Dorchester Vacations

Book a Hotel + Flight or Car together to unlock savings

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Your Dorchester Vacation

Nature, dining, food, fun — you'll find all that and much more in Dorchester. Experience the very best of this neighborhood with a customized vacation 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 vacation is quick and easy with Expedia.

The Latest Dorchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Aug 7 - Aug 11
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.2/10 Very Good! (1,662 reviews)
Room was clean and well appointed. Staff was courteous. Fine for our short stay (1 night) but room was extremely small.

Reviewed on May 11, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 13 - Jun 16
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (266 reviews)
Great property great service

Reviewed on May 5, 2024

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
Aug 7 - Aug 11
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Always enjoy my stay at Battery Warf. The location is within easy walking distance to North End restaurants and TD Garden. Staff is friendly and overall the property is quiet and clean.

Reviewed on May 13, 2024

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Aug 7 - Aug 11
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
7.6/10 Good! (150 reviews)
It was fine. Staff were friendly and rooms were clean. Almost nothing worked - light bulbs missing, TV unfunctional, no batteries in thermostat, heat wouldn't go off. But staff helpfully replaced the missing light bulbs

Reviewed on May 11, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jun 13 - Jun 16
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
This was a nice hotel but not as nice as the other Langham hotels. My biggest gripe is that there were no mini-bars in the rooms. You have to pay for everything to be delivered to the room including snacks. The room itself had water but no snacks or fruit or anything. Also, the room had a shower with a very slippery floor. There was no bathtub.

Reviewed on May 6, 2024

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 night scenes and a city as well as a small group of people

Downtown Boston

4.5/5(2,415 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotel + flight trips in Downtown Boston

Dorchester Hotel Deals

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 $134 per night from Jun 2 to Jun 3
$134
$156 total
includes taxes & fees
Jun 2 - Jun 3
6.6/10 (1,004 reviews)
"I loved the stay and the breakfast I had a great time as well!"

Reviewed on May 9, 2024

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 $146 per night from May 27 to May 28
$146
$170 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (1,004 reviews)
An OK place to stay near JFK
"I stayed here several years ago and didn't enjoy it then, but my usual Air BnB was booked up so I gave it another chance. It has definitely improved in the past 5 years. It shows a little age, but it's clean, the shower is hot, the internet is fine, and it's got great access to the Kennedy Library ..."

Reviewed on May 10, 2024

DoubleTree by Hilton Hotel Boston Bayside
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is $197 per night from Jun 9 to Jun 10
$197
$259 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (2,022 reviews)
"We had an excellent stay at the Omni Seaport. The facilities were modern and updated. There are so many things to do (and eat!) both in and out of the hotel. Will definitely be back."

Reviewed on May 9, 2024

Omni Boston Hotel at the Seaport
See all 3,359 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Dorchester vacation package cost?
Maybe less than you might think — from only $487, 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 vacation 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?
Vacationers 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 vacation?
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 vacation 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 vacation rentals such as beachfront villas and serviced residences. You’ve got choices galore!
Can I choose my airline with a Dorchester Expedia vacation 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 vacation package?
Your situation can change unexpectedly, so yes. You may be able to cancel or amend your Dorchester vacation 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

Image for John F. Kennedy Presidential Library and Museum

John F. Kennedy Presidential Library and Museum

4.5/5(9 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.

John F. Kennedy Presidential Library and Museum
Image for University of Massachusetts Boston

University of Massachusetts Boston

3/5(1 review)

Enjoy the collegiate vibe when you visit University of Massachusetts Boston, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this walkable area.

University of Massachusetts Boston
Image for Massachusetts Archives and Commonwealth Museum

Massachusetts Archives and Commonwealth Museum

Rich with history, Massachusetts Archives and Commonwealth Museum is a cultural attraction worth visiting in Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.

Massachusetts Archives and Commonwealth Museum

Things to do

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$79
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Freedom Trail: Small Group Tour of Revolutionary Boston

Freedom Trail: Small Group Tour of Revolutionary Boston

$39
Per adult
100% of travellers recommend
Freedom Trail: Small Group Tour of Revolutionary Boston
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

$195
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Boston

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.