Highland Park Holidays

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Your Highland Park Holiday

Experience all the fabulous things this neighbourhood has to offer with a tailor-made Highland Park holiday package. However you imagine yourself spending your time here, you'll find countless opportunities for adventure, relaxation and fun. Your trip to Highland Park wouldn't be complete without exploring popular attractions nearby such as Fenway Park, Boston Common and Copley Place. Don't just imagine it — make it a reality! Secure your perfect Highland Park holiday with Expedia and travel your way.

Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Our guide on where to stay in Highland Park

Find the best Highland Park areas and neighborhoods for the activities you enjoy most. Learn more about Highland Park
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Massacre Site and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Our pick of the best Highland Park Hotel Deals

Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
The price is AU$296 per night from 20 Dec to 21 Dec
AU$296
includes taxes & fees
20 Dec - 21 Dec
9.6/10 Exceptional! (2,589 reviews)
"Amazing"

Reviewed on 20 Nov. 2024

Seaport Hotel Boston
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
The price is AU$290 per night from 8 Dec to 9 Dec
AU$290
includes taxes & fees
8 Dec - 9 Dec
8.2/10 Very Good! (3,290 reviews)
"My go to when visit my child at college"

Reviewed on 24 Nov. 2024

Hilton Boston Park Plaza
Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$334 per night from 27 Nov to 28 Nov
AU$334
includes taxes & fees
27 Nov - 28 Nov
8.6/10 Excellent! (2,860 reviews)
"I couldn’t be more impressed with the level of service. From the moment I arrived the front desk staff went above and beyond to make me feel welcome. Check-in was smooth and efficient. Throughout my stay, the entire staff always responded and assisted promptly and kindly."

Reviewed on 20 Nov. 2024

Omni Parker House
See all 3,219 properties in Highland Park
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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Highland Park holiday package cost?
Get set to book, because a trip to Highland Park starts from only . When you bundle your hotels, flights and car rentals into a package, you’ll land the best prices.
How do I get a cheap travel package to Highland Park?
Booking a hotel and flight together with Expedia won’t just save valuable time — it’ll save you a few dollars too. A Highland Park holiday package makes it simple to arrange your dream adventure. With more than 550 airlines worldwide to pick from, finding flights that fit your schedule will be no sweat. Not only that, we’ve got over 1 000 000 hotels globally to pick from. Now that’s what you call choice. No matter who you are, Expedia will help show you the world.
Where should I stay in Highland Park?
Visitors come from every corner of the globe to see Fenway Park and TD Garden in Highland Park. Stay within walking distance of these fantastic attractions to make sightseeing easy.
What are the top hotels in Highland Park?
Whether you’ll be staying for a night or a week in Highland Park, you’ll get a great night’s sleep at Fort Hill Inn - Boston Cosy, L@@k Comfortable. This option is a favourite with plenty of travellers.
How far in advance should I book my Highland Park holiday?
While not all air carriers advertise tickets early, customers are usually able to start comparing international airfares on Expedia up to 12 months in advance. This is the time you can nab some incredible bargains. If you’re booking late, you might still be in luck. Low prices sometimes become available a few weeks before departure.
What does an Expedia Highland Park travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Highland Park travel package just how you like it. All you have to do is decide just what you need. Once you’ve made your booking, you can add extras like tours and activities. The more you bundle, the bigger your savings!
What should I know before booking a Highland Park travel package?
Whether it’s adventure or relaxation you’re chasing, a Highland Park holiday package lets you organise your escape your way. Plus, you’ll score great discounts when you combine your hotel with your flights and rental car. The more you bundle, the more you’ll save!
Can I choose my airline with a Highland Park Expedia holiday package?
Yes — that’s the beauty of an Expedia holiday package. You get to decide. We have more than 550 partner airlines globally, so you have loads of choice when arranging your Highland Park escape.
If I'm not able to travel, can I cancel my Highland Park holiday package?
We get it — sometimes life doesn’t go according to plan. If you’ve booked a Highland Park holiday package and need to change or cancel it, we can help. We recommend checking out our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package within 24 hours, you may be able to cancel and rebook at no cost. If it’s been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Discover the most popular places to visit in Highland Park

Fenway Park which includes night scenes and a sporting event as well as a large group of people

Fenway Park

4.5/5(9 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(27 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
New England Aquarium

New England Aquarium

4/5(7 reviews)

From sea lions to sharks, this modern aquarium on Boston’s waterfront brings the ocean world to your fingertips.

New England Aquarium

Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$115
Per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
Mysteries & Murders of Salem Guided Night-Time Walking Tour

Mysteries and Murders of Salem Guided Night-Time Walking Tour

AU$51
Per adult
92% of travellers recommend
Mysteries and Murders of Salem Guided Night-Time Walking Tour
Boston: Guided Walking Tour of the Freedom Trail

Boston: Guided Walking Tour of the Freedom Trail

AU$48
Per adult
98% of travellers recommend
Boston: Guided Walking Tour of the Freedom Trail
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.