Longwood Holidays from £1,267
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Your Longwood Holiday
Take the stress out of organising your next getaway by booking a Longwood holiday package. Soak in the sights and sounds of this appealing neighbourhood and experience all it has to offer. Want to do some sightseeing during your trip to Longwood? Don't miss nearby attractions like Boston College, Agganis Arena and Coolidge Corner Theatre. Don't just think about it — make it a reality! Secure your perfect Longwood holiday with Expedia and enjoy travelling your way.
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Boston
Bay Village
£2,469
per person
26 Oct - 1 Nov
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.4/10 Exceptional! (475 reviews)
It was our first visit to Boston. So glad we stayed at the Four Seasons on Boylston. It’s centrally located to all the attractions that were on our list. The city view trolley is located across the street from the hotel. Easy hop on and off. Staff were amazing - friendly and professional. We will definitely stay here again when we come back to Boston.
Reviewed on 6 Aug 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
£1,361
per person
24 Oct - 29 Oct
found 2 hours ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!
Reviewed on 13 Jul 2026
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
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
Lose yourself in the charming streetscapes, historic buildings and village-like atmosphere of Boston’s oldest and wealthiest suburbs.
North End
1 out of top 10 points of interest in this area
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.
Top hotels in Longwood
Seaport Hotel Boston
1 Seaport Lane Boston MA
£189
30 Aug - 31 Aug
includes taxes & fees
9.6/10 Exceptional! (4,693 reviews)
"Great stay"
Reviewed on 7 Aug 2026
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£118
16 Aug - 17 Aug
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
£237
20 Aug - 21 Aug
includes taxes & fees
9.2/10 Wonderful! (4,865 reviews)
"Amazing hotel!"
Reviewed on 7 Aug 2026
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 travel package cost?
Our Longwood travel packages, which start from just £1,267, are the perfect way to save big. Choose your preferred hotels, flights and rental car to create your perfect trip.
If I'm not able to travel, can I cancel my Longwood travel package?
If your holiday plans in Longwood have been upended, it's a relief to know that it's possible to cancel your booking. If you booked less than 24 hours ago, you may be eligible for a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. To find out more, check our Customer Service Portal.
How do I get a cheap travel package to Longwood?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got everything you need. Select a combination that best fits you and watch your savings stack up. Of course, a package deal is never a one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels throughout the world, which lets you customize your Longwood adventure.
Does Expedia offer Book Now, Pay Later Longwood holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your wallet. Paying in instalments means you can spread the costs of your next adventure, leaving you with more cash to splash while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Browse these flexible payment options:
- Pay monthly holidays: If paying bite-sized amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you stumble on an incredible deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Longwood?
It makes sense to stay near the action. Many visitors book hotels in the vicinity of popular attractions, such as Agganis Arena, Paradise Rock Club and Coolidge Corner Theatre.
What are the top hotels in Longwood?
If it's your first time staying in Longwood, secure a room at Arcadian Hotel Brookline or Courtyard by Marriott Boston Brookline. Both offer comfy beds and are top options with many savvy travellers.
How far in advance should I book my Longwood holiday?
Earlier is always better. Air carriers typically release flight tickets up to a year ahead of departure, and this is a fantastic opportunity to score some of the cheapest prices. Just been told you need to take your holiday time next month? That's fine too — Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Longwood travel package include?
Rental cars, hotels and flights, or any combination of them — it's your choice. Whether you're visiting Longwood with the kids or travelling by yourself, there's a package to suit your style and budget. Once you've made your booking, why not add on a few tours and experiences?
What should I know before booking a Longwood travel package?
You'll land terrific savings when you bundle your flights, hotels and rental cars into a travel package. Not only that, booking everything in one place just makes things easier. So why waste money or time? Whether you're putting together a luxury city stay with your love or an affordable family break, have a look at our travel packages today.
Can I choose my airline with a Longwood Expedia travel package?
Yes — that's the beauty of an Expedia package. You're in charge! We have more than 550 airline partners throughout the world, so you have options galore when planning your Longwood trip.
Stay near popular Longwood attractions
Brookline Arts Center
Enjoy an outing to Brookline Arts Center during your stay in Brookline.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
£40
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
£35
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
£59
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. Flight-inclusive packages are ATOL protected.