Jamaica Plain Vacations from $382
Book a Hotel + Flight or Car together to unlock savings
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 Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,383, price is now $750 per person
$750
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (475 reviews)
Love to the room, it was perfect for what we needed. Excellent service and excellent location. We will definitely stay here again.
Reviewed on Oct 13, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,552, price is now $925 per person
$925
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,019 reviews)
Excellent hotel, great location, staff fantastic
Reviewed on Oct 31, 2025
Cambria Hotel Boston Somerville
Spring Hill
Save 100% on your flight
Price was $699, price is now $435 per person
$435
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,006 reviews)
Amazing hotel. Close to cool coffee shops and restaurants.
Reviewed on Oct 31, 2025
DoubleTree Suites by Hilton Hotel Boston - Cambridge
Allston
Save 100% on your flight
Price was $616, price is now $388 per person
$388
per person
Jan 3 - Jan 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,013 reviews)
Staff took way too long to complete my requests to concierge.
Reviewed on Oct 15, 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
The Revolution Hotel
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $139 total per night from Nov 23 to Nov 24
$139 total
Nov 23 - Nov 24
Total with taxes and fees
9/10 Wonderful! (2,193 reviews)
Nice service. But the shawer Water is not hot enough.
Reviewed on Oct 29, 2025
The Dagny Boston
89 Broad Street, Boston, MA
$176 nightly
The price is $205 total per night from Nov 30 to Dec 1
$205 total
Nov 30 - Dec 1
Total with taxes and fees
9.4/10 Exceptional! (6,638 reviews)
Very clean and friendly staff. We LOVED the sweet little man in the hat that greeted us each day and asked if we needed help with our bags! Was a bit noisy throughout the night but was outside noise, street sweepers, honking cars etc. not hotels fault.
Reviewed on Oct 28, 2025
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$166 nightly
The price is $194 total per night from Nov 25 to Nov 26
$194 total
Nov 25 - Nov 26
Total with taxes and fees
9/10 Wonderful! (4,207 reviews)
Good
Reviewed on Oct 29, 2025
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
90% of travellers recommend
LEGO Discovery Center Boston Admission Ticket
$28
per adult
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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
- Car rental Boston Airport (BOS)
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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.