Holliston Holidays from £1,039
Book a Hotel + Flight or Car together to unlock savings
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- Rest easyPackages with flights are ATOL protected
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.
Sesuit Harbor House
£1,039
per person
16 Oct - 23 Oct
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (200 reviews)
Super friendly staff right from the check in with Phil , the owner, to our last hour when I met his sweet wife while we were watching the goats eat breakfast. Room had everything we needed personalized with with a a handwritten welcome card.
Reviewed on 23 Aug 2026
The Wylie Inn and Conference Center at Endicott College
£1,199
per person
24 Oct - 31 Oct
found 12 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.2/10 Wonderful! (1,193 reviews)
Beautiful room, very clean and good location. Great location for visiting parents of Endicott students. Cute little cafe to grab a breakie. Free coffee and tea in lobby.
Reviewed on 23 Aug 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
The Midtown Hotel MOD Collection by Sonesta
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
£161
30 Aug - 31 Aug
includes taxes & fees
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
£155
26 Aug - 27 Aug
includes taxes & fees
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
£136
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (2,640 reviews)
"Accommodations were excellent. Very clean!!"
Reviewed on 24 Aug 2026
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 £1,039, 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.
