
Holliston Vacation Packages
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Your Holliston Vacation
Enjoy unforgettable adventures when you lock in a vacation package to Holliston. Whether you're a foodie, history buff or just a traveler who loves experiencing new places, there's something for everyone in this lively city. Make your trip to Holliston even more fulfilling by going sightseeing. Ashland State Park, Pinecrest Golf Club and Stoddard Park are among the popular attractions you'll want to explore. No matter your travel plans or the size of your budget, putting together a tailored Holliston vacation is a cinch with Expedia.
Top Holliston Vacation Deals
Price found within the past 48 hours. Click for updated prices.



Raffles Boston
Back Bay
Price was CA $2,361, price is now CA $1,331 per person
CA $1,331
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.
Reviewed on Sep 2, 2025

The Langham, Boston
Downtown Boston
Price was CA $2,075, price is now CA $1,332 per person
CA $1,332
per person
Nov 9 - Nov 12
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
First rate hotel. Definitely a Luxury hotel stay!
Reviewed on Sep 1, 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Price was CA $1,197, price is now CA $780 per person
CA $780
per person
Nov 1 - Nov 5
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
Delicious breakfast! Clean, spacious room and friendly staff.
Reviewed on Sep 9, 2025
Holliston Hotel Deals

citizenM Boston Back Bay
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Sep 21 to Sep 22
CA $288
CA $336 total
Sep 21 - Sep 22
includes taxes & fees

Four Points by Sheraton Boston Newton
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Sep 21 to Sep 22
CA $169
CA $189 total
Sep 21 - Sep 22
includes taxes & fees

Copley Square Hotel, a FOUND Hotel
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $235 per night from Sep 21 to Sep 22
CA $235
CA $273 total
Sep 21 - Sep 22
includes taxes & 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.
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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.