Highland Park Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

    Plan, book, and manage your trip all in one place

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.

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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best Highland Park Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$460 per night from 30 Oct to 31 Oct
AU$460
30 Oct - 31 Oct
includes taxes & fees
9/10 Wonderful! (4,074 reviews)
"Beautiful Hotel the staff is amazing and the room was clean and cozy."

Reviewed on 27 Sept 2025

Omni Boston Hotel at the Seaport
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$408 per night from 5 Oct to 6 Oct
AU$408
5 Oct - 6 Oct
includes taxes & fees
9.2/10 Wonderful! (3,836 reviews)
"I enjoyed my stay here. The staff was kind and polite. The location is close to the T as well as other local tourist attractions on the north side of Boston."

Reviewed on 25 Sept 2025

citizenM Boston North Station
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$537 per night from 5 Oct to 6 Oct
AU$537
5 Oct - 6 Oct
includes taxes & fees
9.4/10 Exceptional! (6,530 reviews)
"A beautiful art deco age hotel, with a boutique hotel feel. Great staff very friendly and accommodating. A wonderful stay."

Reviewed on 25 Sept 2025

The Dagny Boston
See all 3,750 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
Boston Common which includes landscape views, a skyscraper and a park

Boston Common

4.5/5(32 reviews)

The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.

Boston Common

Activities

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

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

AU$127
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
LEGO Discovery Center Boston Admission Ticket

LEGO Discovery Center Boston Admission Ticket

AU$42
per adult
LEGO Discovery Center Boston Admission Ticket
Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

AU$101
per adult
92% of travellers recommend
Sightseeing Day Sail around Boston Harbor
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.