Dorchester Vacations from $642
Book a Hotel + Flight or Car together to unlock savings
Your Dorchester Vacation
Packed with charm and personality, Dorchester offers everything from nature to dining. Experience the wonders of this neighborhood the easy way with a personalized Dorchester vacation 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 vacation with Expedia and experience travel your way.
The Latest Dorchester Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel
Brighton
Save 100% on your flight
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.6/10 Excellent! (1,025 reviews)
The staff at check in was very friendly and helpful. The elevator could barely fit the luggage cart on it. Very noisy.
Reviewed on Jun 25, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Aug 12 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.
Reviewed on Jun 23, 2025
Maverick Suites at 402 Columbus Ave
South End
Save 100% on your flight
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
7.8/10 Good! (55 reviews)
Location was perfect. Walking distance to so many things!! The kitchen could have been a little bit better stocked. No coffee or salt and pepper.
Reviewed on May 23, 2025
Holly Tree Resort
Save 100% on your flight
per person
Aug 18 - Aug 22
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (343 reviews)
The staff is incredibly kind. One of our a/c wasn’t working and they replaced it with a new one with minutes of reporting it The property is clean but there is no housekeeping so you have to take towels etc to the front desk and receive new ones. I felt very safe there. Something I didn’t know was that they have condominiums for rent but you have to call the hotel directly for dates. They have racquetball center which is nice. Light does come through the doorways at night like others have said. Overall I would come here again and it was a good value for the price (except June/July/Aug when prices are close to double! You won’t be disappointed.
Reviewed on Jun 23, 2025
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)
Reviewed on Jun 6, 2025
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(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.
Dorchester Hotel Deals
Ramada by Wyndham Boston
800 Morrissey Blvd, Boston, MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from Jul 6 to Jul 7
$125 total
Jul 6 - Jul 7
Total includes taxes and fees
6.6/10 (1,210 reviews)
"I love the service, the Spa and checkout flexibility. The summer weather great, but no air conditioning in the rooms."
Reviewed on Jun 19, 2025
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $157 total per night from Jul 2 to Jul 3
$157 total
Jul 2 - Jul 3
Total includes taxes and fees
8.2/10 Very Good! (1,351 reviews)
"Sxcellent"
Reviewed on Jun 21, 2025
Homestay BnB Near Downtown Boston
65 Harvest St, Boston, MA
$139 nightly
The price is $160 total per night from Jun 27 to Jun 28
$160 total
Jun 27 - Jun 28
Total includes taxes and fees
8.6/10 Excellent! (62 reviews)
"The room was very comfortable, the calm and very welcoming neighborhood"
Reviewed on Jun 22, 2025
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.
Discover the most popular places to visit in Dorchester
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.
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 vibrant area.
Massachusetts Archives and Commonwealth Museum
You can browse the exhibits at Massachusetts Archives and Commonwealth Museum, a museum with a storied past, during your travels to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
Boston: Freedom Trail History Small Group Walking Tour
$41
per adult
100% of travellers recommend
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- Boston Museum of Fine Arts
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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.