Jamaica Plain Trips (flight + hotel)

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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 which includes night scenes and a city as well as a small group of people

Downtown Boston

5/5(1 area review)

Known for its must-see aquarium and captivating waterfront views, there's plenty to explore in Downtown Boston. Check out top attractions like Boston Harbor and Old State House, and jump on the metro at State St. Station or Downtown Crossing Station to see more of the city.

Find hotel + flight trips in Downtown Boston

Top hotels in Jamaica Plain

Bedrooms near Fenway & Downtown Boston
Bedrooms near Fenway & Downtown Boston
1.5 out of 5
182 Heath St, Boston, MA
The price is P4,616 per night from 1 May to 2 May
P4,616
per night
1 May - 2 May
3.2/10 (94 reviews)
"Don’t see anyone to check in or out with"

Reviewed on Nov 16, 2023

Bedrooms near Fenway & Downtown Boston
Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P13,354 per night from 10 May to 11 May
P13,354
per night
10 May - 11 May
9/10 Wonderful! (1,991 reviews)
"Great Hotel. Will definitely return!"

Reviewed on Apr 27, 2024

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Fully refundableReserve now, pay when you stay
The price is P12,420 per night from 27 May to 28 May
P12,420
per night
27 May - 28 May
8.4/10 Very Good! (3,298 reviews)
Employees great, resort fee ridiculous.
"The girl who checked me in was very nice and helpful. Employees were all very nice. Bathroom was run down. Room was tiny. Location was good. Resort fee is beyond ridiculous and the reason I will look elsewhere next time."

Reviewed on Apr 29, 2024

Hilton Boston Park Plaza
See all 3,314 properties in Jamaica Plain
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.

Frequently asked questions

How much does a Jamaica Plain vacation package cost?
Live it up in Jamaica Plain from as little as . We offer a great selection of hotels, flights and rental cars to suit every budget and style. You can pick up even better deals when you add some experiences or tours to your vacation package.
How do I get a cheap travel package to Jamaica Plain?
Our Jamaica Plain vacation packages promise plenty of savings for the savvy traveler. For the best deals, simply combine your hotel, flights and tours into a budget-friendly package. But low prices are only the start of your next unforgettable adventure. Book with Expedia and and you’ll have over 550 air carriers and 1,000,000 properties throughout the world to pick from. Whatever your style or budget, there’s a package here just for you.
Where should I stay in Jamaica Plain?
A trip to Jamaica Plain isn’t complete without stopping by Fenway Park and TD Garden. Reserve a room as close as possible for easy access to these terrific attractions.
What are the top hotels in Jamaica Plain?
Get your trip off to a great start by reserving a room at Wyman Bed And Breakfast. It’s one of most popular hotels in Jamaica Plain. Another cozy option is Luxury Apartment Boston Ma.
How far in advance should I book my Jamaica Plain vacation?
It’s difficult to pick the perfect time for airfares, but we normally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you’re booking last minute, don’t stress. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Jamaica Plain travel package include?
Choose from any combination of rental cars, flights and hotels. Once you’ve made your booking, you can add tours and activities. Want to pick your fare class? That’s also possible. The choice is all yours when it comes to organizing your perfect Jamaica Plain getaway.
Can I choose my airline with a Jamaica Plain Expedia vacation package?
You can. Expedia has access to more than 550 airline partners worldwide, so pick the carrier that fits your needs.
If I'm not able to travel, can I cancel my Jamaica Plain vacation package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can cancel or change your Jamaica Plain vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If it’s an older booking, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for more information.

Popular places to visit

Image for Arnold Arboretum

Arnold Arboretum

Escape the city bustle and soak up the serenity in this beloved park that doubles as a respected Harvard University research center.

Arnold Arboretum
Image for Faulkner Hospital

Faulkner Hospital

Though Faulkner Hospital might be what brings you to town, perhaps you'll have a chance to explore more of Boston while you are here.

Faulkner Hospital
Image for Beth Israel Deaconess HealthCare-Jamaica Plain

Beth Israel Deaconess HealthCare-Jamaica Plain

Though Beth Israel Deaconess HealthCare-Jamaica Plain might be what brings you to town, perhaps you'll have a chance to explore more of Boston while you are here.

Beth Israel Deaconess HealthCare-Jamaica Plain

Things to do

Image for Boston CityPASS®: Admission to Top 4 Attractions

Boston CityPASS®: Admission to Top 4 Attractions

P4,371
Per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Image for Freedom Trail: Small Group Tour of Revolutionary Boston

Freedom Trail: Small Group Tour of Revolutionary Boston

P2,158
Per adult
100% of travellers recommend
Freedom Trail: Small Group Tour of Revolutionary Boston
Image for Odyssey Boston Premier Elegant Dinner Cruise

Odyssey Boston Premier Elegant Dinner Cruise

P11,996
Per adult
Odyssey Boston Premier Elegant Dinner Cruise
See all activities in Boston

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.