Holliston Holidays from £1,094

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Packages 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.
The Cape Club Resort

The Cape Club Resort

2 out of 5
Price was £1,500, price is now £1,094 per person
£1,094
per person
28 Aug - 3 Sept
found 23 hours ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (3 reviews)
Great place

Reviewed on 6 Jul 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was £2,546, price is now £1,710 per person
£1,710
per person
25 Sept - 30 Sept
found 9 hours ago
Return flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (576 reviews)
The Whitney Hotel, was excellent stay for us. The location was prime and the staff was very helpful. Specifically the waiters on the restaurant side. Thank you.

Reviewed on 8 Jul 2026

The Charles Hotel

The Charles Hotel

5 out of 5
West Cambridge
Save 100% on your flight
Price was £2,116, price is now £1,475 per person
£1,475
per person
26 Aug - 2 Sept
found 7 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (1,002 reviews)
Great location

Reviewed on 7 Jul 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was £1,829, price is now £1,280 per person
£1,280
per person
1 Sept - 4 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
From the moment I checked in with Natalie, our 4 days were superb! Natalie was so friendly and explained the property and amenities (our first time there). Even though I researched the property, and am originally from close to Boston, it was the 4th of July weekend, and there was Sooo much going on. Head concierge Nathan provided lots of tips about the best places to see certain events. So helpful. Our room was beautiful and well appointed. I miss the days of the shower cap, sewing kit, slippers, robes, etc. and they provided all that. The bed was extremely comfortable and the housekeeping staff wonderful. We go to Boston a few times a year and will be looking forward to returning here. Fabulous location!

Reviewed on 8 Jul 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Save 100% on your flight
Price was £2,288, price is now £1,662 per person
£1,662
per person
11 Sept - 16 Sept
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on 8 Oct 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

Top hotels in Holliston

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundable
The price is £153 per night from 9 Aug to 10 Aug
£153
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,434 reviews)
"The restaurant was exceptional"

Reviewed on 9 Jul 2026

Hyatt Regency Boston/Cambridge
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

3 out of 5
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is £156 per night from 26 Jul to 27 Jul
£156
26 Jul - 27 Jul
includes taxes & fees
8.2/10 Very good! (585 reviews)
"Great room and amenities! Building itself is a little deceiving but the room met all of our needs. Reception staff was very friendly and helpful!"

Reviewed on 9 Jul 2026

The Midtown Hotel MOD Collection by Sonesta
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 £173 per night from 12 Jul to 13 Jul
£173
12 Jul - 13 Jul
includes taxes & fees
9.4/10 Exceptional! (2,851 reviews)
"Clean rooms, love the air conditioning and how cozy it is"

Reviewed on 9 Jul 2026

citizenM Boston Back Bay
See all 2,224 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

Stay near popular Holliston attractions

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.
See properties

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.

Explore a world of travel with Expedia

* 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.