Dorchester Vacations from $366
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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.
The Revolution Hotel
South End
Save 100% on your flight
Price was $565, price is now $366 per person
$366
per person
Nov 20 - Nov 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,149 reviews)
We knew we had to share the bathroom and shower. Yes They were readily available but I wish I had access to bathroom and shower in the room without walki g down the hallway.
The room was super small. One of us had to climb over the other since there's no room to walk around to the other side. Also no Velvet service. We had to park 3/4 mile away for a super expensive public parking. Yes there's an effort but common now. We paid over $200. This is what we get? Also I d like point out the review were perfect ... which I imagine somewhat rigged?? Plus the party outside was loud... a lessen learned.
Reviewed on Oct 6, 2025
Raffles Boston
Back Bay
Price was $2,167, price is now $1,057 per person
$1,057
per person
Dec 10 - Dec 15
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 $1,373, price is now $809 per person
$809
per person
Dec 8 - Dec 13
found 20 hours 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
XV Beacon
Beacon Hill
Save 100% on your flight
Price was $1,768, price is now $1,150 per person
$1,150
per person
Dec 8 - Dec 13
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (377 reviews)
Great Staff, very nice room. Ideal location for exploring Boston history and access to the T
Reviewed on Sep 19, 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
$106 nightly
The price is $124 total per night from Oct 26 to Oct 27
$124 total
Oct 26 - Oct 27
Total with taxes and fees
6.6/10 (1,443 reviews)
"Wifi needs work. Keeps disconnecting in room"
Reviewed on Oct 2, 2025
DoubleTree by Hilton Hotel Boston Bayside
240 Mount Vernon Street, Boston, MA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $220 total per night from Oct 19 to Oct 20
$220 total
Oct 19 - Oct 20
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
citizenM Boston North Station
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$264 nightly
The price is $307 total per night from Nov 2 to Nov 3
$307 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (3,858 reviews)
"Hotel was amazing"
Reviewed on Oct 2, 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.
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
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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.