East Boston Vacation Packages
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Top Holiday Package Deals in East Boston
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $964
per person
Dec 24 - Dec 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more.
We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of.
Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.
Reviewed on Oct 17, 2026
Four Seasons Hotel Boston
Bay Village
CA $1,851
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (487 reviews)
For the most high end hotel in Boston, lacked updated amenities that other newer hotels have. Rooms were severely dated.
Reviewed on Oct 20, 2026
Where to stay in East Boston
Find the best East Boston areas and neighborhoods for the activities you enjoy most. Learn more about East Boston
Downtown Boston
Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.
Back Bay
1 out of top 10 points of interest in this area
Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.
Seaport District
1 out of top 10 points of interest in this area
Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.
Beacon Hill
1 out of top 10 points of interest in this area
Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.
North End
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
East Boston Hotel Deals
Hyatt Regency Boston Harbor
101 Harborside Drive Boston MA
Fully refundableReserve now, pay when you stay
CA $225
CA $297 total
Nov 20 - Nov 21
includes taxes & fees
9.2/10 Wonderful! (2,081 reviews)
"Built in 1993, the Boston Harbor Hyatt was originally a great hotel. Since then, even in the face of minimal updates, the hotel is extremely tired. Needs new carpets, paint and a better restaurant. When it first opened, it had a wonderful, high-end second floor restaurant. Now, there's just the first ..."
Reviewed on Oct 20, 2026
Hilton Boston Logan Airport
One Hotel Drive Boston MA
Fully refundableReserve now, pay when you stay
CA $258
CA $301 total
Nov 20 - Nov 21
includes taxes & fees
Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $371
CA $490 total
Nov 20 - Nov 21
includes taxes & fees
9.2/10 Wonderful! (4,926 reviews)
"The room was nice but it should’ve been much better. We found someone’s leftover food and open liquor in our refrigerator. The shower pressure or head was poor. The sink was slow to drain and always dirty, the toilet was a poor choice because there was always low water in the bowl and it was always ..."
Reviewed on Oct 20, 2026
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 an East Boston vacation package cost?
From as little as CA $963. Yes, you read that right. Our East Boston packages are the best way to make your budget stretch further. Bundle your hotels, flights and car rentals and get out and see this fabulous destination.
How do I get a cheap travel package to East Boston?
Bundle your hotels and flights, add on extras such as activities, and save with an East Boston vacation package. You won't just enjoy amazing discounts on your escape — you'll have plenty of choice too. When you book with Expedia, you can select from more than 550 air carriers and 1,000,000 hotels across the globe. Your next affordable adventure starts right here, right now!
Where should I stay in East Boston?
Make sightseeing easy by staying in a hotel just a stone's throw away from East Boston's biggest attractions. Fenway Park and TD Garden are two which top many visitors' bucket lists.
What are the top hotels in East Boston?
Global Luxury Suites East Boston and Hyatt Regency Boston Harbor are two of the most popular hotels in East Boston. Why not have a look at the facilities and amenities at each and then decide?
How far in advance should I book my East Boston vacation?
It's always wise to book early. Airlines generally release flights up to a year in advance, and this is a fantastic opportunity to score some of the lowest prices. Boss just told you to take all your vacation days next week? No sweat. Expedia are never short of fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia East Boston travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to create your ideal East Boston package. Once you've made your booking, you can add on all the fun stuff like tours and activities. Don't forget, the more you bundle, the bigger the savings!
What should I know before booking an East Boston travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up exciting discounts. You're not limited to hotels, though. We've got oceanfront condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with an East Boston Expedia vacation package?
Yes, so take your pick! We offer more than 550 airlines around the world, so you can tailor your East Boston getaway according to your budget and travel needs.
If I'm not able to travel, can I cancel my East Boston vacation package?
Whether it's your flight or hotel, yes, you can amend or cancel it. Booked your East Boston vacation package in the last 24 hours? You may be able to make changes for free. For bookings older than that, you may incur a charge from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We'll help you every step of the way.
Stay near popular East Boston attractions
Suffolk University
7.8/10 (42 reviews)
Walk around the campus at Suffolk University during your stay in Boston. Discover the fascinating museums and shops in this family-friendly area.
East Boston Memorial Stadium
Catch an event at East Boston Memorial Stadium during your trip to Boston. Stroll along the waterfront or attend a sporting event in this vibrant area.
Logan Airport Memorial
You can find out about the history of Boston with a visit to Logan Airport Memorial. While in this family-friendly area, you can savor the top-notch restaurants.
William Wells Brown House
Learn about the local history of Boston when you take a trip to William Wells Brown House. While in this family-friendly area, you can savor the top-notch restaurants.
Constitution Beach State Park
You can take time to visit Constitution Beach State Park during your travels to Boston. While in this vibrant area, you can savor the top-notch restaurants.
Orient Heights Beach
7.6/10 (4 reviews)
Why not spend a lazy afternoon at Orient Heights Beach during your trip to Boston? While in this family-friendly area, you can savor the top-notch restaurants.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $69
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $117
per adult
92% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $65
per adult
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.