Highland Park Holidays

Book a Hotel + Flight or Car together to unlock savings

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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

4.5/5(95 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 Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Top hotels in Highland Park

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is 4.185.368 ₫ per night from 2 Aug to 3 Aug
4.185.368 ₫
5.638.480 ₫ total
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,409 reviews)
"Very nice hotel. Staff was terrific. Paperback Restaurant very good."

Reviewed on 3 Jul 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is 4.970.125 ₫ per night from 26 Jul to 27 Jul
4.970.125 ₫
6.684.462 ₫ total
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,503 reviews)
"didnt eat here"

Reviewed on 3 Jul 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is 3.764.728 ₫ per night from 6 Jul to 7 Jul
3.764.728 ₫
4.384.027 ₫ total
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (2,706 reviews)
"Great stay and very clean"

Reviewed on 3 Jul 2026

The Revolution Hotel
See all 4,167 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.

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 1null000null000 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.

Stay near popular Highland Park attractions

Dillaway-Thomas House

You can spend an afternoon browsing the exhibits at Dillaway-Thomas House during your travels in Boston. Take in the museums while you're in the area.
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