Longwood Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
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.
Back Bay
1 out of top 10 points of interest in this area
Parisian boulevards and elegant brownstones conjure a truly romantic atmosphere, perfect for strolling and window shopping.
Seaport District
1 out of top 10 points of interest in this area
Join excited crowds enjoying harbor-side views, Revolutionary War-era landmarks, as well as superb restaurants and museums along this thriving waterfront.
Beacon Hill
1 out of top 10 points of interest in this area
Take a walk through the charming streets, historic buildings and small-town atmosphere of Boston’s oldest and wealthiest suburbs.
North End
The ample dining options and captivating waterfront views are just a few popular features of the neighbourhood. Make a stop by Boston Harbor or New England Aquarium while you're visiting, and jump aboard the metro at Aquarium to get around town.
Our pick of the best Longwood Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
NZ$603
20 Sept - 21 Sept
includes taxes & fees
9.2/10 Wonderful! (4,825 reviews)
"nice"
Reviewed on 15 Sept 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
NZ$601
20 Sept - 21 Sept
includes taxes & fees
9.6/10 Exceptional! (5,001 reviews)
"Great location. Helpful staff. Nice rooms that were welcoming and well organized. Close to good breakfast places."
Reviewed on 15 Sept 2026
The Revolution Hotel
40 Berkeley Street Boston MA
NZ$289
20 Sept - 21 Sept
includes taxes & fees
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 Longwood holiday package cost?
Starting from as low as , 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.
Stay near popular Longwood attractions
Brookline Arts Center
Enjoy an outing to Brookline Arts Center during your stay in Brookline.
Activities
Boston Old Town Trolley Hop-on Hop-Off City Tour
NZ$82
per adult
90% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
NZ$62
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
NZ$77
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.