A cityscape with a prominent obelisk, a domed building, and a busy highway with light trails.

Longwood Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 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

Where to stay in Longwood

Find the best Longwood areas and neighborhoods for the activities you enjoy most.

Downtown Boston

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.

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Discover the most popular places to visit in Longwood

Longwood Hotel Deals

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 vacation package cost?

Starting from as low as , you can create your own Longwood vacation 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 vacation 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 vacation 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 vacation 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 vacation 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 vacation?

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 organizing 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 vacation 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 vacation package?

It's hard to predict what the future holds, so it's comforting to know that you can change or cancel your Longwood vacation 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.

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