
Dorchester Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Find the right fit
Rest easy
Your Dorchester Holiday
Packed with charm and personality, Dorchester offers everything from nature to dining. Experience the wonders of this neighbourhood the easy way with a personalised Dorchester holiday 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 holiday with Expedia and experience travel your way.
Our guide on where to stay in Dorchester

Downtown Boston
This is Boston’s business district, now and back when the city was just starting.
Our pick of the best Dorchester Hotel Deals

Ramada by Wyndham Boston
Reviewed on 5 Aug. 2025

DoubleTree by Hilton Hotel Boston Bayside
Reviewed on 5 Aug. 2025

Courtyard by Marriott Boston-South Boston
Reviewed on 5 Aug. 2025
Frequently asked questions
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 vibrant area.
Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions
