Longwood Holidays from AU$763

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    Save up to AU$703 when you book a flight and hotel together*

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Your Longwood Holiday

Our Longwood holiday packages are a simple and practical way to plan and book your next retreat. Uncover the true character of this unique neighbourhood without the hassle of planning everything yourself. Wondering what to see and do during your trip to Longwood? Nearby attractions such as Boston College, Agganis Arena and Paradise Rock Club are good places to start. Expedia is here to put your plans into action. Book your ideal Longwood holiday now.

Top Holiday Package Deals in Longwood

Price found within the past 48 hours. Click for updated prices.
The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Save 100% on your flight
Price was AU$1,343, price is now AU$763 per person
AU$763
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.6/10 Exceptional! (1,218 reviews)
The staff was amazing!! The hotel and room were such a beautiful experience!! Can’t recommend enough and I’m very picky about my hotels.

Reviewed on 14 Dec 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was AU$2,248, price is now AU$1,296 per person
AU$1,296
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Phenomenon phenomenon will definitely will be back

Reviewed on 26 Nov 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was AU$3,189, price is now AU$1,896 per person
AU$1,896
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway.

Reviewed on 14 Dec 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was AU$1,338, price is now AU$813 per person
AU$813
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
8.6/10 Excellent! (1,728 reviews)
Room was great! And loved the rainfall shower!

Reviewed on 15 Dec 2025

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Save 100% on your flight
Price was AU$1,226, price is now AU$780 per person
AU$780
per person
9 Feb - 15 Feb
found 1 day ago
Return flight included
New York (NYC) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Hotel was nice, small rooms. But there was a security issue - staff gave the person who stayed in my room before me a key to get in when I was there because this woman’s thought she left her purse there. Apparently there was confusion because the staff member thought she had just left and didn’t know anyone was now in the room. But it was disturbing. Management was apologetic and offered me some comps which was appreciated. I will stay there next week for 1 night. I would hesitate for a longer stay unless I knew this was dealt with.

Reviewed on 11 Dec 2025

Our guide on where to stay in Longwood

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

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best Longwood Hotel Deals

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is AU$188 per night from 28 Dec to 29 Dec
AU$188
28 Dec - 29 Dec
includes taxes & fees
9.2/10 Wonderful! (6,040 reviews)
The staff was very friendly and helpful. There is a restaurant connected to the hotel. Food and staff there were excellent

Reviewed on 11 Dec 2025

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 AU$371 per night from 20 Dec to 21 Dec
AU$371
20 Dec - 21 Dec
includes taxes & fees
9/10 Wonderful! (4,300 reviews)
Smooth check in

Reviewed on 15 Dec 2025

Omni Boston Hotel at the Seaport
Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
The price is AU$294 per night from 21 Dec to 22 Dec
AU$294
21 Dec - 22 Dec
includes taxes & fees
8.4/10 Very Good! (1,241 reviews)
Everything was very comfortable, I loved it.

Reviewed on 14 Dec 2025

Hilton Boston Back Bay
See all 3,916 properties in Longwood
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Longwood holiday package cost?
Starting from as low as AU$763, you can create your own Longwood holiday package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Longwood?
It's as simple as bundling. Hotels, flights and rental cars — combine whatever you need into a Longwood holiday package to save a pile of cash. Score even more discounts when you include extras such as day tours to your booking. But that's not the only impressive part. You have the flexibility to customize your holiday your way. We offer more than 550 air carriers and 1 000 000 hotel options across the world, so that everyone has a chance to travel and live out those holiday fantasies.
Where should I stay in Longwood?
Stay close to the action. Many people like to book hotels within easy reach of popular attractions, such as Coolidge Corner Theatre, John Fitzgerald Kennedy National Historic Site and Larz Anderson Auto Museum.
What are the top hotels in Longwood?
Get your holiday off to a fantastic start by locking in a room at Sunny Private Room, Longwood, 10min Walk To Fenway. It's one of most sought-after properties in Longwood. Another option is Walking To Fenway Sunny Perfect Home.
How far in advance should I book my Longwood holiday?
Reserving your flight early with Expedia means one less thing to worry about. Many air carriers advertise prices up to a year in advance. This is often the cheapest time to book. If circumstances have left you booking late, great deals to Longwood are still known to appear in the weeks leading up to departure.
What does an Expedia Longwood travel package include?
Travel packages include hotels, flights and rental cars, but you can combine any of them to create your perfect Longwood escape. You can also add on tours and activities once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a Longwood travel package?
You'll enjoy excellent savings when you combine your flights, hotels and rental cars into a travel package. Not just that, booking everything in one place makes trip planning easier. So why waste time or money? Whether you're organising an upscale romantic escape or a low-cost family road trip, check out our package deals today.
Can I choose my airline with a Longwood Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Longwood holiday package?
It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your Longwood holiday package. If your booking was made in the last 24 hours, you may be entitled to a refund. If it's an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Longwood

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

Fenway Park

4.5/5(9 reviews)

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

Fenway Park
Boston Common which includes landscape views, a skyscraper and a park

Boston Common

4.5/5(32 reviews)

The oldest public park in the United States, Boston Common is the ideal place to relax, unwind and soak up some history.

Boston Common
Harvard University which includes heritage architecture and a city

Harvard University

4.5/5(27 reviews)

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

Harvard University

Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$127
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
LEGO Discovery Center Boston Admission Ticket

LEGO Discovery Center Boston Admission Ticket

AU$42
per adult
LEGO Discovery Center Boston Admission Ticket
Built-in 15-minute break at Quincy Market.

The Full Revolutionary Story Epic Small Group Boston Walking Tour

AU$75
per adult
100% of travellers recommend
The Full Revolutionary Story Epic Small Group Boston 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.