Dorchester Holidays from £740

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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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
8.6/10 Excellent! (1,033 reviews)
Great 3 night stay !! Thanks for the late check out.

Reviewed on 14 Jul 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
25 Sept - 30 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on 14 Jul 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
2 Sept - 9 Sept
found 1 day ago
Return direct flight included
London (LHR) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
25 Sept - 30 Sept
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on 14 Jul 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Save 100% on your flight
per person
26 Sept - 1 Oct
found 1 day ago
Return direct flight included
Glasgow (GLA) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Awesome stay with everything you need

Reviewed on 13 Jul 2025

Where to stay in Dorchester

Find the best Dorchester areas and neighborhoods for the activities you enjoy most. Learn more about Dorchester
Downtown Boston which includes a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 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 Dorchester

Ramada by Wyndham Boston

Ramada by Wyndham Boston

2.5 out of 5
800 Morrissey Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £93 per night from 27 Jul to 28 Jul
£93
27 Jul - 28 Jul
includes taxes & fees
6.6/10 (1,248 reviews)
"The cleanliness of the place needs much improvement"

Reviewed on 9 Jul 2025

Ramada by Wyndham Boston
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £127 per night from 10 Aug to 11 Aug
£127
10 Aug - 11 Aug
includes taxes & fees
8.2/10 Very Good! (1,354 reviews)
"Staff excellent, very friendly and helpful."

Reviewed on 14 Jul 2025

DoubleTree by Hilton Hotel Boston Bayside
Courtyard by Marriott Boston-South Boston

Courtyard by Marriott Boston-South Boston

3 out of 5
63 R Boston St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is £124 per night from 20 Jul to 21 Jul
£124
20 Jul - 21 Jul
includes taxes & fees
8.6/10 Excellent! (999 reviews)
"great place"

Reviewed on 11 Jul 2025

Courtyard by Marriott Boston-South Boston
See all 3,860 properties in Dorchester
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 Dorchester travel package cost?
From as little as £740. 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.

Popular places to visit

John F. Kennedy Presidential Library and Museum

John F. Kennedy Presidential Library and Museum

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.

John F. Kennedy Presidential Library and Museum

Things to do

Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace

Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace

£7
per traveller
84% of travellers recommend
Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

£58
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

£52
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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.