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.
By the Sea Guests Bed & Breakfast & Suites
Price was CA $2,487, price is now CA $1,561 per person
CA $1,561
per person
Jun 24 - Jun 30
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025
The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $3,227, price is now CA $2,056 per person
CA $2,056
per person
Jul 11 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast
Reviewed on Apr 29, 2026
The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Price was CA $6,417, price is now CA $4,239 per person
CA $4,239
per person
Jul 20 - Jul 25
found 13 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon
Reviewed on May 8, 2025
Hawley Hotel Deals
Secluded Family Getaway w/ On-Site Creek in Hawley
Hawley MA
10/10 Exceptional! (5 reviews)
"Nice place. We enjoyed a bit of a family reunion of sorts. Plenty of space and quiet getaway."
Reviewed on Apr 24, 2026
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
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from May 24 to May 25
CA $121
CA $165 total
May 24 - May 25
includes taxes & fees
9/10 Wonderful! (939 reviews)
"the Kitchen appeared to be fully equiped. The only cpmplaint I have was there were no avaiable plugs for mt CPAP machine nect to the bed> Easy fix is to offit the room with a multi plug on the night table.or lamp with plugs. Also there were no USB charging ports. Otherwise the facility was great"
Reviewed on May 19, 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.
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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.
