Jamaica Plain Vacations from $130
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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.
Coachman Inn
Save 100% on your flight
Price was $189, price is now $130 per person
$130
per person
Jan 15 - Jan 18
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.6/10 Good! (1,002 reviews)
Our stay was very comfortable. The staff was very warm, the room was clean and comfy.
Reviewed on Dec 11, 2025
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,632, price is now $971 per person
$971
per person
Jan 22 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Excellent hotel in all aspects. Comfortable and spacious rooms and attentive staff. Only exception is $70 valet parking which is way over priced (even for Boston) especially on a weekend evening.
Reviewed on Dec 7, 2025
Maverick Suites at 40 Temple St
Beacon Hill
Price was $611, price is now $412 per person
$412
per person
Feb 6 - Feb 12
found 4 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
7.6/10 Good! (102 reviews)
Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌
Reviewed on Oct 27, 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
Harborside Inn Of Boston
185 State St Boston MA
$119 nightly
The price is $139 total per night from Dec 21 to Dec 22
$139 total
Dec 21 - Dec 22
Total with taxes and fees
9.2/10 Wonderful! (6,050 reviews)
Great location
Reviewed on Dec 13, 2025
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
$216 nightly
The price is $251 total per night from Jan 1 to Jan 2
$251 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
9/10 Wonderful! (4,285 reviews)
Room was neat but too small. We did not liked that we ordered room service thinking they will bring the cart with the food in regular dishes and utensils, like in any hotel of this level, and instead they brought our food in a shopping bag on disposable containers/plastic utensils(???). There was ...
Reviewed on Dec 10, 2025
Hilton Boston Back Bay
40 Dalton St Boston MA
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $195 total per night from Dec 21 to Dec 22
$195 total
Dec 21 - Dec 22
Total with taxes and fees
8.4/10 Very Good! (1,241 reviews)
Staff was fantastic
Reviewed on Dec 8, 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
92% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
- Axiom
- Samuel Adams Brewery
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- Franklin Park Zoo
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- Visit Roxbury
- Dana-Farber Cancer Institute
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- Visit Brookline
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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.