Strawberry Hill Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$616 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Our guide on where to stay in Strawberry Hill

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

Downtown Boston

4.5/5(17 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Our pick of the best Strawberry Hill Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
9.2/10 Wonderful! (6,268 reviews)
Awesome

Reviewed on 18 Feb 2026

Get rates
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 NZ$308 per night from 22 Feb to 23 Feb
NZ$308
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (4,486 reviews)
Very beautiful hotel. Smelled nice. Very accommodating with an infant.

Reviewed on 17 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! (2,477 reviews)
The room and shared bathrooms were perfect

Reviewed on 17 Feb 2026

Get rates
The Revolution Hotel
See all 4,132 properties in Strawberry 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 Strawberry Hill holiday package cost?
Custom make your Strawberry Hill package from a low . Pick from any combination of hotels, flights and rental cars to put together the getaway you've long been dreaming about. Be sure to add on some activities and experiences!
How do I get a cheap travel package to Strawberry Hill?
Bundle your flights and hotels with Expedia to save big bucks on your next getaway. With more than 550 airlines and 1 000 000 hotels across the world, your Strawberry Hill holiday package can be customized exactly to suit your travel style. With all that extra money, why not throw in a few fun tours and experiences? It's an easy way to unlock even more bargains. That dream holiday to Strawberry Hill is closer than you thought!
Where should I stay in Strawberry Hill?
Urban adventurers come from all corners of the globe to experience Harvard Square and Massachusetts Institute of Technology in Strawberry Hill. Book yourself a room within a stone's throw of these must-see attractions and visit them whenever you please.
What are the top hotels in Strawberry Hill?
When it comes to comfortable and convenient places to stay in Strawberry Hill, you can't beat A Tranquil House In Cambridge. Take a look at our offers and land a bargain.
How far in advance should I book my Strawberry Hill holiday?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. This is often the cheapest time to book. If circumstances have left you booking late, incredible deals to Strawberry Hill occasionally appear just a few weeks before departure.
What does an Expedia Strawberry Hill travel package include?
Travel packages include hotels, flights and rental cars, but you can mix and match them to create your perfect Strawberry Hill trip. You can also add on activities and experiences once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll get access to discounts you won't find elsewhere.
What should I know before booking a Strawberry Hill travel package?
Whether it's adventure or relaxation you're chasing, a Strawberry Hill holiday package lets you plan your escape your way. Plus, you'll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you'll save!
Can I choose my airline with a Strawberry Hill Expedia holiday package?
You can, and with over 550 airlines to choose from across the globe, you've got lots of choice. Look through the available options and find out which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Strawberry Hill holiday package?
Don't stress if you're rethinking your Strawberry Hill holiday package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Discover the most popular places to visit in Strawberry Hill

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

Fenway Park

The iconic home of the Boston Red Sox is on the must-see list of every red-blooded baseball fan.

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

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 which includes heritage architecture and a city

Harvard University

You don’t have to be a history student to appreciate the unique heritage of this world-renowned academic institution.

Harvard University

Activities

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

NZ$88
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

NZ$60
per adult
98% of travellers recommend
History and Hauntings of Salem Guided Walking Tour
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

NZ$38
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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.