Hawley Vacations from $363

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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.
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $625, price is now $363 per person
$363
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,220 reviews)
Very nice, clean and comfortable property.

Reviewed on Sep 1, 2025

Las Flores Villa

Las Flores Villa

5 out of 5
Price was $4,006, price is now $2,049 per person
$2,049
per person
Nov 6 - Nov 12
found 2 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Hartford (BDL)
10/10 Exceptional! (1 review)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $713, price is now $395 per person
$395
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
EVEN Hotels Manchester Airport by IHG

EVEN Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
Price was $562, price is now $367 per person
$367
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (892 reviews)
It was great for one night

Reviewed on Aug 31, 2025

Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $659, price is now $439 per person
$439
per person
Oct 26 - Oct 30
found 23 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,014 reviews)
The check in was a bit busy but get that it was a busy weekend. We've stayed before and it's usually early. We were on the bottom floor and the carpet going down and at bottom was pretty bad. The chair in our room had some stains on it. I'm chalking it up to end of a busy summer. I have nothing against PRIDE but thought it was very odd to have a flag hanging inside off the railing in the lobby.

Reviewed on Sep 2, 2025

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Discover the most popular places to visit in Hawley

Berkshire East Ski Resort

Hit the slopes in Charlemont with a visit to Berkshire East Ski Resort. Wander the forest or discover the area's waterfalls.

Berkshire East Ski Resort

Zoar Outdoor/Deerfield Valley Canopy Tours

Catch an event at Zoar Outdoor/Deerfield Valley Canopy Tours during your trip to Charlemont. Wander the forest or discover the area's waterfalls.

Zoar Outdoor/Deerfield Valley Canopy Tours

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.

Hawley Bog Preserve

Hawley Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $145 total per night from Sep 14 to Sep 15
$145 total
Sep 14 - Sep 15
Total with taxes and fees
8.6/10 Excellent! (1,911 reviews)
"Room was very clean. There is a lot to do at the property, 2 pools, activities for the kids. Lots of things to do in the area"

Reviewed on Aug 28, 2025

Vacation Village in the Berkshires
Hotel Downstreet, Ascend Hotel Collection

Hotel Downstreet, Ascend Hotel Collection

3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
$152 nightly
The price is $170 total per night from Oct 2 to Oct 3
$170 total
Oct 2 - Oct 3
Total with taxes and fees
Hotel Downstreet, Ascend Hotel Collection
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from Sep 7 to Sep 8
$120 total
Sep 7 - Sep 8
Total with taxes and fees
Berkshire Mountain Lodge
See all 743 properties in Hawley
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.

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Frequently asked questions

How much does a Hawley vacation package cost?
You'll find cheap prices from $363 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.