High Street Hill Vacation Packages

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Top Holiday Package Deals in High Street Hill

Price found within the past 48 hours. Click for updated prices.
AC Hotel by Marriott Boston Cambridge

AC Hotel by Marriott Boston Cambridge

3.5 out of 5
North Cambridge
per person
Aug. 30 - Sep. 2
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,001 reviews)
Clean, quiet and friendly receptionist on front desk❤️

Reviewed on Jun. 16, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug. 3 - Aug. 5
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
This was a wonderful overnight stop in Boston. We will be back.

Reviewed on Jun. 17, 2024

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (37 reviews)
Great Hotel. Exceptional customer service very professional staff. Highly recommended.

Reviewed on Jun. 25, 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug. 26 - Aug. 29
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (2,281 reviews)
Beautiful property with ferries and coaches to Downtown at no cost. Orig thought we were too far from city, but was proven wrong.

Reviewed on Jun. 24, 2024

La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
Assembly Square
per person
Aug. 4 - Aug. 9
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
7.4/10 Good! (1,980 reviews)
Outdated and run down

Reviewed on Jun. 25, 2024

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

Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotel + flight trips in Downtown Boston

High Street Hill Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $288 per night from Jul. 7 to Jul. 8
CA $288
CA $383 total
includes taxes & fees
Jul 7 - Jul 8
9/10 Wonderful! (2,243 reviews)
"Amazing selection of bars on this property, as well as a very friendly staff. I would most definitely stay here again!"

Reviewed on Jun. 23, 2024

Omni Boston Hotel at the Seaport
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 CA $249 per night from Jul. 4 to Jul. 5
CA $249
CA $338 total
includes taxes & fees
Jul 4 - Jul 5
8.8/10 Excellent! (2,700 reviews)
"Everything was excellent!!"

Reviewed on Jun. 22, 2024

Omni Parker House
Seaport Hotel Boston
Seaport Hotel Boston
4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $367 per night from Jul. 3 to Jul. 4
CA $367
CA $435 total
includes taxes & fees
Jul 3 - Jul 4
9.6/10 Exceptional! (2,264 reviews)
"What a wonderful stay! Lovely hotel staff and great location."

Reviewed on Jun. 22, 2024

Seaport Hotel Boston
See all 3,163 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

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Beach Vacations

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Frequently asked questions

How much does a High Street Hill vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing in High Street Hill from just CA $806. 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 vacation 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 1,000,000 properties all over the world, so that everyone has an opportunity to travel and live out those vacation 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 vacation?
It can be difficult to know when is the ideal time to book your High Street Hill vacation. 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 vacation package?
Yes — and it’s easy too. Expedia has access to more than 550 partner airlines throughout the world. Our vacation 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 vacation package?
You can. We realize even the best-laid plans can fail, so we’re happy to help if you have to make changes to your High Street Hill vacation 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.

Discover the most popular places to visit in High Street Hill

Image for Fenway Park

Fenway Park

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

Fenway Park
Image for Harvard University

Harvard University

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

Harvard University
Image for Gillette Stadium

Gillette Stadium

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

Gillette Stadium

Things to do

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $100
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Bewitched Walking Tour of Salem

Bewitched Walking Tour of Salem

CA $41
Per adult
98% of travellers recommend
Bewitched Walking Tour of Salem
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $186
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Boston

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.