Jamaica Plain Vacations from $493
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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 Colonnade Hotel Back Bay
Back Bay
Save 100% on your flight
Price was $699, price is now $493 per person
$493
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (2,282 reviews)
Very good location, desk staff pleasant would definitely recommend
Reviewed on Mar 22, 2026
Boston Harbor Hotel
North End
Save 100% on your flight
Price was $1,520, price is now $914 per person
$914
per person
May 7 - May 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.
Reviewed on Mar 23, 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was $1,351, price is now $891 per person
$891
per person
May 29 - Jun 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Room was spacious, clean & well set up. Nice that they use Dyptique hand soap shampoo & shower gel. That is a 5 star touch.
Bed was nice and very quiet location.
Reviewed on Mar 22, 2026
The Cove at Yarmouth by Westgate Resorts
Price was $767, price is now $536 per person
$536
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
9.2/10 Wonderful! (254 reviews)
Room was not easy to get to and it was 0 degrees out …1st they put me out in a building where the property was a sheet of ice so I asked to be moved to the main building since I was by myself. Fortunately, they moved me, but the room was confusing to get to. :-( The pool was closed for maintenance, and I was planning to swim. :-( The room was great, clean and a comfortable bed, so I would stay again, but I would request staying closer to the lobby next time.
Reviewed on Jan 31, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,549, price is now $1,102 per person
$1,102
per person
Jun 18 - Jun 21
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff
Reviewed on Mar 9, 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(2,421 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
$190 nightly
The price is $222 total per night from Apr 5 to Apr 6
$222 total
Apr 5 - Apr 6
Total with taxes and fees
9.2/10 Wonderful! (4,534 reviews)
Excellent stay!
Reviewed on Mar 23, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$182 nightly
The price is $212 total per night from Apr 5 to Apr 6
$212 total
Apr 5 - Apr 6
Total with taxes and fees
8.4/10 Very Good! (3,130 reviews)
Was in a great location! Easy to access. Parking a ramp right by hotel. Hop on Hop off stop close. Staff was friendly.
Reviewed on Mar 24, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $192 total per night from Apr 5 to Apr 6
$192 total
Apr 5 - Apr 6
Total with taxes and fees
9.6/10 Exceptional! (4,088 reviews)
We thoroughly enjoyed our stay here. The hotel is beautiful and the furnishings and decor were warm and inviting. The staff was very friendly. We especially enjoyed the beautiful pool. The whole spa area was great. We’d definitely return.
Reviewed on Mar 24, 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
$79
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$46
per adult
92% of travellers recommend
City Cruises Boston: Premier Elegant Dinner Cruise
$146
per adult
72% of travellers recommend
Explore a world of travel with Expedia
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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.