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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,479, price is now CA $1,673 per person
CA $1,673
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,353, price is now CA $2,072 per person
CA $2,072
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Everything was great, however the pool itself was not heated, it was cold and no one really stayed in it for that reason. Thankfully there was a hot tub.

Reviewed on Mar 23, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,513, price is now CA $1,704 per person
CA $1,704
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.

Reviewed on Mar 29, 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Price was CA $2,516, price is now CA $1,771 per person
CA $1,771
per person
Jun 18 - Jun 21
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
No reviews
Life House, Nantucket

Life House, Nantucket

3.5 out of 5
Nantucket Town
Price was CA $2,833, price is now CA $2,033 per person
CA $2,033
per person
Jun 18 - Jun 21
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (65 reviews)
The Life House was a very quiet, charming and friendly spot. Very much so a boutique hotel feel. The only thing that wasn’t ideal was the room we stayed in on the 3rd floor. Being over 6 feet, the room had slanted ceilings and a very tight doorway. It was very tight and not spacious unlike some of the other rooms I saw. Would definitely stay again but would make sure I don’t stay in that room again.

Reviewed on Sep 26, 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 $343 per night from Apr 5 to Apr 6
CA $343
CA $400 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (3,706 reviews)
Clean rooms. Wonderful staff. Easy to get to airport

Reviewed on Apr 1, 2026

Hilton Boston Logan Airport
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 $262 per night from Apr 5 to Apr 6
CA $262
CA $305 total
Apr 5 - Apr 6
includes taxes & fees
8.8/10 Excellent! (2,381 reviews)
Having to pay for valet without knowing ahead of time was a bit disappointing. Otherwise it was a fine stay.

Reviewed on Apr 1, 2026

Embassy Suites 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 $276 per night from Apr 5 to Apr 6
CA $276
CA $356 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (1,829 reviews)
Shuttle service to the airport was very good.

Reviewed on Apr 1, 2026

Hyatt Regency Boston Harbor
See all 4,136 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 $1,673. 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 $72
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.