Jamaica Plain Vacations from $274
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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.
D. Hotel Suites & Spa
Save 100% on your flight
Price was $436, price is now $274 per person
$274
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,242 reviews)
Staff were warm and welcoming. Nice rooms. Great restaurant next door.
Reviewed on Jan 27, 2026
The Cove At Yarmouth
Price was $417, price is now $298 per person
$298
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (243 reviews)
The staff are amazing! Love the amenities - the pool, recreation center, activities for the kids such as windchime arts and crafts. The arcade is always a hit. The Loft makes it so easy to not have to stress about a place to go to for dinner. The Cove is a great place for everyone!
Reviewed on Dec 28, 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
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $202 total per night from Jan 31 to Feb 1
$202 total
Jan 31 - Feb 1
Total with taxes and fees
9.6/10 Exceptional! (3,935 reviews)
Room was spotless. Staff was accommodating and friendly. Only complaint is towels were too rough and stiff. Need a little bit softener. Otherwise, happy with my stay and will book there again in the future.
Reviewed on Jan 22, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $153 total per night from Feb 12 to Feb 13
$153 total
Feb 12 - Feb 13
Total with taxes and fees
8.2/10 Very Good! (3,122 reviews)
The room was clean, nice, and the lobby was decorated super pretty for Christmas. We just hoped for streaming on the TV in the room
Reviewed on Jan 26, 2026
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Jan 29 to Jan 30
$139 total
Jan 29 - Jan 30
Total with taxes and fees
9.2/10 Wonderful! (6,191 reviews)
Everything was great
Reviewed on Jan 26, 2026
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 fascinating museums and acclaimed art scene in this vibrant area.
Things to do
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
92% of travellers recommend
Go City: Boston Explorer Pass - Choose 2 to 5 Attractions
$54
per adult
98% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
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- Franklin Park Zoo
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- 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.