Leather District Vacation Packages

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  • Better together

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

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

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Top Holiday Package Deals in Leather District

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
Price was CA $1,341, price is now CA $804 per person
CA $804
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (2,071 reviews)
The hotel grounds are extremely well maintained; the views of the water and benches to relax on are fantastic! We had a great stay with our two teenagers. It was out of the hustle and bustle of the city. A wonderful place!

Reviewed on Oct 26, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was CA $2,325, price is now CA $1,509 per person
CA $1,509
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
Excellent as always.

Reviewed on Oct 27, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Lexington Green Historic District
Save 100% on your flight
Price was CA $1,638, price is now CA $1,125 per person
CA $1,125
per person
Dec 4 - Dec 7
found 3 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (268 reviews)
Gorgeous and cosy with great breakfast

Reviewed on Oct 22, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $2,811, price is now CA $1,933 per person
CA $1,933
per person
Dec 29 - Jan 2
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $1,334, price is now CA $935 per person
CA $935
per person
Jan 8 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
Beautiful place to stay

Reviewed on Oct 27, 2026

Where to stay in Leather District

Find the best Leather District areas and neighborhoods for the activities you enjoy most. Learn more about Leather District
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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

Leather District Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Nov 24 to Nov 25
CA $219
CA $312 total
Nov 24 - Nov 25
includes taxes & fees
9.2/10 Wonderful! (4,950 reviews)
"There is no real room service — 3 restaurants on sight; but one is actually only a bar; and one doesn’t deliver food to the rooms …"

Reviewed on Oct 27, 2026

Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Nov 28 to Nov 29
CA $148
CA $173 total
Nov 28 - Nov 29
includes taxes & fees
The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Nov 26 to Nov 27
CA $202
CA $283 total
Nov 26 - Nov 27
includes taxes & fees
Seaport Hotel Boston
See all 4,072 properties in Leather District
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 a Leather District vacation package cost?
From just CA $804. Yes, you read that correctly. Our Leather District packages are an easy way to make your budget stretch further. Combine your flights, hotels and rental car and get to know this popular destination.
How do I get a cheap travel package to Leather District?
Our Leather District vacation packages promise plenty of savings for the savvy wanderer. For the best deals, simply combine your flights, hotels and activities into a budget-friendly package. But great bargains are just the beginning of your next epic adventure. Book with Expedia and and you'll have over 550 air carriers and 1,000,000 hotels globally to select from. Whatever your budget, there's a package that's perfect for you.
Where should I stay in Leather District?
Most people who travel to Leather District put both Fenway Park and TD Garden on their must-see lists. Why not book a hotel that's close to these great attractions?
How far in advance should I book my Leather District vacation?
It all depends on the airline, but you can generally browse through international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky customers will occasionally find a cheaper seat just weeks prior to the date of departure.
What does an Expedia Leather District travel package include?
Choose from a combination of rental cars, flights and hotels. Once you've made your booking, you can also add on tours and experiences. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to crafting your ideal Leather District trip.
What should I know before booking a Leather District travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you've made your booking, add on fun stuff like activities or tours. Your next unforgettable vacation is only a couple of clicks away.
Can I choose my airline with a Leather District Expedia vacation package?
You sure can. Expedia has access to more than 550 airline partners across the globe, so fly with the carrier that fits your budget and traveling style.
If I'm not able to travel, can I cancel my Leather District vacation package?
Whether it's your hotel or flight, yes, you can cancel or amend it. Locked in your Leather District vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For bookings made more than 24 hours ago, you may be charged a fee by your airline, hotel or car rental company. For more details, visit our Customer Service Portal. We're here to help you every step of the way.

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $69
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 $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $101
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ 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.