Dorchester Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by David Cedrone
- Better togetherSave up to CA $775 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Plan, book, travel with confidence
Top Holiday Package Deals in Dorchester
Price found within the past 48 hours. Click for updated prices.
Raffles Boston
Back Bay
Save 100% on your flight
per person
Aug. 18 - Aug. 21
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (31 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
Beacon Hill Hotel
Beacon Hill
per person
Aug. 18 - Aug. 21
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.
Reviewed on May 23, 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
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.
Dorchester Hotel Deals
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $188 per night from May 27 to May 28
CA $188
CA $219 total
includes taxes & fees
May 27 - May 28
8/10 Very Good! (1,004 reviews)
"Could've used a couple of water bottles in the room. The bathtub was clogged so the water wasn't draining fast enough, which is gross. I was too tired to call front desk that evening but I did that the very first thing thy next day and it was fixed very quickly!"
Reviewed on May 19, 2024
Ramada by Wyndham Boston
800 Morrissey Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 26 to May 27
CA $173
CA $202 total
includes taxes & fees
May 26 - May 27
6.6/10 (1,000 reviews)
"Tough to get in and out of hotel entrance"
Reviewed on May 19, 2024
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $368 per night from Jun. 16 to Jun. 17
CA $368
CA $436 total
includes taxes & fees
Jun 16 - Jun 17
9.6/10 Exceptional! (2,162 reviews)
"All of the employees of the hotel were so wonderful and helpful, which made our stay at the hotel so great."
Reviewed on May 19, 2024
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
Frequently asked questions
Discover the most popular places to visit in Dorchester
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.
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.
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.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
CA $107
Per adult
90% of travellers recommend
Odyssey Boston Premier Elegant Dinner Cruise
CA $264
Per adult
Boston Freedom Trail Daily Walking Tour
CA $34
Per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.