Dorchester Vacations from $329
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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.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was $1,092, price is now $646 per person
$646
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,711 reviews)
It was a nice little hotel that was out-of-the-way in terms of the hustle and bustle downtown Boston, but still within walking distance to go eat somewhere nice and do some sightseeing. I was there for business, but I would definitely go back there for pleasure as well.
Reviewed on Aug 24, 2025
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $658, price is now $394 per person
$394
per person
Oct 26 - Oct 30
found 24 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
people and property where great
the bathroom was spotless but needs upgrade
Reviewed on Aug 23, 2025
Raffles Boston
Back Bay
Save 100% on your flight
Price was $3,063, price is now $1,845 per person
$1,845
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.
Reviewed on Aug 20, 2025
Hotel AKA Back Bay
Back Bay
Save 100% on your flight
Price was $1,352, price is now $868 per person
$868
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!!
She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.
Reviewed on Aug 21, 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
$104 nightly
The price is $121 total per night from Sep 2 to Sep 3
$121 total
Sep 2 - Sep 3
Total with taxes and fees
6.6/10 (1,340 reviews)
"Nice and clean"
Reviewed on Aug 20, 2025
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $161 total per night from Sep 1 to Sep 2
$161 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,355 reviews)
"Short walk to the train line with connections to all over the Boston area. Very helpful and friendly front desk staff and the shuttle drivers. Not many restaurants in the immediate area, but Uber Eats delivers and staff made great recommendations."
Reviewed on Aug 21, 2025
Home2 Suites by Hilton Boston South Bay
15 JAN KARSKI WAY, Boston, MA
Fully refundableReserve now, pay when you stay
$214 nightly
The price is $249 total per night from Sep 1 to Sep 2
$249 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (808 reviews)
"Amazing hotel, Nice stay, Friendly staff and Great breakfast!"
Reviewed on Aug 18, 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
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
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 walkable area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
Liberty, Freedom, and Revolution: American History Tours Bundle
$30
per traveler
Explore a world of travel with Expedia
Explore a world of travel with Expedia
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- Boston Vacations
- Boston Museum of Fine Arts
- Adams/King Playground
- Franklin Park Zoo
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- Visit Boston
- Isabella Stewart Gardner Museum
- Massachusetts Archives and Commonwealth Museum
- Our Lady of Czestochowa Roman Catholic Church
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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.