East Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

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

  • 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.
Sunbird ANNEX Resort

Sunbird ANNEX Resort

2 out of 5
Price was CA $1,223, price is now CA $899 per person
CA $899
per person
Jul 30 - Aug 3
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.8/10 Good! (826 reviews)
Had a few bumps in my stay but overall was great! My son loves the playground and we were given 2 night stay for free in the future. Staff is always nice!

Reviewed on May 4, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,665, price is now CA $1,057 per person
CA $1,057
per person
Jul 30 - Aug 3
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!

Reviewed on Sep 20, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $3,227, price is now CA $2,056 per person
CA $2,056
per person
Jul 11 - Jul 17
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,342, price is now CA $2,831 per person
CA $2,831
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,006 reviews)
clean and great staff

Reviewed on May 8, 2026

Cambridge Common House

Cambridge Common House

4 out of 5
West Cambridge
Price was CA $1,746, price is now CA $1,262 per person
CA $1,262
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
10/10 Exceptional! (2 reviews)
Everything in this hotel is excellent! The bedding is very comfortable. Stuff is great! The place is so cozy and quiet, with very nice decor that gives a relaxed feel. Amazing atmosphere, if you like privacy and quiet. Everything you need is within walking distance. Highly recommend.

Reviewed on May 3, 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

Downtown Boston

4.5/5(197 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

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 $335 per night from May 25 to May 26
CA $335
CA $390 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (3,776 reviews)
"My family & I stayed a long weekend at Hilton Logan Airport and have nothing but wonderful things to say. The housekeeping staff was incredible and helpful. The bell staff was the best I’ve ever had. Just saying the shuttle to the subway station was unbearable and saved a ton of money. And the shuttle ..."

Reviewed on May 18, 2026

Hilton Boston Logan Airport
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 $287 per night from May 25 to May 26
CA $287
CA $369 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,872 reviews)
"We didn’t really use any amenities except the airport shuttle. My only issue with that was that it was wicked hot in there. Everything else was great!"

Reviewed on May 17, 2026

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 $258 per night from May 25 to May 26
CA $258
CA $301 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,452 reviews)
"Na"

Reviewed on May 17, 2026

Embassy Suites Boston Logan Airport
See all 4,232 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 $899. 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 family-friendly area.

Suffolk University

Things to do

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $115
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
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.