Jamaica Plain Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Jamaica Plain Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel
Brighton
Save 100% on your flight
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Stay at this 3.5-star eco-certified hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Hampton Inn Boston Logan Airport Chelsea
Save 100% on your flight
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Book a stay at this business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
The Arcadian Hotel
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Stay at this 3.5-star hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
Embassy Suites by Hilton Boston Waltham
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, a 24-hour fitness center, and WiFi (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lexington Battle Green and Walden Pond are located nearby.
Good Hotels Boston
South End
Save 100% on your flight
per person
Aug 21 - Aug 26
found 20 hours ago
Roundtrip flight included
San Antonio (SAT) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and laundry facilities. Popular attractions Copley Square and Fenway Park are located nearby.
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See all available trips from Columbus to Jamaica Plain
View all tripsJamaica Plain Vacation Packages
Trying to plan a way to package your Jamaica Plain flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Jamaica Plain vacation packages can help. We're here to book everything you'll need to make your Jamaica Plain trip one to remember. In just a few clicks, you can pick the best vacation package for you and your family. We have a huge list of flights and hotels, as well as local things to do to pick from.
Hotel Deals in Jamaica Plain
With 3706 hotels and resorts in Jamaica Plain to choose from, you are bound to find one that meets your needs.
From Jamaica Plain hotels with multiple pools and on-site restaurants, to boutique accommodations that add all the thoughtful touches, you'll find a hotel here that will make your trip amazing. With AARP Travel Center's Jamaica Plain hotel packages, you not only get a great rate on your flight, but also a fantastic place to stay.
Things to do in Jamaica Plain
Jamaica Plain is home to around 667,137 people, so you know there will be a lot to do no matter who you are. With this area's burgeoning artistic communityWith the city's local attractions and a rich past that is a beacon for history fans you may have a hard time fitting everything into one trip. There are around 22 worthwhile activities in and around Jamaica Plain that will make trip a bit of an adventure. Not sure where to begin? Here are a several things that the area is known for:
- Isabella Stewart Gardner Museum
- Boston Public Library
- New England Aquarium
- Bunker Hill Monument
If you need more suggestions, then make sure to click on AARP's "Things to Do" page.
Package Your Jamaica Plain Vacation and Save
With so much going on in Jamaica Plain, you'll be wanting to plan your itinerary, not devoting time to finding the cheapest hotel. AARP Travel Center allows you to easily get all you need, and save some cash. You can plan your whole holiday, including activities in Jamaica Plain from just one place. So what are you waiting for? Book today and save!
Top Hotel Deals
ESJACPE GUEST HOUSE
182 Heath St, UNIT 9, Boston, MA
1.78 km from Jamaica Plain
Stay at this guesthouse in Boston. Enjoy free WiFi and housekeeping. Popular attractions Fenway Park and Copley Square are located nearby.
YOTEL Boston
65 Seaport Blvd, Boston, MA
7.16 km from Jamaica Plain
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular ...
Omni Boston Hotel at the Seaport
450 Summer Street, Boston, MA
7.11 km from Jamaica Plain
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Four Points by Sheraton Boston Newton
320 Washington Street, Newton, MA
7.8 km from Jamaica Plain
Book a stay at this business-friendly hotel in Newton. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
The Revolution Hotel
40 Berkeley Street, Boston, MA
5.23 km from Jamaica Plain
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
The Dagny Boston
89 Broad Street, Boston, MA
7.17 km from Jamaica Plain
Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
citizenM Boston Back Bay
408 Newbury street, Boston, MA
4.56 km from Jamaica Plain
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
Harborside Inn Of Boston
185 State St, Boston, MA
7.33 km from Jamaica Plain
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
The Godfrey Hotel Boston
505 Washington Street, Boston, MA
6.44 km from Jamaica Plain
Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
The Langham, Boston
250 Franklin St, Boston, MA
6.99 km from Jamaica Plain
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Copley Square Hotel, a FOUND Hotel
47 Huntington Ave, Boston, MA
5.03 km from Jamaica Plain
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the restaurant and the ...
Hilton Boston Back Bay
40 Dalton St, Boston, MA
4.57 km from Jamaica Plain
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
The Westin Copley Place, Boston, a Marriott Hotel
10 Huntington Ave, Boston, MA
5.12 km from Jamaica Plain
Stay at this 4-star eco-certified hotel in Boston. Enjoy 4 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Tue, Aug 19 - Wed, Aug 27
LAX
Los Angeles Intl.
BOS
Logan Intl.
$193 Roundtrip, found 1 day ago
$193
Roundtrip
found 1 day ago
Mon, Sep 1 - Sat, Sep 6
PDX
Portland Intl.
BOS
Logan Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Mon, Sep 1 - Sat, Sep 6
PDX
Portland Intl.
BOS
Logan Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Tue, Sep 30 - Tue, Oct 7
LAX
Los Angeles Intl.
BOS
Logan Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
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More Types of Hotels
- Smoke Free Hotels in Jamaica Plain
- Hotels with Air Conditioning in Jamaica Plain
- Hotels with WiFi in Jamaica Plain
- Hotel with wifi in Jamaica Plain
- Family Hotels in Jamaica Plain
- Pet-friendly Hotels in Jamaica Plain
- Hotels with Bars in Jamaica Plain
- Hotels with a Pool in Jamaica Plain
- Hotels with Balconies in Jamaica Plain
- Adults Only Resorts & Hotels in Jamaica Plain
- Hotel with a Concierge in Jamaica Plain
- Hotels with Tennis Courts in Jamaica Plain
- Cheap Hotels in Jamaica Plain
- Lakefront Hotels in Jamaica Plain
- Beach Hotels in Jamaica Plain
- Luxury Hotels in Jamaica Plain