Jamaica Plain Vacations from $542
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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 Bell Inn
Price was $813, price is now $542 per person
$542
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (231 reviews)
The room was spacious, clean, and luxurious, all for a fair price. The check in process was simple and staff were able to accommodate our early check-in needs. We loved the "speakeasy" bar and décor of the inn. Loved that we were able to stay in a homey setting with friends and family. Would definitely recommend for families/groups that will be booking multiple rooms!
Reviewed on Dec 23, 2025
Sea Crest Beach Resort
Save 100% on your flight
Price was $1,209, price is now $764 per person
$764
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8/10 Very Good! (259 reviews)
The staff were really nice and the food was good. They have an excellent location right on the beach.
Reviewed on Mar 12, 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
Save 100% on your flight
Price was $1,062, price is now $686 per person
$686
per person
Jun 25 - Jun 27
found 2 days 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
Lighthouse Inn
Save 100% on your flight
Price was $1,055, price is now $711 per person
$711
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (182 reviews)
This is a beautiful property located on the beach. It really does not het much better than this. The room was nice and spacious and the views were nothing short of exceptional. The staff was wonderful and a shout out to the GM, John, for being very helpful! And of course the sunsets on West Dennis beach are worth the stay!
Reviewed on Oct 6, 2025
Eurostars The Boxer
West End
Save 100% on your flight
Price was $1,578, price is now $1,076 per person
$1,076
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,426 reviews)
Clean room and good staff. Room is a bit outdated
Reviewed on Apr 15, 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
$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
9.2/10 Wonderful! (4,605 reviews)
My room was not cleaned properly the soap bar from previous people that stayed was very much in the bath tub still . I did reclean and sanatized my whole room .
Reviewed on Apr 14, 2026
Seaport Hotel Boston
1 Seaport Lane Boston MA
$199 nightly
The price is $231 total per night from May 10 to May 11
$231 total
May 10 - May 11
Total with taxes and fees
9.6/10 Exceptional! (4,206 reviews)
Place was clean the only thing I had a problem with was the tv wasn’t connecting to the internet
Reviewed on Apr 16, 2026
Hilton Boston Park Plaza
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
$212 nightly
The price is $247 total per night from May 10 to May 11
$247 total
May 10 - May 11
Total with taxes and fees
8.4/10 Very Good! (3,113 reviews)
breakfast service and food were very good. Staff was very friendly.
Reviewed on Apr 16, 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
Harvard University Campus Guided Walking Tour
$23
per adult
92% of travellers recommend
City Cruises Boston: Historic Sightseeing Cruise
$56
per adult
92% of travellers recommend
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- Boston Vacations
- Boston Museum of Fine Arts
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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.