Dorchester Holidays

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Your Dorchester Holiday

Packed with charm and personality, Dorchester offers everything from nature to dining. Experience the wonders of this neighbourhood the easy way with a personalised Dorchester holiday package. When it's time to explore the sights, you'll find loads of big-name attractions nearby including Boston Museum of Fine Arts, Northeastern University and John F. Kennedy Presidential Library and Museum. Tick off one, two or all during your trip to Dorchester. Don't just think about it — make it happen! Book your ideal Dorchester holiday with Expedia and experience travel your way.

Our guide on 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(17 area reviews)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Boston Massacre Site, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotels in Downtown Boston

Our pick of the best Dorchester Hotel Deals

DoubleTree by Hilton Hotel Boston Bayside
DoubleTree by Hilton Hotel Boston Bayside
4 out of 5
240 Mount Vernon Street, Boston, MA
The price is AU$194 per night from 4 May to 5 May
AU$194
includes taxes & fees
4 May - 5 May
8.2/10 Very Good! (1,325 reviews)
"Parking limited, amenities average, staff was wonderful and close to city and t stop"

Reviewed on 27 Apr. 2025

DoubleTree by Hilton Hotel Boston Bayside
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 AU$196 per night from 1 May to 2 May
AU$196
includes taxes & fees
1 May - 2 May
6.6/10 (1,150 reviews)
"Very good"

Reviewed on 21 Apr. 2025

Ramada by Wyndham Boston
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 AU$324 per night from 1 May to 2 May
AU$324
includes taxes & fees
1 May - 2 May
8.8/10 Excellent! (2,018 reviews)
"The revolution hotel is conveniently located and always great to stay at."

Reviewed on 27 Apr. 2025

The Revolution Hotel
See all 3,802 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

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Dorchester holiday package cost?
Maybe less than you might think — from only , actually! By combining flights, hotels and car rentals into your own custom-built travel package, your Dorchester escape is just clicks away.
How do I get a cheap travel package to Dorchester?
Our Dorchester holiday packages promise plenty of savings for the savvy explorer. For the best deals, simply bundle your flights, hotels and extras (including tours) into an affordable package. But great bargains are only the start of your next amazing adventure. When you book with Expedia, and you’ll have over 550 airlines and 1 000 000 hotels globally to choose from. No matter your style or budget, there’s a package that’s perfect for you.
Where should I stay in Dorchester?
Holiday Makers come from all over the world to see Fenway Park and TD Garden in Dorchester. Stay within a stone’s throw of these must-see attractions to make sightseeing easy.
What are the top hotels in Dorchester?
Lg Suite For Up To 6 Ppl/1 Floor and Home2 Suites by Hilton Boston South Bay are among the most well-known hotels in Dorchester. Why not take a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Dorchester holiday?
While not all air carriers advertise ticket prices early, you can normally look up international fares on Expedia up to 12 months in advance. This is the time when you’ll bag some incredible deals. If you’re booking late, you may still be in luck. Sometimes the cheapest prices become available a few weeks before departure.
What does an Expedia Dorchester travel package include?
You can select from any combination of rental cars, hotels and flights. Once you’ve made your booking, you can add some experiences and activities. Want to pick your fare class? That’s also easy to do. The choice is yours when it comes to creating your ideal Dorchester escape.
What should I know before booking a Dorchester travel package?
Locking in all the parts of your holiday together is an excellent way to save. Bundle your car rentals, airfares and hotels into a convenient package. But it’s not just hotels. Expedia features all sorts of properties, including holiday homes such as beachfront villas and serviced residences. You’ve got choices galore!
Can I choose my airline with a Dorchester Expedia holiday package?
You can, and with over 550 airlines to select from throughout the world, you have loads of choice. Search the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Dorchester holiday package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Dorchester holiday package at no cost within 24 hours of booking. For bookings older than that, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Dorchester

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

Adams/King Playground

Catch an event at Adams/King Playground during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Adams/King Playground

Activities

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

AU$16
per traveller
84% of travellers recommend
Explore Boston’s Freedom Trail: Self-Guided Audio Tour at Your Own Pace
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

AU$85
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

AU$132
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
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.