Longwood Vacations from ￥199,716

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  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

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    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

The Latest Longwood Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Downtown Boston
Price was ￥222,762, price is now ￥199,716 per person
￥199,716
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (7,177 reviews)

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was ￥262,074, price is now ￥224,178 per person
￥224,178
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)
Great hotel, just wish the gym was a little bigger.

Reviewed on Nov 5, 2026

Hyatt Centric Faneuil Hall Boston

Hyatt Centric Faneuil Hall Boston

4 out of 5
Downtown Boston
Price was ￥229,406, price is now ￥215,550 per person
￥215,550
per person
Jan 20 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.2/10 Wonderful! (1,466 reviews)

Where to stay in Longwood

Find the best Longwood areas and neighborhoods for the activities you enjoy most. Learn more about Longwood
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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.

Find hotels in Downtown Boston

Longwood Hotel Deals

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 ￥20,728 per night from Nov 22 to Nov 23
￥20,728
￥30,592 total
Nov 22 - Nov 23
includes taxes & fees
9.2/10 Wonderful! (4,984 reviews)
"Great stay!"

Reviewed on Nov 5, 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
The price is ￥16,943 per night from Nov 23 to Nov 24
￥16,943
￥19,730 total
Nov 23 - Nov 24
includes taxes & fees
The Revolution Hotel
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 ￥19,586 per night from Nov 22 to Nov 23
￥19,586
￥28,211 total
Nov 22 - Nov 23
includes taxes & fees
9.6/10 Exceptional! (5,168 reviews)
"I usually do not like to leave negative reviews but I feel I have no choice in the matter. I arrived for a 2 night stay in a King Harbor Suite on Saturday afternoon around 3:30pm. Check in was swift and effortless, but when arriving at the room, there was hair in the sink, a backed up sink, and 2 ..."

Reviewed on Nov 4, 2026

Seaport Hotel Boston
See all 4,006 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.

Frequently asked questions

How much does a Longwood vacation package cost?
Starting from as low as ￥199,716, 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.

Stay near popular Longwood attractions

Brookline Arts Center

Enjoy an outing to Brookline Arts Center during your stay in Brookline.
See properties

Things to do

Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

￥7,241
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

￥13,165
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

Go City: Boston Explorer Pass - Choose 2 to 5 Attractions

￥8,040
per adult
94% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
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.