East Boston Vacation Packages for 2026

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East Boston Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

$654
per person
Sep 27 - Oct 1
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Common and Salem Witch Museum are located nearby.
The stay was very comfortable. The front desk staff, Nancy was very helpful.

Reviewed on Aug 11, 2026

Encore Boston Harbor

Encore Boston Harbor

Save 100% on your flight
$1,147
per person
Sep 27 - Oct 1
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) 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.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

$800
per person
Sep 27 - Oct 1
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
.

Reviewed on Aug 12, 2026

Arcadian Hotel

Arcadian Hotel

Coolidge Corner
$844
per person
Sep 27 - Oct 1
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this 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.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
$1,874
per person
Sep 27 - Oct 1
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
Very nice hotel. Initial room we were given had drain smell but we were moved quickly. Staff were generally very helpful too.

Reviewed on Aug 12, 2026

Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

Beacon Hill
$881
per person
Sep 27 - Oct 1
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions Boston Common and TD Garden are located nearby.
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East Boston Vacation Packages

Looking for ways save money and time on your next vacation to East Boston? The AARP Travel Center Powered by Expedia® can help you do both. We're here to book everything you'll need to make your East Boston trip one to remember. With just a few clicks, you can choose the best vacation package for you and your family. AARP Travel Center has an amazing choice of flights and hotels, and East Boston things to do to choose from.

East Boston Hotel Deals

With 4240 hotels and resorts in East Boston to choose from, you will find one that is perfect for you.

We have fantastic rates on everything from family-friendly resorts that satisfy all the vacation must-haves to inexpensive accommodations perfect for those on wanting to save a little money. You can search all the possibilities and choose the lodging that is best for you and your family. With AARP Travel Center's East Boston hotel packages, you not only get a great rate on your flight, but also a terrific place to stay.

Things to do in East Boston

East Boston 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 growing artistic communityWith this area's local attractions and a rich past that is a beacon for history buffs you may have a hard time fitting everything into one trip. There are a large number of great things to do and see in and around East Boston 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

You can also check out our "Things to Do" page for more inspiration or to reserve an activity in East Boston.

Book Together and Save

With so much happening in East Boston, you'll be wanting to focus on your itinerary, not devoting time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to easily book all you need, and save some cash at the same time. You can coordinate your entire holiday, including things to do in East Boston from just one site. The hardest packing you'll have to do is for your suitcase. Book now and save!

Top Hotel Deals

Hilton Boston Logan Airport

Hilton Boston Logan Airport

One Hotel Drive Boston MA
1.58 km from East Boston
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

101 Harborside Drive Boston MA
2.02 km from East Boston
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

207 Porter St Boston MA
0.82 km from East Boston
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
2.91 km from East Boston
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

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
3.12 km from East Boston
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 Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
4.16 km from East Boston
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
The Dagny Boston

The Dagny Boston

89 Broad Street Boston MA
2.27 km from East Boston
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
Hilton Boston Park Plaza

Hilton Boston Park Plaza

50 Park Plaza Boston MA
3.67 km from East Boston
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

220 Huntington Avenue Boston MA
5.03 km from East Boston
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
Harborside Inn Of Boston

Harborside Inn Of Boston

185 State St Boston MA
2.09 km from East Boston
Stay at this 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 reviews. ...
Encore Boston Harbor

Encore Boston Harbor

1 Broadway Everett MA
3.35 km from East Boston
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 ...
The Westin Boston Seaport District

The Westin Boston Seaport District

425 Summer St Boston MA
3.25 km from East Boston
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 ...
Omni Parker House

Omni Parker House

60 School St Boston MA
2.59 km from East Boston
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 ...
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

575 Memorial Drive Cambridge MA
5.93 km from East Boston
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
The Godfrey Hotel Boston

The Godfrey Hotel Boston

505 Washington Street Boston MA
2.91 km from East Boston
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
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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.

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