Dorchester Holidays from £818
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Your Dorchester Holiday
Nature, dining, food, fun — you'll find all that and much more in Dorchester. Experience the very best of this neighbourhood with a customized holiday package to Dorchester. When it's time to sightsee, you'll find loads of popular attractions nearby including Boston Museum of Fine Arts, Northeastern University and John F. Kennedy Presidential Library and Museum. Visit one, two (or even all!) during your trip to Dorchester. Whatever your travel goals or budget, booking the ultimate Dorchester holiday is quick and easy with Expedia.
Price found within the past 48 hours. Click for updated prices.
The Groton Inn
£818
per person
25 Oct - 30 Oct
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
9.6/10 Exceptional! (528 reviews)
Beautiful location with amazing views of the New England country side.
The hotel is a wonderful classic Inn with excellent details scattered throughout the ground
The staff were very helpful, and we would definitely stay again.
Reviewed on 15 Aug 2026
Furnished Apartment Near Longwood
North Brookline
£1,210
per person
26 Oct - 2 Nov
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on 6 Jul 2026
Where to stay in Dorchester
Find the best Dorchester areas and neighborhoods for the activities you enjoy most. Learn more about Dorchester
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
1 out of top 10 points of interest in this area
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
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 Dorchester
Homestay In Boston -
8 W Bellflower St Boston MA
£76
18 Aug - 19 Aug
includes taxes & fees
8.4/10 Very good! (84 reviews)
"The shared common area including bathroom is kept clean by guests and host. The location is convenient. The bedroom is small but comfortable for a couple of nights stay."
Reviewed on 16 Aug 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
£188
30 Aug - 31 Aug
includes taxes & fees
The Revolution Hotel
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
£117
20 Aug - 21 Aug
includes taxes & fees
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 Dorchester travel package cost?
From as little as £818. Yes, you read that correctly. Our Dorchester packages are an awesome way to make your budget last longer. Combine your preferred hotels, flights and car rentals and discover this wonderful destination.
If I'm not able to travel, can I cancel my Dorchester travel package?
It's difficult to predict what tomorrow might bring, so it's comforting to know that you can cancel or change your Dorchester travel package. If you booked in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to learn more.
How do I get a cheap travel package to Dorchester?
Crafting your own Dorchester travel package with Expedia is the easiest way to save. We offer access to over 550 partner airlines and 1,000,000 properties throughout the world. With such a wonderful range to choose from, you'll have no difficulty pulling together your perfect trip.
Does Expedia offer Book Now, Pay Later Dorchester holidays?
Yes. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in manageable instalments. Simply pick the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, car hire and accommodation with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:
- Pay monthly holidays: If paying bite-sized amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make that dream holiday possible.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay for your trip in multiple transactions.
- Low deposit holidays: When you see an amazing deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your escape.
Where should I stay in Dorchester?
A trip to Dorchester has to include Fenway Park and TD Garden. Book a hotel as close as possible for easy access to these famous sights.
What are the top hotels in Dorchester?
Get your escape off to an excellent start by booking a stay at Boston Park Plaza. It's one of most sought-after hotels in Dorchester. Another top option is Embassy Suites Boston Logan Airport.
How far in advance should I book my Dorchester holiday?
It can be difficult to know when is the perfect time to book your trip to Dorchester. But usually the earlier you book, the better the prices. In some cases, you can secure your flights and hotels up to a year prior to your departure date. If you're hoping for a last-minute getaway, no need to stress! There are great deals announced on Expedia every day.
What does an Expedia Dorchester travel package include?
Rental cars, flights and hotels, or any combination of the three — it's your pick! Whether you're exploring Dorchester with the whole family or travelling solo, there's a bundle to suit every style and budget. Once you've made your booking, why not add on a few tours as well?
What should I know before booking a Dorchester travel package?
A travel package can be more affordable than separately booking all you need for your getaway. For example, combine your flights, hotels and rental cars and score big savings. No matter your holiday plans, there's bound to be a package to suit your budget.
Can I choose my airline with a Dorchester Expedia travel package?
With a travel package, you're the boss. Whether you're looking to fly to Dorchester in economy or first class, simply pick from the available airline options. Expedia has access to more than 550 airline partners all over the world.
Stay near popular Dorchester attractions
John F. Kennedy Presidential Library and Museum
9.0/10 (16 reviews)
You can study the exhibits at John F. Kennedy Presidential Library and Museum, a museum with a storied past, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Boston Winery
You can enjoy a tasting or tour at Boston Winery during your travels to Boston. While in this family-friendly area, you can savour the top-notch restaurants.
Massachusetts Archives and Commonwealth Museum
You can browse the exhibits at Massachusetts Archives and Commonwealth Museum, a museum with a storied past, during your travels to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Pope John Paul II Park Reservation
You can take time to visit Pope John Paul II Park Reservation during your travels to Boston. While in this family-friendly area, you can savour the top-notch restaurants.
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.