East Boston Vacation Packages

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

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Top Holiday Package Deals in East Boston

Price found within the past 48 hours. Click for updated prices.
enVision Hotel Boston Everett

enVision Hotel Boston Everett

2 out of 5
Price was CA $2,414, price is now CA $1,576 per person
CA $1,576
per person
Jul 25 - Aug 1
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,009 reviews)
Clean room, helpful staff!

Reviewed on May 5, 2026

Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Bay Village
Price was CA $3,050, price is now CA $1,926 per person
CA $1,926
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Boston (BOS)
8.4/10 Very Good! (1,430 reviews)
The area is very good for walking and getting the sense of Boston. The rooms are clean and most importantly the staff is excellent.

Reviewed on May 8, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $3,140, price is now CA $1,991 per person
CA $1,991
per person
Jul 25 - Aug 1
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (255 reviews)
Splendid bed and breakfast

Reviewed on Apr 29, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $5,314, price is now CA $3,452 per person
CA $3,452
per person
Jul 25 - Jul 31
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (256 reviews)
The photos doesn’t give this place justice.

Reviewed on Mar 24, 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 $11,980, price is now CA $7,941 per person
CA $7,941
per person
Jun 28 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
10/10 Exceptional! (9 reviews)
thanks u for very nice place and clean i really loved i will cominng back soon

Reviewed on May 8, 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

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 $414 per night from May 23 to May 24
CA $414
CA $482 total
May 23 - May 24
includes taxes & fees
9/10 Wonderful! (3,775 reviews)
We only used the hotel as a one night stop-over before an early morning flight to Richmond, so we didn't take advantage of anything the hotel had to offer. Room service was decent, the room itself was spacious, clean and comfortable. It was exactly what we needed, so no complaints at all. We booked ...

Reviewed on May 10, 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 $290 per night from May 25 to May 26
CA $290
CA $372 total
May 25 - May 26
includes taxes & fees
9.2/10 Wonderful! (1,869 reviews)
Extra fees didn’t match but overall it was good

Reviewed on May 10, 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 $279 per night from May 25 to May 26
CA $279
CA $325 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,431 reviews)
Convent for flying out of Logan the next day

Reviewed on May 9, 2026

Embassy Suites Boston Logan Airport
See all 4,250 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
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Frequently asked questions

How much does an East Boston vacation package cost?
From as little as CA $1,576. 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 $116
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.