Hawley Vacation Packages

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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.

Top Hawley Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Price was CA $1,378, price is now CA $950 per person
CA $950
per person
Aug 14 - Aug 16
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (5 reviews)
We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,267, price is now CA $2,095 per person
CA $2,095
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Price was CA $3,229, price is now CA $2,140 per person
CA $2,140
per person
Aug 24 - Aug 30
found 22 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.8/10 Good! (326 reviews)
convenient short drive from Boston with less traffic over Bourne Bridge. great location with pristine calm and warm water beach. great staff helping get settled on the beach with chairs and umbrella. fortunate to select room with patio first floor which was convenient. rooms were fine nothing scary or amazing. service at bar was quick. food services were slow and basic. great value

Reviewed on Jul 4, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $11,082, price is now CA $7,467 per person
CA $7,467
per person
Aug 4 - Aug 11
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on Oct 8, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,154, price is now CA $2,177 per person
CA $2,177
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Simply excellent in all aspects.

Reviewed on Jul 2, 2026

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Hawley Hotel Deals

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Hawley MA
9.6/10 Exceptional! (134 reviews)
"I had an enjoyable stay in this welcoming home. The property was in a peaceful neighborhood on a very lightly travelled road. Plenty of hiking opportunities in the area."

Reviewed on Apr 20, 2026

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Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Secluded Family Getaway w/ On-Site Creek in Hawley

Secluded Family Getaway w/ On-Site Creek in Hawley

Hawley MA
10/10 Exceptional! (7 reviews)
"What an amazing house. It was like staying in a library, there were so many interesting books everywhere you went. Multiple seating options so people could spread out. Very comfortable beds, plenty of towels. Contact was excellent. One of our group of 7 is a wheelchair user and the accessible accommodations ..."

Reviewed on Jun 7, 2026

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Secluded Family Getaway w/ On-Site Creek in Hawley
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
The price is CA $165 per night from Jul 5 to Jul 6
CA $165
CA $200 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (2,417 reviews)
"Considering this is a RCI resort, I would have been disappointed with the cleaniness, comfort, communication or amenities if I had paid any more than what I found for a last minute deal on Expedia. Check in not great, dirty towels on floor in front of our room upon arrival and through our stay, game ..."

Reviewed on Jul 4, 2026

Vacation Village in the Berkshires
See all 759 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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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.
See properties

Frequently asked questions

How much does a Hawley vacation package cost?
You can grab a vacation package to this destination from CA $950 on Expedia. However, how much your vacation to Hawley costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Hawley?
The off-season is the best time to visit Hawley if you're on a budget. Another tip for scoring cheap Hawley vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Hawley?
With a well-planned itinerary, you can easily tick off the main Hawley attractions in a few days. But if you want to venture off the beaten track or take day trips, think about booking your Hawley vacation for longer.
How to find the best Hawley package deals?
Begin your search for a Hawley package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Hawley package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Hawley adventure off to a flying start.
Is it cheaper to book a Hawley vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalized Hawley vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Hawley?
Land incredible bargains by booking your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Hawley escape.
How to plan a trip to Hawley?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Hawley.
  2. Budget wisely: On top of the price of your stay, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Hawley.
  3. Decide your trip length: Think about how much time you want to spend exploring Hawley. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Hawley vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.