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.
Meco Hotel - Hostel
Nantucket Inn
By the Sea Guests Bed & Breakfast & Suites
Mandarin Oriental, Boston
Encore Boston Harbor

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Holliston Hotel Deals

The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

2 out of 5
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $287 per night from May 25 to May 26
CA $287
CA $335 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (357 reviews)
"It's been a long time since I stayed here, and I am pleased to see it's been modernized quite a bit. The location is excellent, especially considering the price (for Boston!). My only criticism concerns the equipment we had delivered, signed for by the manager, then strangely placed in a remote laundry ..."

Reviewed on May 20, 2026

The Midtown Hotel MOD Collection by Sonesta
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from May 25 to May 26
CA $197
CA $261 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (2,321 reviews)
"I had a great time while staying in Boston. Hope to see you again. Thanks!"

Reviewed on May 19, 2026

Hyatt Regency Boston/Cambridge
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from May 25 to May 26
CA $232
CA $271 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (2,677 reviews)
"Did not realize the requirements to have my room cleaned. Shower never seemed to get hot. The shower set up was not m"

Reviewed on May 20, 2026

citizenM Boston Back Bay
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.