Dorchester Vacations
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.
Price found within the past 48 hours. Click for updated prices.
- The Inn at Hastings Park, Relais & Chateaux - Boston
Aug 18 - Aug 22The Inn at Hastings Park, Relais & Chateaux - Boston + Flight
Lexington4 nights9.6/10 - Exceptional (256 reviews)"Splendid bed and breakfast"Reviewed April 29, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • 1 stop BOS - ATL • 1 stop - The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
Aug 2 - Aug 9The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight
East Wareham7 nights10/10 - Exceptional (9 reviews)"I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler "Reviewed October 8, 2025Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)ATL - MVY • 1 stop MVY - ATL • 1 stop - Boston Harbor Hotel
Aug 27 - Aug 29Boston Harbor Hotel + Flight
North End2 nights9.8/10 - Exceptional (1,000 reviews)"Wonderful classic harbor front hotel. Very nice front desk. Would stay again"Reviewed May 25, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - By the Sea Guests Bed & Breakfast & Suites
Jul 10 - Jul 16By the Sea Guests Bed & Breakfast & Suites + Flight
Dennis Port6 nights9.2/10 - Wonderful (187 reviews)"Such a cute place to stay and the staff are so helpful and welcoming!!"Reviewed May 31, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop - Encore Boston Harbor
Jul 26 - Jul 31Encore Boston Harbor + Flight
Everett5 nights9.6/10 - Exceptional (3,805 reviews)"Probably the most beautiful hotel I’ve ever stayed in. Spotless. Huge, fancy. Ferry runs beside hotel every 20 min and will take you to long wharf in Boston for free. Hotel reins are voice controlled by Alexa and immaculate. Beautifully decorated. Assembly row is right across the water and there’s plenty of shopping and food there, as well as Traded Joes, Tj Maxx etc. Casino stays plenty busy with a club that has shows each weekend (if you’re looking for something to do). I took 4 of my..."Reviewed June 1, 2026Roundtrip • Atlanta (ATL) - Boston (BOS)ATL - BOS • Nonstop BOS - ATL • Nonstop
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(2,438 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
$164 nightly
The price is $191 total per night from Jun 4 to Jun 5
$191 total
Jun 4 - Jun 5
Total with taxes and fees
6.8/10 (1,740 reviews)
"The smell in both the room and the hallways was terrible and made the stay very unpleasant. The bathtub was also not clean properly upon arrival."
Reviewed on Jun 1, 2026
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street Boston MA
Fully refundableReserve now, pay when you stay
$183 nightly
The price is $213 total per night from Jun 4 to Jun 5
$213 total
Jun 4 - Jun 5
Total with taxes and fees
8.4/10 Very Good! (1,481 reviews)
"The coffee is not great in the rooms! Need more creamers. I don’t understand why there isn’t coffee in the lobby in the morning. Great location! JFK library near by! We will definitely stand there again. Francisco is a gem!"
Reviewed on May 31, 2026
Homestay In Fields Corner Area Boston
60 Ridgewood St Boston MA
$101 nightly
The price is $116 total per night from Jun 4 to Jun 5
$116 total
Jun 4 - Jun 5
Total with taxes and fees
8.2/10 Very Good! (50 reviews)
"I got as far as driving into the neighborhood and decided it did not feel safe and would not be comfortable parking my vehicle. I drove the 2.5 hours home rather than stay there"
Reviewed on May 28, 2026
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
$84
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
98% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
per adult
92% 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.
