Leather District Vacation Packages

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Top Holiday Package Deals in Leather District

Price found within the past 48 hours. Click for updated prices.
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $1,329, price is now CA $954 per person
CA $954
per person
Sep 9 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,394 reviews)
Nice location, walking distance to downtown and South Station. Friendly and helpful staff.

Reviewed on Jun 21, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Price was CA $2,118, price is now CA $1,280 per person
CA $1,280
per person
Sep 9 - Sep 13
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) 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

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Price was CA $1,469, price is now CA $1,005 per person
CA $1,005
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (139 reviews)
very clean very helpful staff. Ace was very kind and greeted us so pleasantly numerous times. He even gave me an umbrella when it was pouring and he was very sweet. I just wish there were more food options in the hotel restaurant.

Reviewed on Jun 20, 2026

By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was CA $1,802, price is now CA $1,266 per person
CA $1,266
per person
Aug 21 - Aug 25
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (188 reviews)
It is truly a bed and breakfast. We stayed in the main house in a cozy upstairs updated bedroom overlooking the ocean. Breakfast was served every morning between 8am and 10am. Allowing us to have our coffee and stroll along the beach before our meal. Staff friendly and helpful. We will return again next year

Reviewed on Jun 18, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,622, price is now CA $1,875 per person
CA $1,875
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 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

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

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

Leather District Hotel Deals

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 $203 per night from Jun 30 to Jul 1
CA $203
CA $236 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (2,686 reviews)
"We got an upgrade at check in and they gave my husband a lovely bag of treats for his birthday! Staff at check in were fantastic! We didn’t use hotel amenities much as we were too busy enjoying the Scotland party for World Cup but hotel was very clean! Would definitely recommend staying here and ..."

Reviewed on Jun 21, 2026

The Revolution Hotel
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jul 5 to Jul 6
CA $203
CA $277 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (2,372 reviews)
"Great stay, only one thing let this hotel down was tried to have breakfast and they couldn’t give us a table even although there were many empty tables. Suggested we went on a waiting list but then couldn’t guarantee we would get a table before breakfast finished!"

Reviewed on Jun 21, 2026

Hyatt Regency Boston/Cambridge
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 $293 per night from Jul 2 to Jul 3
CA $293
CA $399 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (4,723 reviews)
"T"

Reviewed on Jun 21, 2026

Omni Boston Hotel at the Seaport
See all 4,113 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.
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Frequently asked questions

How much does a Leather District vacation package cost?
From just CA $954. 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

Fenway Park

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

Fenway Park
Gillette Stadium

Gillette Stadium

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

Gillette Stadium
Harvard University

Harvard University

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 $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.