Longwood Holidays from £1,105

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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.
The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was £1,613, price is now £1,105 per person
£1,105
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.

Reviewed on 20 Jun 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was £3,327, price is now £2,116 per person
£2,116
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on 15 Jun 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was £3,143, price is now £2,215 per person
£2,215
per person
8 Sept - 15 Sept
found 2 hours ago
Return flight included
London (LON) to Boston (BOS)
No reviews
The cottages are very comfortable and clean. The restaurant is one of the best on island. The only special consideration is the low hum of noise from the restaurant which is located right next to the cottages. It’s over by the restaurant closing at about 11PM, but creates a hum of group conversation until then. The drive from Sconset to downtown takes about 15 minutes so renting a car is useful.

Reviewed on 22 Jun 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
Price was £2,114, price is now £1,501 per person
£1,501
per person
25 Aug - 1 Sept
found 13 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
Splendid bed and breakfast

Reviewed on 29 Apr 2026

Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was £2,582, price is now £1,875 per person
£1,875
per person
8 Sept - 15 Sept
found 2 hours ago
Return flight included
London (LON) to Boston (BOS)
9.4/10 Exceptional! (713 reviews)
It was absolutely charming and beautiful! The view was magnificent, the staff couldn't have been more accommodating and the room was wonderful. I would return to Room 23 over and over again.

Reviewed on 20 Jun 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

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

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 £126 per night from 6 Jul to 7 Jul
£126
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (2,694 reviews)
"Great experience here, parking can add up, but with the discount the hotel gets you its much cheaper than it would be. Great walking distance from a variety of things to do."

Reviewed on 23 Jun 2026

The Revolution Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is £155 per night from 19 Jul to 20 Jul
£155
19 Jul - 20 Jul
includes taxes & fees
9/10 Wonderful! (2,383 reviews)
"Shoutout to Paula! She checked us in smoothly, and was very welcoming :)"

Reviewed on 23 Jun 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is £192 per night from 5 Jul to 6 Jul
£192
5 Jul - 6 Jul
includes taxes & fees
9.6/10 Exceptional! (4,465 reviews)
"Great room and an awesome location! We got to enjoy the great atmosphere of the seaport area - there were a bunch of great restaurants, bars, and awesome walking paths on the water with skyline views - and then went and walked to Quincy Market the next day!"

Reviewed on 23 Jun 2026

Seaport Hotel Boston
See all 4,101 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Longwood travel package cost?
Our Longwood travel packages, which start from just £1,105, 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.

Popular places to visit

Fenway Park

Fenway Park

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University

Harvard University

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common

Boston Common

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

£39
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

£59
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
History and Hauntings of Salem Guided Walking Tour

History and Hauntings of Salem Guided Walking Tour

£27
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. Flight-inclusive packages are ATOL protected.