Longwood Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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
Price found within the past 48 hours. Click for updated prices.
Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was €2,271, price is now €1,600 per person
€1,600
per person
14 Sept - 19 Sept
found 9 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on 23 May 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €3,779, price is now €2,436 per person
€2,436
per person
14 Sept - 19 Sept
found 9 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great 👍

Reviewed on 11 Jul 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was €2,357, price is now €1,648 per person
€1,648
per person
14 Sept - 19 Sept
found 9 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,524 reviews)
I have stayed at this hotel previously and am pleased with improvements made by Eurostar. The lobby is nicer with the breakfast room moved behind the reception desk instead of in middle of lobby. There is plenty of seating now, and the staff was great, friendly and helpful. Matt in particularly gave us some great recommendations. The rooms are fine with comfortable bedding and newer TVs, could use a few more bathroom amenities, hot water very slow in getting up to 7th floor. But I was glad to see that they had finally placed coffeemakers in the rooms with a variety of pods. The location is wonderful, so much within walking distance; I will definitely stay there again.

Reviewed on 11 Jul 2026

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was €2,762, price is now €2,092 per person
€2,092
per person
14 Sept - 19 Sept
found 9 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
8.8/10 Excellent! (1,891 reviews)
Great experience, serene environment.

Reviewed on 8 Jul 2026

The Lenox Hotel Boston

The Lenox Hotel Boston

4.5 out of 5
Back Bay
Price was €2,421, price is now €1,846 per person
€1,846
per person
14 Sept - 19 Sept
found 9 hours ago
Return direct flight included
Shannon (SNN) to Boston (BOS)
9.6/10 Exceptional! (1,578 reviews)
Room was incredibly dated, especially the bathroom. Rug was frayed and there was an old school corded phone next to the toilet. Not what I expected from a “luxury” hotel. Soap, shampoo and conditioner were in tacky plastic white containers that had visible residue where they get filled. Bed was really comfy and staff was helpful, but the room needs some refreshing.

Reviewed on 11 Jul 2026

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

4.5/5(95 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

Top hotels in Longwood

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is €233 per night from 26 Jul to 27 Jul
€233
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (4,563 reviews)
"The staff went above and beyond to help us with everything. We loved that we were right by a trolley station. We really enjoyed the walks along the harbor."

Reviewed on 11 Jul 2026

Seaport Hotel Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is €180 per night from 9 Aug to 10 Aug
€180
9 Aug - 10 Aug
includes taxes & fees
9/10 Wonderful! (2,440 reviews)
"Great place to stay"

Reviewed on 11 Jul 2026

Hyatt Regency Boston/Cambridge
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 €162 per night from 2 Aug to 3 Aug
€162
2 Aug - 3 Aug
includes taxes & fees
9/10 Wonderful! (2,736 reviews)
"Our room had the four bunk beds and it was awesome! Safe, excellent construction with comfortable beds, perfect for our family of four (our teenagers, of course, loved being on the top bunks). I wasn’t sure how the “bathroom/shower down the hall” was going to be, but it turned out to be great! Having ..."

Reviewed on 11 Jul 2026

The Revolution Hotel
See all 4,121 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 holiday package cost?
Starting from as low as €1,600, 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.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

€45
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

€39
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

€31
per adult
98% of travellers recommend
History and Hauntings of Salem 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.