Holliston Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Holliston Vacation Packages

Holliston Hotel Deals

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 ₩252,726 per night from Jul 13 to Jul 14
₩252,726
₩294,299 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (1,404 reviews)
"Good location. Cool European concept hotel. Good food and drink options. Would stay again. No onsite parking."

Reviewed on Jul 10, 2025

citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
The price is ₩197,305 per night from Jul 27 to Jul 28
₩197,305
₩260,627 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,976 reviews)
"Fantastic location for 4th of July weekend as fireworks were set off on the nearby Charles."

Reviewed on Jul 10, 2025

Hyatt Regency Boston/Cambridge
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ₩194,420 per night from Aug 10 to Aug 11
₩194,420
₩226,402 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (3,730 reviews)
"A very nice place to stay"

Reviewed on Jul 10, 2025

Copley Square Hotel, a FOUND Hotel
See all 1,923 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.

Frequently asked questions

How much does a Holliston vacation package cost?
You can pick up a vacation package to this destination on Expedia. But how much your vacation to Holliston costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Holliston?
January, February and November are great times to search for cheap Holliston vacation packages. Choosing to travel in quieter periods means you can typically find better prices on flights and hotels.
How many days is enough for Holliston?
The ideal duration for your Holliston vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to go to all the main sights and explore some hidden gems along the way.
Is it worth booking a vacation package to Holliston?
Boasting a host of highlights starting with its amazing history, Holliston is a good vacation destination. Whether you want to visit sights like Pinecrest Golf Club and Pleasure Point or venture off the beaten track, you'll have plenty to see and do on your Holliston vacation.
How to find the best Holliston package deals?
Use Expedia's filter tool to help you find some great Holliston package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Holliston package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Holliston vacation as a package?
You can enjoy significant savings on your Holliston break by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Holliston?
If you have your Holliston travel dates confirmed, book as soon as you can to snap up some incredible deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Holliston?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Holliston.
  2. Budget wisely: On top of the price of your accommodations, you'll need to consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Holliston.
  3. Decide how long to go for: Now that you're up to speed on Holliston, you can work out the ideal length of your vacation. Put together a draft plan and give yourself enough time for all the things you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Holliston vacation package that brings all your bookings together.

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