Leather District Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 Leather District

Price found within the past 48 hours. Click for updated prices.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,908, price is now CA $1,314 per person
CA $1,314
per person
May 26 - May 30
found 2 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
AC was perfect. Room was clean and picture perfect. Amenities were wonderful and plentiful. All of the staff were pleasant, helpful and a general joy to interact with. Walkability and closeness to TD garden, Quincy Market, shopping and restaurants was amazing. Hotel has a beautiful bar and restaurant attached and the ability to do luggage consignment made it a no brainer. A place like this makes traveling and dealing with odd departure and arrival times of flights less stressful. One downside was that the ambient lighting in the hallways was a little dark for people not used to such low levels. The only other, was that the cabinet holding the mini fridge was very fragile and the door felt like it might fall off if touched wrong. Probably only an issue for that particular room, but younger children would have probably pulled the door off just by opening it. Otherwise, this was an amazing hotel and an amazing stay. Will be back to stay here the next time we travel to Boston to see games.

Reviewed on Mar 19, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $3,338, price is now CA $1,865 per person
CA $1,865
per person
May 2 - May 5
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Excellent hotel- restaurants, room service, all of the staff, spacious room with view, bathroom amenities. Great location. Able to take a leisurely walk along the water, and close to many restaurants and theatre district. Also easy to catch a taxi or uber. Wonderful setting with water and city view. Will definitely return!

Reviewed on Mar 14, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,460, price is now CA $1,451 per person
CA $1,451
per person
May 2 - May 5
found 21 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
Great location within walking distance to many of Boston’s best spots including Faneuil Market, North End “little Italy,” and more! The hotel staff were welcoming and kind during our visit, and our room was well kept. No complaints.

Reviewed on Mar 14, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $2,449, price is now CA $1,561 per person
CA $1,561
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Price was CA $2,199, price is now CA $1,556 per person
CA $1,556
per person
Jun 13 - Jun 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
7.4/10 Good! (853 reviews)
Very nice and clean staff was very polite

Reviewed on Mar 17, 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
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 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

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 $186 per night from Apr 5 to Apr 6
CA $186
CA $272 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (4,521 reviews)
Clean room, great location and staff

Reviewed on Mar 20, 2026

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Apr 5 to Apr 6
CA $201
CA $290 total
Apr 5 - Apr 6
includes taxes & fees
Hilton Boston Park Plaza
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 $139 per night from Mar 22 to Mar 23
CA $139
CA $208 total
Mar 22 - Mar 23
includes taxes & fees
9.6/10 Exceptional! (4,069 reviews)
Yes

Reviewed on Mar 21, 2026

Seaport Hotel Boston
See all 4,086 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 $1,314. 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.

Discover the most popular places to visit in Leather District

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(307 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Gillette Stadium is also home to the New England Revolution, our pro soccer team. Tickets are easy to get and not crazy expensive. And there is always a section reserved for the hooligans, who keep the energy up for the whole stadium!

Gillette Stadium

4.5/5(27 reviews)

Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's acclaimed theater scene and great live music.

Gillette Stadium
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(281 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard 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 $108
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Zac tells a story about the John Harvard statue

Harvard University Campus Guided Walking Tour

CA $32
per adult
92% of travellers recommend
Harvard University Campus Guided Walking Tour
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.