Holliston Holidays

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Your Holliston Holiday

Our Holliston holiday packages offer endless opportunities to delve into new sights, sounds and experiences. And with all the travel planning taken care of, you'll be free to enjoy your city adventure in the way that you deserve. Like to start exploring your surroundings? Ashland State Park, Stoddard Park and Pinecrest Golf Club are just three of the leading places to visit during your trip to Holliston. Your ideal Holliston holiday is only clicks away. Explore accommodation, flights and more on Expedia for a getaway that's tailored to suit your travel style.

Holliston Holiday

Holliston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
14,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hopkinton State Park, Ashland State Park and Whitehall State Park

Our pick of the best 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 AU$333 per night from 10 Aug to 11 Aug
AU$333
10 Aug - 11 Aug
includes taxes & fees
9.2/10 Wonderful! (1,483 reviews)
"Great hotel"

Reviewed on 22 Jul. 2025

citizenM Boston Back Bay
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 AU$283 per night from 10 Aug to 11 Aug
AU$283
10 Aug - 11 Aug
includes taxes & fees
8.4/10 Very Good! (3,778 reviews)
"Thank you to the staff at Copley Square- you made are stay in Boston comfortable and enjoyable."

Reviewed on 22 Jul. 2025

Copley Square Hotel, a FOUND Hotel
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 AU$273 per night from 10 Aug to 11 Aug
AU$273
10 Aug - 11 Aug
includes taxes & fees
8.8/10 Excellent! (2,019 reviews)
"Very helpful staff! Spacious rooms"

Reviewed on 23 Jul. 2025

Hyatt Regency Boston/Cambridge
See all 1,936 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Holliston holiday package cost?
You can pick up a holiday package to this destination on Expedia. But how much your holiday 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 holiday 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 holiday 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 holiday package to Holliston?
Boasting a host of highlights starting with its amazing history, Holliston is a good holiday 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 holiday.
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 holiday package as soon as possible.
Is it cheaper to book a Holliston holiday as a package?
You can enjoy significant savings on your Holliston break by booking a personalised holiday 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 holiday 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 accommodation, 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 holiday. 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 holiday 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.