Dorchester Vacations from $296
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.
Raffles Boston
Back Bay
Price was $1,517, price is now $793 per person
$793
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.
Reviewed on Oct 7, 2025
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
Price was $837, price is now $535 per person
$535
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it
Reviewed on Oct 1, 2025
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $823, price is now $532 per person
$532
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,005 reviews)
Clean, easy check in, quiet, in walking distance of everything we need-our favorite place to stay always!
Reviewed on Oct 11, 2025
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,029, price is now $694 per person
$694
per person
Dec 26 - Dec 29
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (244 reviews)
I was hoping it would be a very nice place from the pictures I saw online. I was not at all disappointed, everything was wonderful, the room was so beautiful, very clean and the linens were so comfy. The area around the Inn is lovely, very walkable, with plenty of shopping and restaurants.
Reviewed on Aug 12, 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
$95 nightly
The price is $111 total per night from Nov 9 to Nov 10
$111 total
Nov 9 - Nov 10
Total with taxes and fees
6.6/10 (1,471 reviews)
"The staff is so friendly and helpful. The room was clean and the breakfast was very good with a nice selection."
Reviewed on Oct 7, 2025
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $152 total per night from Nov 9 to Nov 10
$152 total
Nov 9 - Nov 10
Total with taxes and fees
8.4/10 Very Good! (1,398 reviews)
"I was extremely disappointed that this hotel did not offer airport pick up as was advertised!!!"
Reviewed on Oct 7, 2025
The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $150 total per night from Nov 9 to Nov 10
$150 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (2,159 reviews)
"The staff were incredibly helpful! Accommodation, although slightly unuasal, not having a en-suite bathroom in the room, it was easy, safe, convenient having it down the hall. This arrangement made the cost about half of a compreable room elsewhere and the condition and decor of the rooms and hotel ..."
Reviewed on Oct 9, 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 walkable 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 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 walkable 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
$49
per adult
100% of travellers recommend
Explore a world of travel with Expedia
- Boston Hotels
- Hotels near Logan Intl.
- Hotels near Downtown Boston
- Hotels near Fenway Park
- Cheap Hotels in Boston
- Hotels near Meeting House Hill
- Hotels near Fields Corner West
- Hotels near Fields Corner Station
- Hotels near Shawmut Station
- Hotels near St. Marks
- Hotels near Codman Square
- Hotels near Adams/King Playground
- Hotels near Talbot Ave Station
- Hotels near Savin Hill Station
- Vacation Homes in Savin Hill Station
- Hotels near Franklin Park Zoo
- Hotels near William J. Devine Municipal Golf Course
- Hotels near Boston Uphams Corner Station
- Hotels near Ashmont
- Hotels near Seaport District
- Hotels near West Codman Hill - West Lower Mills
- Hotels with Free Airport Shuttle in Boston
- Hotels near Boston JFK-UMass Station
- Apartments in Boston JFK-UMass Station
- Condo Rentals in Boston JFK-UMass Station
- Hotels near University of Massachusetts Boston
- Hotels near Boston Morton Street Station
- Hotels near Boston Common
- Hotels near Edward Kennedy Institute for the US Senate
- Hotels near TD Garden
- Hotels near Massachusetts Archives and Commonwealth Museum
- Hotels near Our Lady of Czestochowa Roman Catholic Church
- Hotels near Egleston Square
- Hotels near John F. Kennedy Presidential Library and Museum
- Hotels near Samuel Adams Brewery
- Hotels near Back Bay
- Hotels near South Boston
- Hotels near Forest Hills Cemetery
- Hotels near Marina Bay
- Hotels on the Lake in Marina Bay
- Pet-friendly Hotels in Marina Bay
- Oceanfront Hotels in Marina Bay
- Hotels near Columbus Park
- Hotels near Roxbury
- Hotels near Axiom
- Best Western Hotels in Roxbury
- 5 Star Hotels in Roxbury
- 4 Star Hotels in Roxbury
- Romantic Hotels in Roxbury
- Hotels near Green Street Station
- Apartments in Green Street Station
- Hotels near Stony Brook Station
- Motels in Stony Brook Station
- Houseboats in Stony Brook Station
- Hotels near Milton Station
- Condo Rentals in Jackson Square Station
- Hotels near Jackson Square Station
- Hotels near The Games People Play
- Hotels near Mattapan
- Flights to Boston
- Flights from Los Angeles (LAX) to Boston (BOS)
- Flights from Washington (DCA) to Boston (BOS)
- Flights from Boston
- Flights from Chicago (ORD) to Boston (BOS)
- Flights from Dallas (DFW) to Boston (BOS)
- Flights from Philadelphia (PHL) to Boston (BOS)
- Flights from New York (NYC) to Boston (BOS)
- Flights from Orlando (MCO) to Boston (BOS)
- Flights from Atlanta (ATL) to Boston (BOS)
- Flights from San Francisco (SFO) to Boston (BOS)
- Flights from New York (LGA) to Boston (BOS)
- Boston Vacations
- Boston Museum of Fine Arts
- Adams/King Playground
- Franklin Park Zoo
- Shirley-Eustis House
- Visit Boston
- Isabella Stewart Gardner Museum
- Massachusetts Archives and Commonwealth Museum
- Our Lady of Czestochowa Roman Catholic Church
- Samuel Adams Brewery
- John F. Kennedy Presidential Library and Museum
- Forest Hills Cemetery
- Columbus Park
- Axiom
- Boston Medical Center
- South Boston Vacations
- Jamaica Plain Vacations
- Visit Marina Bay
- Museum of Science
- Visit Roxbury
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
