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.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Price was CA $1,222, price is now CA $775 per person
CA $775
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (2,439 reviews)
It's a 2 star hotel disguised as 3.5

Reviewed on Jul 4, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,613, price is now CA $1,039 per person
CA $1,039
per person
Aug 7 - Aug 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent

Reviewed on Jun 15, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

3 out of 5
Price was CA $10,513, price is now CA $6,809 per person
CA $6,809
per person
Aug 5 - Aug 12
found 5 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Boston (BOS)
10/10 Exceptional! (9 reviews)
I can't express how much I appreciate the hosts very fine people Indeed, the property is just awesome! The view gorgeous clearly they went out of their way to think of everything highly recommended. Tim Lawler

Reviewed on Oct 8, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $5,034, price is now CA $3,335 per person
CA $3,335
per person
Aug 19 - Aug 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (432 reviews)
Terrible experience. Family of five with three youngsters. Despite being loyal to the MO brand for years, this Boston property is by far one of the worst we have stayed at. To start, there were blood stains on the room carpet. Two rooms on the same floor were confirmed by staff when the booking was made, yet they were not available at check-in. Room service trays sat outside of rooms for hours without being collected. The bathroom was outdated, and the air conditioning was noisy. Overall, the property looked more like a Holiday Inn than a Mandarin Oriental. We will never come back.

Reviewed on Jun 30, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $1,176, price is now CA $802 per person
CA $802
per person
Aug 8 - Aug 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8/10 Very good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 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
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

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 $370 per night from Jul 26 to Jul 27
CA $370
CA $431 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (3,820 reviews)
"Great stay. Need new beds"

Reviewed on Jul 4, 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 $325 per night from Jul 6 to Jul 7
CA $325
CA $414 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (1,936 reviews)
"Great location and price. Fabulous views. Close to the airport."

Reviewed on Jul 4, 2026

Hyatt Regency Boston Harbor
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
The price is CA $226 per night from Aug 2 to Aug 3
CA $226
CA $305 total
Aug 2 - Aug 3
includes taxes & fees
9/10 Wonderful! (2,410 reviews)
"The chef at the restaurant prepared an incredible menu of delicious and exotic combinations that leave you wanting more. The prices are high, but the portions are large and leave you feeling that your exquisite dining was worth paying more."

Reviewed on Jul 4, 2026

Hyatt Regency Boston/Cambridge
See all 4,217 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
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Frequently asked questions

How much does an East Boston vacation package cost?
From as little as CA $775. 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 vibrant area.
See properties

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $73
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
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
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $116
per adult
92% 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.