High Street Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in High Street Hill

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

Downtown Boston

4.5/5(94 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.

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Top hotels in High Street Hill

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,284 reviews)
The hotel is wonderful and in a great location. I had a problem through the booking site and when they reached out to the hotel you were very accommodating. Thank you.

Reviewed on 17 Feb 2026

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Harborside Inn Of Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is 3.249.366 ₫ per night from 22 Feb to 23 Feb
3.249.366 ₫
4.842.366 ₫ total
22 Feb - 23 Feb
includes taxes & fees
9/10 Wonderful! (4,477 reviews)
Staff was amazing

Reviewed on 16 Feb 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (2,467 reviews)
Clean room and bathroom. Very comfortabke bed. Efficient temperature control. Kind service and prices that rocked.

Reviewed on 16 Feb 2026

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The Revolution Hotel
See all 4,104 properties in High Street Hill
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 High Street Hill holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in High Street Hill from just . And the more you bundle, the more you save. The getaway of your dreams has never been so affordable.
How do I get a cheap travel package to High Street Hill?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a High Street Hill holiday package to save loads of cash. Score even more bargains when you include extras such as activities or tours to your booking. But that's not the only good part. You have the flexibility to tailor your trip your way. We offer more than 550 airlines and 1null000null000 properties all over the world, so that everyone has an opportunity to travel and live out those holiday dreams.
Where should I stay in High Street Hill?
We recommend staying near the action. Many people favor hotels in the vicinity of popular attractions, such as Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site and Larz Anderson Auto Museum.
How far in advance should I book my High Street Hill holiday?
It can be difficult to know when is the ideal time to book your High Street Hill holiday. But usually the earlier you book, the cheaper the prices. In some cases, you can lock in your flights and hotels nearly 12 months before your departure date. If you're hoping for a last-minute getaway, no need to stress! There are unbeatable bargains posted on Expedia every single day.
What does an Expedia High Street Hill travel package include?
That depends on what type of escape you have in mind. High Street Hill travel deals can include flights, hotels and car rentals. You can mix and match to create the bundle that works for you! You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a High Street Hill travel package?
So many places to venture to, so many things to do. With a package, you'll be able to afford more of them. Bundle your flights, hotels and rental cars and get set to save.
Can I choose my airline with a High Street Hill Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our holiday packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my High Street Hill holiday package?
You can. We realise even the best-laid plans can fail, so we're happy to help if you have to make changes to your High Street Hill holiday package. You may be able to cancel or change your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Popular places to visit

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

Fenway Park

4.5/5(61 reviews)

Catch an event at Fenway Park during your trip to Boston. Attend a baseball game in this walkable area.

Fenway Park
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

3/5(2 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theatre scene and great live music.

Gillette Stadium
Harvard University showing a city and heritage architecture

Harvard University

4.5/5(102 reviews)

Take a campus tour or just explore the area around Harvard University, a top university in Boston. Amble around this vibrant area's riverfront or experience its acclaimed theatre scene.

Harvard University