Highland Park Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

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

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

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

Top hotels in Highland Park

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 S$318 per night from 24 Aug to 25 Aug
S$318
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (3,704 reviews)
"Nice"

Reviewed on 22 Jul, 2025

Omni Boston Hotel at the Seaport
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 S$259 per night from 27 Jul to 28 Jul
S$259
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (1,487 reviews)
"Great place. Just be prepared that there is no curb drop off or hotel parking, so figure out how you are going to park and get your suitcases there ahead of time. Very modern, good restaurant/coffee bar and large hangout lobby, 10 min walk to Finway area. Highly recommend."

Reviewed on 23 Jul, 2025

citizenM Boston Back Bay
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is S$259 per night from 27 Jul to 28 Jul
S$259
27 Jul - 28 Jul
includes taxes & fees
9.2/10 Wonderful! (3,572 reviews)
"It was an amazing experience especially for my first time in boston, however, my fiancee was walked into by an employee while he was in a stall using the bathroom. His stall door was wide open and she just started cleaning it like he wasnt there. Other than that amazing workers, very kind and ..."

Reviewed on 22 Jul, 2025

citizenM Boston North Station
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.

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.

Popular places to visit

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.