Holliston Holidays from £944
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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.
Top Holliston Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer
West End
£944
per person
26 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,609 reviews)
This hotel is very dated. Rooms are so small that some rooms there is no room to walk around bed without stepping over corners that is against the wall. Mattress was sunken in places and need new mattress. When we were checking in another couple was at desk refusing to stay there after seeing their room. Go to newer hotel.
Reviewed on 8 Oct 2026
The Monty Boston
Downtown Boston
£2,504
per person
14 Dec - 21 Dec
found 23 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (41 reviews)
Roadworks outside starting at 8pm until around 5am were horrendous. Would have been nice to be forewarned. Or given the chance to change to different location. Sleeping was down to about 3 hrs a night.
The 2 en-suite rooms were fine. The third had the smallest bed, no mirror, only one bedside table. And a route march to bathroom with sink that had no plug. We put a mixing bowl in sink for husband to be able to shave.
None of these things are majorly bad just a few niggles.
It was nice and clean, with a pleasant view.
Nothing majorly wrong with acc
Reviewed on 8 Oct 2026
Bricco Suites
North End
£994
per person
26 Dec - 1 Jan
found 19 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9/10 Wonderful! (1,007 reviews)
Great location ,bed was comfortable staff friendly , very quait in the building restaurants are great only thing no parking available on site and no elevator you have to walk up steps to your room.
Reviewed on 8 Oct 2026
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 |
Top hotels in Holliston
citizenM Boston Back Bay
408 Newbury street Boston MA
Fully refundableReserve now, pay when you stay
£182
1 Nov - 2 Nov
includes taxes & fees
The Westin Copley Place, Boston, a Marriott Hotel
10 Huntington Ave Boston MA
Fully refundableReserve now, pay when you stay
£269
30 Oct - 31 Oct
includes taxes & fees
9.2/10 Wonderful! (1,510 reviews)
"Property was clean,modern and bright. Room was spacious and comfortable. Only problem we had was with the coffee machine. Overall, good stay in central location."
Reviewed on 6 Oct 2026
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
£137
8 Nov - 9 Nov
includes taxes & fees
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.
Stay near popular Holliston attractions
Pinecrest Golf Club
6.0/10 (1 review)
This scenic par-66 course features tree-lined fairways and strategic challenges across 5,003 yards of rolling terrain. Practice at the 300-yard driving range before enjoying post-round dining at Anthony's on the Green.
Pleasure Point
6.0/10 (1 review)
Lake Winthrop's serene shoreline offers a peaceful escape for swimming and picnicking. Purchase your day pass in advance to enjoy this local gem's sandy beach and playground facilities.
Stoddard Park
6.0/10 (1 review)
Stoddard Park offers a tranquil sandy beach on Lake Winthrop with playgrounds and sports fields. Families can swim in the clear waters or enjoy picnics under shade trees with charcoal grills available.
Frequently asked questions
How much does a Holliston travel package cost?
Less than you might think — from as low as £944, 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.
