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 23 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
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
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,080, price is now $686 per person
$686
per person
Jun 25 - Jun 27
found 3 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (253 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $2,059, price is now $1,313 per person
$1,313
per person
May 15 - May 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,000 reviews)
The rooms were very clean, beds were comfortable, staff friendly and great amenities (I wish the pool was open until 10 pm).
Reviewed on Apr 4, 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
$225 nightly
The price is $262 total per night from May 10 to May 11
$262 total
May 10 - May 11
Total with taxes and fees
9.2/10 Wonderful! (4,593 reviews)
Everything was extremely clean. This was our first time in Boston and I wouldn’t pick a different hotel for any stays to Boston in the future. 10/10 recommend staying here
Reviewed on Apr 13, 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! (4,189 reviews)
Super comfy bed and room, quiet and slept great
Reviewed on Apr 13, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
$221 nightly
The price is $258 total per night from May 10 to May 11
$258 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,160 reviews)
Good and Bad Good: location is amazing. Gym is incredible. Staff were very nice. Starbucks and restaurants/bar are nice and accessible. Bad: walls are PAPER thin. You hear everything from other rooms to outside to hallways. Parking is $70/USD a day (when we booked three months ago they said $40 but ...
Reviewed on Apr 13, 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
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- 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.