥13,573
￥18,698 total
Nov 9 - Nov 10
includes taxes & fees
9/10 Wonderful! (1,205 reviews)
"Great to have a whole suite not just a room. Even though a little outdated still very nice. Downsides were an absence of food vending machines for when you need a quick snack and don’t want to leave, and hot tub was under renovations which we weren’t made aware of until online check in. Overall very ..."
Reviewed on Oct 13, 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 from ￥145,775 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.
