Name: citizenM Boston Back Bay
Price range: CA $246
Rating: 9.4

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.

By the Sea Guests Bed & Breakfast & Suites

CA $1,057

per person

Jul 30 - Aug 3

found 1 day 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

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

Boston Harbor Hotel

North End

CA $2,831

per person

Jul 24 - Jul 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

9.8/10 Exceptional! (1,006 reviews)

clean and great staff

Reviewed on May 8, 2026

Block Island Beach House

CA $1,809

per person

Aug 6 - Aug 10

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Providence (PVD)

8.4/10 Very Good! (381 reviews)

Wonderful time. Very comfortable bed.

Reviewed on Dec 2, 2025

Raffles Boston

Back Bay

CA $3,865

per person

Jun 26 - Jul 1

found 5 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (256 reviews)

didn't meet expectation

Reviewed on May 18, 2026

Ready to book your vacation to Holliston?

Choose your dates

Holliston Hotel Deals

The Midtown Hotel MOD Collection by Sonesta

220 Huntington Avenue Boston MA

Fully refundableReserve now, pay when you stay

CA $287

CA $335 total

May 25 - May 26

includes taxes & fees

8.2/10 Very Good! (344 reviews)

"First time in Boston and this hotel was in a good location. Not to far from airport and tourist locations. It was a cute small hotel. Will consider staying there again."

Reviewed on May 18, 2026

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA

CA $198

CA $261 total

May 25 - May 26

includes taxes & fees

9/10 Wonderful! (2,329 reviews)

"Great hotel with complimentary shuttle around the city"

Reviewed on May 15, 2026

citizenM Boston Back Bay

408 Newbury street Boston MA

Fully refundableReserve now, pay when you stay

CA $246

CA $287 total

May 25 - May 26

includes taxes & fees

9.4/10 Exceptional! (2,674 reviews)

"Beautiful view from bedroom and fantastic location. We enjoyed our stay!"

Reviewed on May 18, 2026

See all 2,249 properties in Holliston

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.