Downtown Crossing Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Downtown Crossing
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $811
per person
Oct 21 - Oct 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Fairmont Copley Plaza, Boston
Back Bay
CA $1,579
per person
Sep 30 - Oct 3
found 13 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9/10 Wonderful! (1,316 reviews)
Beautiful hotel excellent location very helpful staff Highly recommend for your next trip to Boston
Reviewed on Aug 27, 2026
Where to stay in Downtown Crossing
Find the best Downtown Crossing areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Crossing
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.
Back Bay
1 out of top 10 points of interest in this area
Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.
Seaport District
1 out of top 10 points of interest in this area
Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.
Beacon Hill
1 out of top 10 points of interest in this area
Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.
North End
Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.
Downtown Crossing Hotel Deals
Omni Parker House
60 School St Boston MA
Fully refundableReserve now, pay when you stay
CA $331
CA $442 total
Aug 30 - Aug 31
includes taxes & fees
9/10 Wonderful! (3,674 reviews)
"The hotel has real charm to it. The rooms have been updated and are spacious. I love the location as we were able to walk to places like Fanueil Hall/Quincy Market Place, the North End, the Boston Common, Public Gardens and Copley Square. Enjoyed spending time in the historic Last Hurrah."
Reviewed on Aug 27, 2026
The Godfrey Hotel Boston
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
CA $265
CA $365 total
Sep 6 - Sep 7
includes taxes & fees
Club Quarters Hotel Faneuil Hall, Boston
161 Devonshire St Boston MA
Fully refundableReserve now, pay when you stay
CA $320
CA $373 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (3,325 reviews)
"Great location, super friendly and helpful staff. Nice restaurant onsite. I’ve stayed here multiple times and I definitely recommend it."
Reviewed on Aug 28, 2026
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.
Frequently asked questions
How much does a Downtown Crossing vacation package cost?
Perhaps less than you might think — from a low CA $811, actually! By bundling flights, hotels and car rentals into a custom-built travel package, your Downtown Crossing escape is just a few clicks away.
How do I get a cheap travel package to Downtown Crossing?
Combine your bookings with Expedia to save big bucks on your next adventure. With over 550 airlines and 1,000,000 hotels across the globe, your Downtown Crossing vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not throw in some interesting tours and experiences? It's an easy way to unlock even more savings. Your dream vacation in Downtown Crossing is much closer than you thought!
Where should I stay in Downtown Crossing?
Vacationers come from all over the world to see Fenway Park and TD Garden in Downtown Crossing. Book a room near these terrific attractions to make sightseeing a breeze.
What are the top hotels in Downtown Crossing?
Luxury At A 2br/2ba | 200mbps Internet and Centralized Downtown Location | On are a couple of the most well-known hotels in Downtown Crossing. Why not have a look at the rates and amenities at each and then make up your mind?
How far in advance should I book my Downtown Crossing vacation?
Smart travelers often book as early as possible. You can generally browse through international fares on Expedia up to 12 months before your flight. If you're booking last minute, fear not. Cheap prices occasionally become available in the last weeks before departure.
What does an Expedia Downtown Crossing travel package include?
Flights, car rentals and hotels — we bring you the very best bargains. All you have to do is pick your favorite combination. Once you've made your booking, you can add on the fun stuff like activities and tours. Our travel packages make it simple to create an awesome Downtown Crossing getaway.
What should I know before booking a Downtown Crossing travel package?
Locking in all the parts of your vacation together is one of the best ways to save. Bundle your airfares, rental cars and hotels into a neat package. But it's not just hotels. Expedia has all kinds of properties, including vacation rentals such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with a Downtown Crossing Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Downtown Crossing in business or coach, simply choose from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Downtown Crossing vacation package?
Yes, you can. We totally understand that even the best-laid plans can go awry, so we're here to help if you have to make changes to your Downtown Crossing vacation package. It may be possible to amend or cancel your itinerary at no cost if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, be sure to check your itinerary for the finer details on change fees.
Stay near popular Downtown Crossing attractions
Old South Meeting House
9.0/10 (9 reviews)
You can study the exhibits at Old South Meeting House, a museum with a storied past, during your trip to Boston. Experience the fascinating museums or attend a sporting event in this vibrant area.
Orpheum Theater
8.8/10 (43 reviews)
Enjoy a show at Orpheum Theater, a storied theater in Boston. Discover the acclaimed theater scene and notable monuments in this vibrant area.
Tremont Temple Baptist Church
After visiting Tremont Temple Baptist Church, make a plan to see the other sights and activities in Boston. Discover the entertainment choices in this vibrant area, or seek out the local tours.
Lafayette City Center
You can take time to visit Lafayette City Center during your travels to Boston. Stroll along the waterfront in this vibrant area, or seek out the local tours.
Boston Irish Famine Memorial
You can learn about the history of Boston when you stop by Boston Irish Famine Memorial. Attend a sporting event or visit the notable monuments in this vibrant area.
Province House Steps
Learn about the local history of Boston when you spend time at Province House Steps. Attend a sporting event or visit the notable monuments in this vibrant area.
Things to do
Boston Old Town Trolley Hop-on Hop-Off City Tour
CA $72
per adult
90% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
CA $65
per adult
80% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
CA $118
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.