Dorchester Vacations from $285
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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.
Comfort Inn & Suites Logan International Airport
Save 100% on your flight
Price was $596, price is now $377 per person
$377
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9/10 Wonderful! (2,178 reviews)
Amazing recommend 👌 %100
Reviewed on Dec 15, 2025
The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $1,034, price is now $659 per person
$659
per person
Feb 21 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
We love the Charles Hotel. From its helpful and friendly staff, spotless and well appointed rooms, and excellent on-site restaurants. It is the perfect place for a winter getaway.
Reviewed on Dec 14, 2025
The Cove At Yarmouth
Save 100% on your flight
Price was $636, price is now $432 per person
$432
per person
Jan 16 - Jan 19
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (QLA) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The unit on or suite units are on second floor with no elevator. In addition, the bedroom is on another level.
For those with physical issues only.insist on first floor
I found 1st floor bath dirty.
This is a time share rental which suits families with young kids.
Reviewed on Oct 6, 2025
Maverick Suites at 40 Temple St
Beacon Hill
Save 100% on your flight
Price was $665, price is now $468 per person
$468
per person
Jan 31 - Feb 6
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
7.6/10 Good! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌
Reviewed on Oct 27, 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
Home2 Suites by Hilton Boston South Bay
15 JAN KARSKI WAY Boston MA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $125 total per night from Dec 28 to Dec 29
$125 total
Dec 28 - Dec 29
Total with taxes and fees
8.8/10 Excellent! (914 reviews)
Great service great room
Reviewed on Dec 14, 2025
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 Dec 28 to Dec 29
$106 total
Dec 28 - Dec 29
Total with taxes and fees
6.6/10 (1,579 reviews)
Great price. Serviceable room. Decent breakfast. Comfy bed. Location isn’t great, but we’re just looking for a place to sleep in our way to the Pats game
Reviewed on Dec 14, 2025
Courtyard by Marriott Boston-South Boston
63 R Boston St Boston MA
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $111 total per night from Dec 21 to Dec 22
$111 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Yes
Reviewed on Nov 16, 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
92% of travellers recommend
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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
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- Forest Hills Cemetery
- Columbus Park
- Axiom
- Boston Medical Center
- South Boston Vacations
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- 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.