Dorchester Vacations

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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.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 5 - Jun 8
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
9.2/10 Wonderful! (27 reviews)
My stay was lovely. In ordering a cheese plate to await my arrival, a friend alerted the staff that it was my birthday. When I entered my very handsome room, a gorgeous little chocolate bday cake, under domed glass, sat waiting for me. Otherwise, the staff was incredibly attentive, the speakeasy was fun for a delicious cocktail, and the overall atmosphere was one of restrained indulgence. The place doesn’t feel ostentatious. Its elegance was much more understated. I loved it

Reviewed on Apr 28, 2024

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jun 22 - Jun 25
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
From the moment we arrived until we left, all staff were friendly and attentive to every detail. The rooms were luxurious and spacious.

Reviewed on Apr 30, 2024

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jun 22 - Jun 25
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.2/10 Very Good! (1,617 reviews)
This is a fairly new property in a very safe neighborhood in Boston. The location has good shopping and restaurants nearby and 2 restaurants and bars onsite. The rooms are very small but well designed. The is no room service or in room coffee or fridge.

Reviewed on Apr 30, 2024

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 28 - Jul 1
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (264 reviews)
Huge rooms in the middle of Back Bay. Bed was so comfortable!

Reviewed on Mar 13, 2024

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jun 22 - Jun 25
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.8/10 Exceptional! (274 reviews)
My husband and I spent one night at The Whitney and were extremely pleased with our stay. The room was lovely and the staff were very nice and helpful. We would absolutely return and recommend it without hesitation.

Reviewed on Mar 24, 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

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 hotels in Downtown Boston

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
Fully refundableReserve now, pay when you stay
The price is $128 per night from May 12 to May 13
$128
$149 total
includes taxes & fees
May 12 - May 13
8/10 Very Good! (1,001 reviews)
"Absolutely. The answer is. That our stay at Doubletree Boston Bayside was truly 5 out of 5. Front Desk, cleaning staff and restaurant and convenient Starbucks, cleaning staff were excellent. Oh also very accommodating and Bi- lingual Manager which helped us with Spanish speaking interpreting to acquire ..."

Reviewed on Apr 29, 2024

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 $127 per night from May 5 to May 6
$127
$147 total
includes taxes & fees
May 5 - May 6
6.6/10 (1,001 reviews)
"Very convenient!"

Reviewed on Apr 29, 2024

Ramada by Wyndham Boston
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 $234 per night from May 3 to May 4
$234
$302 total
includes taxes & fees
May 3 - May 4
9/10 Wonderful! (1,998 reviews)
"Would stay again"

Reviewed on Apr 30, 2024

Omni Boston Hotel at the Seaport
See all 3,401 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 $475, 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 walkable 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 Edward Kennedy Institute for the US Senate

Edward Kennedy Institute for the US Senate

Explore the campus of Edward Kennedy Institute for the US Senate, during your travels in Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.

Edward Kennedy Institute for the US Senate

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

$177
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.