Holliston Holidays from £1,094

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Your Holliston Holiday

Enjoy unforgettable adventures when you lock in a holiday package to Holliston. Whether you're a foodie, history buff or just a traveller 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 holiday is a cinch with Expedia.

The Latest Holliston Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
22 Sept - 30 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
7/10 Good! (145 reviews)
Amazing location right by the water, quiet building and clean. But the furniture is really uncomfortable, particularly the couch which is the only seating, it’s a pull out bed so the entire sofa sinks in low. The bed isn’t solid and easily slides off the frame just by sitting on it. We also had a delivery order stolen from the front desk area.

Reviewed on 25 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
13 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Delighted with our decision to join friends from DC staying at the Boston Harbor Hotel. We loved the beauty of the property and the Boston harbor views from our room.

Reviewed on 3 Jul 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
13 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (118 reviews)
Beautiful interior design

Reviewed on 3 Jul 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
22 Sept - 30 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on 10 Jun 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
13 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
The hotel lobby is stunning and steeped in history, giving it a charming and nostalgic ambiance. However, some features feel a bit dated; for instance, the bedroom doors have an old-fashioned design, and light from the hallway can seep into the rooms. The accommodations are comfortable and generally average. When you first arrive, there’s a slight musty smell in the hotel, but you quickly adapt to it, it’s definitely different from the standard hotel scent. Overall, it’s a unique experience with plenty of character!

Reviewed on 2 Jul 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
13 Sept - 19 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.8/10 Excellent! (224 reviews)
We loved our stay here! Very nice and convenient to cute stores and restaurants

Reviewed on 29 Jun 2025

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, Fun and Games Family Entertainment Centre and Ashland 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
Stay at this 4-star hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,336 reviews)
"Love the location!"

Reviewed on 1 Jul 2025

citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free Wi-Fi, a 24-hour health club and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,928 reviews)
"Good"

Reviewed on 1 Jul 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
Stay at this 4-star boutique hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,713 reviews)
"Clean. Convenient location. Wuiet"

Reviewed on 2 Jul 2025

Copley Square Hotel, a FOUND Hotel
See all 1,926 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Holliston travel package cost?
Less than you might think --- from as low as £1,094, in fact! By bundling hotels, flights and car rentals into a customized package, your Holliston escape is just clicks away.
If I'm not able to travel, can I cancel my Holliston travel package?
We get it --- sometimes life doesn't go according to plan. If you've locked in a Holliston travel package and have to amend or cancel it, we can help. We recommend looking up our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to change your itinerary free of charge. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.
How do I get a cheap travel package to Holliston?
Our Holliston travel packages offer plenty of savings for the savvy explorer. For the best deals, simply bundle your hotel, flights and tours into an affordable package. But low prices are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotel options around the globe to pick from. No matter your budget or style, there's a travel package with your name on it.
Does Expedia offer Book Now, Pay Later Holliston holidays?
Expedia has joined forces with online lender Klarna to make your next break a little easier on the wallet. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Consider these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's convenient monthly instalment plans. If paying a little each month works for you, pick this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip over multiple transactions.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to hit that "book now" button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in Holliston?
With so much to explore in Holliston, it makes sense to secure a room in a hotel close to its attractions. Pinecrest Golf Club, Pleasure Point and Stoddard Park are some interesting ones to add to your must-see list.
What are the top hotels in Holliston?
If this will be your first time in Holliston, secure a room at Hampton Inn Boston/Natick or Best Western Plus Waltham Boston. Both have good amenities and are favourites among many savvy travellers.
How far in advance should I book my Holliston holiday?
Smart travellers will likely want to book as early as possible. You can generally compare international airfares on Expedia up to 12 months before your intended flight. If you're purchasing tickets last minute, there's no need to worry. Discounted prices occasionally become available in the last weeks before departure.
What does an Expedia Holliston travel package include?
Select from a combination of rental cars, flights and hotels. Once you've made your booking, you can add the fun stuff like activities and tours. Want to pick your fare class? That's possible too. The choice is all yours when it comes to planning your perfect Holliston trip.
What should I know before booking a Holliston travel package?
Locking in all the parts of your trip together is a simple way to save. Combine your airfares, rental cars and hotels into one package. But it's not just hotels. Expedia features all sorts of properties, including holiday rentals such as oceanfront condos and city apartments. You've got loads of choices!
Can I choose my airline with a Holliston Expedia travel package?
With a travel package, you're in charge. Whether you'd prefer to fly to Holliston in first class or coach, simply choose from the available airline options. Expedia has access to over 550 airline partners throughout the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.