Dorchester Vacation Packages

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Top Holiday Package Deals in Dorchester

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
Jul. 26 - Jul. 30
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.4/10 Very Good! (1,667 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

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Jul. 24 - Jul. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
7/10 Good! (83 reviews)
It was very important that I called a week ahead to pay for parking and to make sure a lockbox was ready for us when we arrived after midnight when no one was at the main desk. I had to call again before we got on the plane for our lock box code. It was close to the subway entrance. The pool was in a different building and it was closed for maintenance. The main reason I picked this location was the pool for our son, he was very disappointed.

Reviewed on Apr. 23, 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
Jul. 24 - Jul. 28
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
8.6/10 Excellent! (1,479 reviews)
Pleasant place. Housekeeping was excellent and flexible. Lovely location.

Reviewed on May 15, 2024

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul. 21 - Jul. 25
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
9.6/10 Exceptional! (2,220 reviews)
I was disappointed that the spa was closed on Monday and Tues especially because my sister and I came for a 2 night stay Mon- Wed for a spa vacation. I found out after I booked it. A small glass of wine. Bottles $ 60-80 No service around the gambling floor to order any drinks. Maybe one server. Restaurants too expensive and I was disappointed in the shops. I had to drive everywhere. Next time I will stay closer to newbury st.

Reviewed on May 16, 2024

XV Beacon

XV Beacon

5 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 26 - Jul. 30
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.4/10 Exceptional! (347 reviews)
Very clean and comfortable.

Reviewed on Apr. 14, 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(193 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 CA $184 per night from May 27 to May 28
CA $184
CA $214 total
includes taxes & fees
May 27 - May 28
6.6/10 (1,003 reviews)
"There was no Gym. It says there is Gym on the web site"

Reviewed on May 15, 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 CA $175 per night from May 27 to May 28
CA $175
CA $204 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (1,000 reviews)
"Cost for parking was high and not advised at time of booking."

Reviewed on May 13, 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 CA $268 per night from Jun. 9 to Jun. 10
CA $268
CA $352 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (2,047 reviews)
"The staff was friendly. Our room was super clean, comfy, and had a great view of the city. I loved the floor to ceiling windows."

Reviewed on May 14, 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

Family Vacations

Family Vacations

Frequently asked questions

How much does a Dorchester vacation package cost?
Maybe less than you might think — from only CA $1,010, 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(2 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

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

CA $107
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

CA $264
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
Image for Boston Freedom Trail Daily Walking Tour

Boston Freedom Trail Daily Walking Tour

CA $34
Per adult
90% of travellers recommend
Boston Freedom Trail Daily Walking Tour
See all activities in Boston

Other vacations you might like

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