Jamaica Plain Vacations from $307
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Your Jamaica Plain Vacation
Book a Jamaica Plain vacation package and immerse yourself in the rhythm and vibe of this captivating neighborhood. With all your travel plans worked out, the only thing you need to focus on here is having an absolute ball. Kick off your trip to Jamaica Plain with a visit to nearby attractions such as Fenway Park, Copley Place and Boston Museum of Fine Arts. Whatever your travel goals or the size of your budget, booking your perfect Jamaica Plain vacation is simple with Expedia.
The Latest Jamaica Plain Vacation Packages
Price found within the past 48 hours. Click for updated prices.
EVEN Hotels Manchester Airport by IHG
South End
Save 100% on your flight
Price was $623, price is now $367 per person
$367
per person
Nov 15 - Nov 22
found 15 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.8/10 Excellent! (884 reviews)
Hotel is beautiful. Front desk staff not helpful and seemed put out to answer questions.
Reviewed on Aug 20, 2025
Hotel 1620 Plymouth Harbor
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $658, price is now $394 per person
$394
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
The hotel was clean, staff were friendly and helpful and the location was perfect. I would have given 5 stars across the board but feel the property was a little outdated and could use some improvements.
Reviewed on Aug 24, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,174, price is now $796 per person
$796
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!
Reviewed on Aug 24, 2025
Where to stay in Jamaica Plain
Find the best Jamaica Plain areas and neighborhoods for the activities you enjoy most. Learn more about Jamaica Plain
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.
Jamaica Plain Hotel Deals
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
$215 nightly
The price is $251 total per night from Sep 1 to Sep 2
$251 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (3,837 reviews)
"Overall a great hotel. Well located, the seaport zone is really beautiful. Public transportation access"
Reviewed on Aug 21, 2025
citizenM Boston North Station
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
$194 nightly
The price is $226 total per night from Sep 1 to Sep 2
$226 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (3,682 reviews)
"Great location, the staff were very friendly."
Reviewed on Aug 22, 2025
Seaport Hotel Boston
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $180 total per night from Sep 1 to Sep 2
$180 total
Sep 1 - Sep 2
Total with taxes and fees
9.6/10 Exceptional! (3,265 reviews)
"This hotel is not the least expensive but you certainly get what you pay for. It was unbelievable how nice the staff was, how good the food was in or Aura restaurant (they catered to vegan and vegetarian people). We went for a concert, and the venue was literally across the street!"
Reviewed on Aug 21, 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 Jamaica Plain
Arnold Arboretum
Escape the city bustle and soak up the serenity in this beloved park that doubles as a respected Harvard University research center.
Axiom
You can study the exhibits at Axiom, a museum with a story of its own, during your travels to Boston. Experience the acclaimed art scene and fascinating museums in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
90% of travellers recommend
Liberty, Freedom, and Revolution: American History Tours Bundle
$30
per traveler
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- Boston Vacations
- Boston Museum of Fine Arts
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- Franklin Park Zoo
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- Brigham and Women's Hospital
- Warren Anatomical Museum
- Visit Roxbury
- Dana-Farber Cancer Institute
- Children's Hospital Boston
- Visit Brookline
- Car rentals near Boston
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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.