Jamaica Plain Vacations from $446
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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.
Omni Boston Hotel at the Seaport
Seaport District
Save 100% on your flight
Price was $2,409, price is now $1,504 per person
$1,504
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (4,470 reviews)
My room had the bare minimum, no extra blankets no extra towels. One bathrobe, even though there was two of us stinging in the room. Our checkout check-in person did not ask us any questions regarding amenities. We might want in the room.. we found out later you need to ask for them, not even knowing what they were. I was small, which was which was fine, but being able to see into the toilet area with a glass door felt inappropriate.
Reviewed on Mar 9, 2026
Hyatt Regency Boston/Cambridge
MIT
Save 100% on your flight
Price was $1,662, price is now $1,075 per person
$1,075
per person
Jun 2 - Jun 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (2,266 reviews)
We had a great time there, and you can enjoy staying in Boston differently! You can get a river-view room and enjoy it! I loved the glassy elevator; it reminded me of my childhood! The staff was great, and the room was so clean and comfortable.
Reviewed on Mar 8, 2026
Boston Lodge and Suites
Dorchester
Save 100% on your flight
Price was $1,420, price is now $927 per person
$927
per person
Apr 13 - Apr 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.
Reviewed on Nov 10, 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
Fully refundableReserve now, pay when you stay
$187 nightly
The price is $218 total per night from Mar 22 to Mar 23
$218 total
Mar 22 - Mar 23
Total with taxes and fees
9.2/10 Wonderful! (4,522 reviews)
My room had the bare minimum, no extra blankets no extra towels. One bathrobe, even though there was two of us stinging in the room. Our checkout check-in person did not ask us any questions regarding amenities. We might want in the room.. we found out later you need to ask for them, not even knowing ...
Reviewed on Mar 9, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $192 total per night from Mar 22 to Mar 23
$192 total
Mar 22 - Mar 23
Total with taxes and fees
8.4/10 Very Good! (3,135 reviews)
great location. lobby is very spacious and nice. there was always an elevator ready to go up. room was nice and spacious. no wardrobe. no view. the bathroom was old and lack shelves. we had an issue with hot water, it was most of the time slightly warm and not hot.
Reviewed on Mar 9, 2026
Harborside Inn Of Boston
185 State St Boston MA
$169 nightly
The price is $197 total per night from Mar 11 to Mar 12
$197 total
Mar 11 - Mar 12
Total with taxes and fees
9.2/10 Wonderful! (6,383 reviews)
No parking on-site, but decent rate at the garage a short walk away. Early check in is never promised, but they will secure your bags so you can start your trip if you do arrive early. Great hotel bar, haven’t eaten at the restaurant, but it always appears busy. Staff is fine.
Reviewed on Mar 10, 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
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
$79
per adult
92% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
$45
per adult
100% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
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- Dana-Farber Cancer Institute
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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.