Jamaica Plain Vacations from $348
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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.
The Arcadian Hotel
Coolidge Corner
Price was $496, price is now $348 per person
$348
per person
Mar 11 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8/10 Very Good! (3,743 reviews)
I have stayed at this hotel numerous times. The staff is very welcoming and accommodate all requests in a very prompt manor. Centrally located to Coolidge Corner, Fenway, TD Arena and most Universiy
Reviewed on Jan 25, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,310, price is now $853 per person
$853
per person
Mar 6 - Mar 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.
Reviewed on Jan 25, 2026
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
$158 nightly
The price is $184 total per night from Feb 1 to Feb 2
$184 total
Feb 1 - Feb 2
Total with taxes and fees
9.6/10 Exceptional! (3,942 reviews)
Wonderful staff and great experience!
Reviewed on Jan 28, 2026
Harborside Inn Of Boston
185 State St Boston MA
$116 nightly
The price is $135 total per night from Feb 10 to Feb 11
$135 total
Feb 10 - Feb 11
Total with taxes and fees
9.2/10 Wonderful! (6,182 reviews)
Great location. Nice rooms easy checkin. Restaurant bar on site isnt so great. But many options near by.
Reviewed on Jan 28, 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 15 to Feb 16
$153 total
Feb 15 - Feb 16
Total with taxes and fees
8.2/10 Very Good! (3,105 reviews)
Lobby and Bar area. Small but comfy room.
Reviewed on Jan 28, 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
The Full Revolutionary Story Epic Small Group Boston Walking Tour
$55
per adult
100% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
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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.