East Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in East Boston

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,062, price is now CA $590 per person
CA $590
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $2,494, price is now CA $1,122 per person
CA $1,122
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (482 reviews)
Close to many things. Gardens across the street so beautiful!!

Reviewed on Aug. 21, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,022, price is now CA $1,680 per person
CA $1,680
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug. 24, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,949, price is now CA $1,804 per person
CA $1,804
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Price was CA $1,060, price is now CA $680 per person
CA $680
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (2,174 reviews)
nice stay, liked the room and bed, breakfast could have been better,

Reviewed on Aug. 23, 2025

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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

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.

Find hotels in Downtown Boston

East Boston Hotel Deals

Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $317 per night from Sep 1 to Sep 2
CA $317
CA $398 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (1,572 reviews)
"Great property and you can take water taxi to Boston"

Reviewed on Aug. 21, 2025

Hyatt Regency Boston Harbor
Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $291 per night from Sep 1 to Sep 2
CA $291
CA $346 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (2,067 reviews)
"24 hour shuttle to the airport is always a bonus"

Reviewed on Aug. 21, 2025

Embassy Suites Boston Logan Airport
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $359 per night from Aug 25 to Aug 26
CA $359
CA $419 total
Aug 25 - Aug 26
includes taxes & fees
8.8/10 Excellent! (3,430 reviews)
"My favorite hotel in the world! Love rolling out of bed and walking to the gate! Best staff, restaurant, bartenders."

Reviewed on Aug. 22, 2025

Hilton Boston Logan Airport
See all 3,811 properties in East Boston
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an East Boston vacation package cost?
From as little as CA $590. 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.

Discover the most popular places to visit in East Boston

Suffolk University

Walk around the campus at Suffolk University during your stay in Boston. Discover the fascinating museums and shops in this vibrant area.

Suffolk University

Things to do

Boston: Harborwalk and Tea Party Self-Guided Audio Tour

Boston Harborwalk Tour: Self-Guided Walking Audio Tour

CA $14
per traveller
74% of travellers recommend
Boston Harborwalk Tour: Self-Guided Walking Audio Tour
Cycleboat Boston 90 min BYOB Amazing Harbor Private Charters

Cycleboat Boston 90 min BYOB Amazing Harbor Private Charters

CA $1,307
per traveller
Cycleboat Boston 90 min BYOB Amazing Harbor Private Charters
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
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.