Jamaica Plain Vacations from $561
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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 $893, price is now $561 per person
$561
per person
Jun 21 - Jun 26
found 6 hours ago
Roundtrip flight included
Minneapolis (MSP) to Boston (BOS)
9.4/10 Exceptional! (2,227 reviews)
Breakfast was in a tight area but was fairly good.
The staff was really helpful, but no one shows up until 9AM at the front desk, so that was awkward sometimes.
Overall however this hotel is really nice. I would have no qualms staying there again; in fact, I would choose it.
Reviewed on Apr 12, 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was $2,622, price is now $1,568 per person
$1,568
per person
Jun 26 - Jul 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Everything advertised was correct and enjoyable relaxing.
Reviewed on Apr 11, 2026
The Wylie Inn and Conference Center at Endicott College
Save 100% on your flight
Price was $1,487, price is now $899 per person
$899
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (1,173 reviews)
Yes. Great location and the facilities are top notch with wonderful staff
Reviewed on Apr 10, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,486, price is now $939 per person
$939
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Classic luxury, a true five-star experience. Spectacular Boston Harbor views, top-notch staff, extra-comfortable bedding, rainfall shower.
Reviewed on Apr 12, 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(2,438 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
$230 nightly
The price is $267 total per night from May 10 to May 11
$267 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (4,588 reviews)
Clean room | Early check in
Reviewed on Apr 12, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$181 nightly
The price is $210 total per night from May 10 to May 11
$210 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (4,183 reviews)
Breakfast was great Love the oatmeal
Reviewed on Apr 12, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
$217 nightly
The price is $253 total per night from May 10 to May 11
$253 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,156 reviews)
Everything was great. My only criticism would be that the room was too tight (small). Other than that, everything was great
Reviewed on Apr 12, 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
$84
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$56
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
- Axiom
- Samuel Adams Brewery
- Isabella Stewart Gardner Museum
- Arnold Arboretum
- Forest Hills Cemetery
- Larz Anderson Auto Museum
- Frederick Law Olmsted National Historic Site
- Franklin Park Zoo
- Brookline Vacations
- 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.