Jamaica Plain Vacations from $899
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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 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 17 hours 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
Eurostars The Boxer
West End
Save 100% on your flight
Price was $3,336, price is now $1,935 per person
$1,935
per person
Jun 12 - Jun 19
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 Westin Boston Seaport District
Seaport District
Save 100% on your flight
Price was $2,146, price is now $1,270 per person
$1,270
per person
Jun 12 - Jun 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,398 reviews)
Cutreous staff & excellent buffet breakfast
Reviewed on Apr 12, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,498, price is now $1,629 per person
$1,629
per person
May 22 - May 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Very clean room, comfy bed, and perfect location. The fitness center and restaurant for breakfast was great too!
Reviewed on Apr 11, 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! (4,582 reviews)
Room was amazing Just not a lot of restaurants or bars around hotel
Reviewed on Apr 11, 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! (4,179 reviews)
Great location. Amazing restaurants within walking distance. Easy to get to the Airport within 15 minutes
Reviewed on Apr 11, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$222 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! (3,149 reviews)
Not what I was expecting. It was ok. I will not come back. Staff at the bar and other staff were very rude. Room was outdated. Bathroom was very, very small. Again, it was ok. Staff need training. Would not recommend and will not come back.
Reviewed on Apr 11, 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.