Dorchester Vacations from $395
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.
Boston Lodge and Suites
Dorchester
Price was $1,147, price is now $470 per person
$470
per person
Jan 29 - Feb 2
found 13 hours ago
Roundtrip flight included
Los Angeles (QLA) to Boston (BOS)
16.8/10 Exceptional! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 2025
Iris Hotel Boston
Coolidge Corner South Side
Save 100% on your flight
Price was $1,189, price is now $667 per person
$667
per person
Feb 12 - Feb 17
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
18.8/10 Exceptional! (460 reviews)
The entire experience at The Iris hotel was excellent form the Valet parking, the room, the bar & the restaurant.
I would stay there anytime I'm in Brookline
Reviewed on Nov 22, 2025
The Hotel Portsmouth
Downtown
Save 100% on your flight
Price was $880, price is now $511 per person
$511
per person
Dec 31 - Jan 6
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
18.8/10 Exceptional! (1,002 reviews)
The people and relaxing atmosphere were superb. Also a very comfortable bed.
Reviewed on Nov 20, 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
$91 nightly
The price is $106 total per night from Nov 30 to Dec 1
$106 total
Nov 30 - Dec 1
Total with taxes and fees
6.6/10 (1,557 reviews)
Improve
Reviewed on Nov 18, 2025
Home2 Suites by Hilton Boston South Bay
15 JAN KARSKI WAY Boston MA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $134 total per night from Dec 14 to Dec 15
$134 total
Dec 14 - Dec 15
Total with taxes and fees
8.8/10 Excellent! (875 reviews)
The staff was very friendly and the property very clean, the breakfast could be more variety, it was very limited
Reviewed on Nov 18, 2025
citizenM Boston North Station
70 Causeway Street Boston MA
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $141 total per night from Nov 30 to Dec 1
$141 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (4,060 reviews)
Room was cute and compact. The view from the causeway was amazing. Centrally located to all things i wanted to walk to and the train station.
Reviewed on Nov 20, 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 walkable 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.
Edward Kennedy Institute for the US Senate
Explore the campus of Edward Kennedy Institute for the US Senate, during your travels in Boston. Stroll along the waterfront 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
$39
per adult
100% of travellers recommend
Explore a world of travel with Expedia
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- Flights to Boston
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- 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.