Holliston Vacations from $540

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Your Holliston Vacation

When you choose a Holliston vacation package, you can relax and enjoy your getaway to the fullest. Discover the highlights of this vibrant city knowing that all the travel planning has been looked after before you go. A trip to Holliston is an excellent opportunity to take in the sights. Make sure you visit popular attractions like Ashland State Park, Pinecrest Golf Club and Pleasure Point. Expedia can help you escape your routine. Tailor your vacation to Holliston to suit your style of travel, whatever that may be!

The Latest Holliston Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 3
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (300 reviews)
the couch in the living room was so uncomfortable to sit on and watch TV and the TV in the bedroom was not a smart TV

Reviewed on May 14, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Aug 7 - Aug 10
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (1,667 reviews)
The room needed some sheetrock repair. For me how to work the blinds ( because the switch was a cross the room) was counterintuitive. Have no idea how to work the towel warmer. Once you have left the hotel it is pretty much impossible to speak with a live person on the phone

Reviewed on May 19, 2024

Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
Save 100% on your flight
per person
Jun 27 - Jul 3
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
We had a beautiful view of the marshes. Nice property outside. Two fire pits and Adirondack chairs. Not busy when we stayed for 3 nights. Breakfast is great!i loved the indoor pool with small sauna and hot tub.

Reviewed on May 21, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Aug 7 - Aug 10
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (276 reviews)
The Whitney is an absolute jewel. We had a wonderful stay in a gorgeous room in an ideal location. The staff is extremely courteous and helpful and everything was immaculately clean. The rooms are perfectly appointed and it felt as though all of the details from toiletries to the clothes steamer were curated. The beds and pillows were extremely comfortable. We loved the convenience of the location with so much walkability and beautiful paths behind the hotel on the water. We will definitely stay at the Whitney again!

Reviewed on May 17, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug 7 - Aug 10
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Jose, the doorman, was great and made you feel very welcome. He greeted us by name every time he saw us.

Reviewed on May 20, 2024

Holliston Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
14,000
Top Sights
Hopkinton State Park, Fun and Games Family Entertainment Center and Ashland State Park

Holliston Hotel Deals

Copley Square Hotel
Copley Square Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $149 per night from May 27 to May 28
$149
$174 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (2,285 reviews)
"Great property"

Reviewed on May 17, 2024

Copley Square Hotel
Sheraton Boston, a Marriott Hotel
Sheraton Boston, a Marriott Hotel
4 out of 5
39 Dalton St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $178 per night from May 24 to May 25
$178
$207 total
includes taxes & fees
May 24 - May 25
8.2/10 Very Good! (1,543 reviews)
"Na"

Reviewed on May 16, 2024

Sheraton Boston, a Marriott Hotel
Four Points by Sheraton Boston Newton
Four Points by Sheraton Boston Newton
3.5 out of 5
320 Washington Street, Newton, MA
Fully refundableReserve now, pay when you stay
The price is $147 per night from Jun 2 to Jun 3
$147
$164 total
includes taxes & fees
Jun 2 - Jun 3
8/10 Very Good! (2,042 reviews)
"Nice"

Reviewed on May 20, 2024

Four Points by Sheraton Boston Newton
See all 1,675 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Holliston vacation package cost?
Get set to book, because a getaway to Holliston starts from an affordable $540. When you combine your hotels, flights and car rentals into a package, you’ll walk away with the best bargains.
How do I get a cheap travel package to Holliston?
Our Holliston vacation packages offer plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and tours into one neat package. But low prices are only the start of your next awesome adventure. Book with Expedia and you’ll have more than 550 air carriers and 1,000,000 hotels worldwide to pick from. Whatever your budget or style, there’s a package that’s perfect for you.
Where should I stay in Holliston?
A trip to Holliston isn’t complete without visiting Pinecrest Golf Club, Pleasure Point and Stoddard Park. Stay near these popular sights and make sightseeing a breeze.
How far in advance should I book my Holliston vacation?
Travelers can normally look up international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a bit of luck, it’s still possible to score a cheaper ticket only weeks before your journey.
What does an Expedia Holliston travel package include?
That depends on what you’re looking for. If you’re traveling alone, you might decide to bundle flights and hotels. Taking the whole crew to Holliston? A travel package that includes hotels, rental cars and flights might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Holliston travel package?
You can save a tidy sum by bundling your flights, hotels and rental cars. Once you’ve created your package, you can add on things like day tours or experiences. Your next awesome vacation is only a few clicks away.
Can I choose my airline with a Holliston Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Holliston vacation package?
Because we understand life is full of surprises, the answer is yes. To learn more, check out our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to cancel or change it for no charge. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

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 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
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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.