Holliston Holidays from £886

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Your Holliston Holiday

Art, food, entertainment and more … There's a whole lot to discover with a Holliston holiday package. And with the ability to customize your city break, it's guaranteed to be one that's memorable. Make your trip to Holliston even more exciting by going sightseeing. Ashland State Park, Pinecrest Golf Club and Pleasure Point are some of the popular attractions worth exploring. Stop daydreaming and start doing. Browse the broad range of options on Expedia today and finally put your Holliston holiday plans into action!

The Latest Holliston Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
17 Jun - 24 Jun
Return flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on 28 Apr 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
1 Jul - 7 Jul
Return direct flight included
London (LON) to Boston (BOS)
8.2/10 Very Good! (1,617 reviews)
This is a fairly new property in a very safe neighborhood in Boston. The location has good shopping and restaurants nearby and 2 restaurants and bars onsite. The rooms are very small but well designed. The is no room service or in room coffee or fridge.

Reviewed on 30 Apr 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
1 Jul - 7 Jul
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (264 reviews)
Huge rooms in the middle of Back Bay. Bed was so comfortable!

Reviewed on 13 Mar 2024

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
per person
1 Jul - 7 Jul
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (3,261 reviews)
The hotel was great. location very convenient. close to some fun spots and restaurants. outside though there were several homeless people sleeping on the back side of the building and trash was littered around the property. We were a little surprised to return to our room and find housekeeping had come into the room and moved and organized every bit of our belongings. they touched my toothbrush. they also organized my bedside table and moved feminine products. kind of over the top move. this is unnecessary and inappropriate.

Reviewed on 1 May 2024

The Boxer

The Boxer

4 out of 5
West End
per person
1 Jul - 7 Jul
Return direct flight included
London (LON) to Boston (BOS)
8.6/10 Excellent! (1,014 reviews)
Great staff and a fun property. Would repeat!

Reviewed on 24 Apr 2024

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
1 Jul - 7 Jul
Return direct flight included
London (LON) to Boston (BOS)
9/10 Wonderful! (232 reviews)
Service was outstanding.

Reviewed on 29 Apr 2024

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

Copley Square Hotel
Copley Square Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast and valet parking. Our guests praise the bar and the helpful staff in their reviews. Popular ...
8.4/10 Very Good! (2,231 reviews)
"Was in town for the marathon. Great location, located only a block from the finish line. Very helpful staff. Hotel was a bit on the small side but given the age of the hotel and its location it was as expected. I’d stay there again when in town for the marathon."

Reviewed on 30 Apr 2024

Copley Square Hotel
Hilton Boston Back Bay
Hilton Boston Back Bay
4 out of 5
40 Dalton St, Boston, MA
Stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast and room service. Our guests praise the helpful staff and the clean rooms in their ...
8.4/10 Very Good! (1,434 reviews)
"I liked the area. Breakfast was good too."

Reviewed on 30 Apr 2024

Hilton Boston Back Bay
The Westin Copley Place, Boston, a Marriott Hotel
The Westin Copley Place, Boston, a Marriott Hotel
4 out of 5
10 Huntington Ave, Boston, MA
Stay at this business-friendly hotel in Boston. Enjoy 4 restaurants, breakfast and Internet. Our guests praise the helpful staff and the clean rooms in their ...
9/10 Wonderful! (1,003 reviews)
"The hotel was great! I actually expected there to be the normal wear, tear, grime, and mold in the room…however the room was spotless, no old buildup in the bathroom corners, it was immaculate. Staff was friendly, and had a great location for many local attractions….walkable to Fenway and downtown…worth ..."

Reviewed on 30 Apr 2024

The Westin Copley Place, Boston, a Marriott Hotel
See all 1,747 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 £886, 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.

Discover the most popular places to visit in Holliston

Image for Pinecrest Golf Club

Pinecrest Golf Club

Enjoy a round of golf in Holliston at Pinecrest Golf Club. Attend a sporting event or simply enjoy the lively bars while you're in the area.

Pinecrest Golf Club
Image for Stoddard Park

Stoddard Park

Why not spend a lazy afternoon at Stoddard Park during your trip to Holliston? Wander the lakeside and beaches while you're in the area.

Stoddard Park
Image for Pleasure Point

Pleasure Point

Why not spend a lazy afternoon at Pleasure Point during your trip to Holliston? Wander the lakeside and beaches while you're in the area.

Pleasure Point

* 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.