South Boston Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
South Boston Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Concord Hotel
South End
$1,092
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi and air conditioning. Popular attractions Copley Square and Fenway Park are located nearby.
Use spot hero to find a parking spot
Reviewed on Aug 28, 2026
The Langham, Boston
Downtown Boston
$1,718
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
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 in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
I love the Langham. Staff so sweet and accommodating. Vibes emasculate. Old world class meets modern comfort. Perfect location to everything I am trying to do when I visit Boston. My home base. Salud
Reviewed on Aug 28, 2026
Encore Boston Harbor
$1,281
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
We had 3 rooms booked under a reservation and the hotel messed up and only checked in 2 even though it clearly said 3. One guy was very helpful, made a note on the account that things were fixed and when we arrived at night The front desk staff(specifically the manager) were rude in trying to get things situated and it was my wedding night. Some of my family had to end up squeezing into a room. Overall we had over 20 guests staying for our wedding so having this experience as the bride was absolutely terrible.
Reviewed on Aug 27, 2026
Eurostars The Boxer
West End
$1,412
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
The room was lovely and very clean. The staff was friendly and helpful. The breakfast, for which I paid extra, was made to order and quite good.
Reviewed on Aug 28, 2026
Omni Parker House
Downtown Boston
$1,313
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Omni Boston Hotel at the Seaport
Seaport District
$1,123
per person
Oct 1 - Oct 5
found 20 hours ago
Roundtrip non-stop flight included
Louisville (SDF) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Great hotel!
Reviewed on Aug 27, 2026
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See all available trips from Columbus to South Boston
View all tripsSouth Boston Vacation Packages
Trying to figure out a way to package your South Boston flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® can help you get everything you need, while saving you both money and some time. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to South Boston incredible. Our Travel Center is a one-stop shop where you can put together the best vacation package for you and your family. We have an incredible choice of flights and hotels, as well as local activities to pick from.
Hotel Deals in South Boston
You can choose from around 1488 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the South Boston hot spots, we have plenty of options available.
We have competitive rates on everything from luxury hotels that check off all the vacation must-haves to affordable accommodations perfect for those on a budget. You can search our vast catalog of options and select the lodging that is perfect for you and your family. With AARP Travel Center's South Boston hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in South Boston
South Boston is a big city, which means you probably won't have any problems entertaining yourself. With South Boston's burgeoning artistic communityWith this area's local attractions and plenty of interest for history buffs you may have a hard time fitting everything into one trip. There are around 22 worthwhile activities in and around South Boston that will make vacation 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
The AARP Travel Center "Things to Do" page has more great activities that you can book.
Package Your South Boston Vacation and Save
As an AARP Member, you get to cash in on all the great deals. You'll save on select hotels worldwide, flights, and rental cars. No matter what South Boston vacation package you choose, you can rest easy knowing that you already saved on your trip. So what are you waiting for? Book today and get ready for your South Boston vacation.
Top Hotel Deals
Seaport Hotel Boston
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
The Westin Boston Seaport District
425 Summer St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...
Aloft by Marriott Boston Seaport District
401-403 D Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Hyatt Place Boston/Seaport District
295 NORTHERN AVENUE Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful ...
Hampton by Hilton at the Boston Seaport District
670 Summer Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Cambria Hotel Boston Downtown - Seaport
6 West Broadway Boston MA
Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the ...
YOTEL Boston
65 Seaport Blvd Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the helpful staff in our reviews. ...
Renaissance® Boston Seaport District
606 Congress St Boston MA
Stay at this hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff ...
Homewood Suites by Hilton Boston Seaport District
670 Summer Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Element by Marriott Boston Seaport District
391-395 D Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
The Envoy Hotel, Autograph Collection
70 Sleeper Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions New England Aquarium and Faneuil Hall ...
Residence Inn by Marriott Boston Downtown/Seaport
370 Congress St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. ...
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.
Mon, Sep 21 - Fri, Oct 2
LAX
Los Angeles Intl.
BOS
Logan Intl.
$250
Roundtrip
found 3 days ago
Tue, Nov 3 - Tue, Nov 10
LAX
Los Angeles Intl.
BOS
Logan Intl.
$302
Roundtrip
found 1 day ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$307
Roundtrip
found 14 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$307
Roundtrip
found 14 hours ago
Sat, Sep 12 - Wed, Sep 23
LAX
Los Angeles Intl.
BOS
Logan Intl.
$307
Roundtrip
found 14 hours ago
Best points of interest in Boston
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More Types of Hotels
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