Jamaica Plain Packages (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 a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(94 area reviews)

The heart of America’s revolutionary history lies in the center of this city. Uncover the story of the nation and enjoy excellent arts and dining venues.

Find hotels in Downtown Boston

Top hotels in Jamaica Plain

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ฿2,953 per night from 23 Nov to 24 Nov
฿2,953
฿3,439 total
23 Nov - 24 Nov
includes taxes & fees
9/10 Wonderful! (2,186 reviews)
Shared bathrooms worked really well. Downstairs area was lovely

Reviewed on 25 Oct 2025

The Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ฿4,814 per night from 24 Nov to 25 Nov
฿4,814
฿6,939 total
24 Nov - 25 Nov
includes taxes & fees
9/10 Wonderful! (4,174 reviews)
The hotel was beautiful. My only issue was the electricity went out in my room twice and I had to pack up my things in the dark to move to a new room. But the hotel gave me a better room after with no issues.

Reviewed on 21 Oct 2025

Omni Boston Hotel at the Seaport
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is ฿6,181 per night from 23 Nov to 24 Nov
฿6,181
฿7,362 total
23 Nov - 24 Nov
includes taxes & fees
9.6/10 Exceptional! (3,575 reviews)
Accessible and very nice hotel.

Reviewed on 22 Oct 2025

Seaport Hotel Boston
See all 3,866 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 holiday 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 holiday package.
How do I get a cheap travel package to Jamaica Plain?
Our Jamaica Plain holiday packages promise plenty of savings for the savvy traveller. 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 cosy option is Luxury Apartment Boston Ma.
How far in advance should I book my Jamaica Plain holiday?
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 organising your perfect Jamaica Plain getaway.
Can I choose my airline with a Jamaica Plain Expedia holiday 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 holiday 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 holiday 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.

Things to do

View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

฿1,112
per adult
86% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston Duck Tour

Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River

฿1,953
per adult
90% of travellers recommend
Boston Duck Boat Sightseeing City Tour with Cruise Along Charles River
LEGO Discovery Center Boston Admission Ticket

LEGO Discovery Center Boston Admission Ticket

฿915
per adult
LEGO Discovery Center Boston Admission Ticket
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.