Downtown Crossing Vacation Packages

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Top Holiday Package Deals in Downtown Crossing

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
per person
May 2 - May 5
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (1,001 reviews)
I couldn't even begin to describe how amazing this place is!

Reviewed on Feb. 2, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Apr. 24 - Apr. 27
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,006 reviews)
Very kid friendly for an upscale hotel.

Reviewed on Feb. 18, 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
Save 100% on your flight
per person
Apr. 6 - Apr. 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7/10 Good! (126 reviews)
This was the perfect stay for what we needed. It was what we expected. The pictures are very accurate. Highly recommend the garage parking. Easy access to room from garage. The T is super close which makes travel around the city super convenient. Would stay at the same location again but would try to request a room with a view of the harbor/city.

Reviewed on Jan. 21, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Apr. 24 - Apr. 27
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (321 reviews)
Highly recommend to anyone staying a night in Boston

Reviewed on Jan. 18, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Apr. 25 - Apr. 28
found 15 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
The room I viewed when I booked, looked nothing like the room I received. The window was beautiful but only had a view of the next building (could not see a thing else). Like because of the shape you couldn’t even see the motion of downtown Boston. We had to request new face towels as soon as we got to the room, the ones already in the bathroom looked a little dirty. Other than that the hotel is beautiful. Staff are very welcoming! Valet was amazing even in the cold!

Reviewed on Feb. 21, 2025

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 which includes night scenes and a city 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

Downtown Crossing Hotel Deals

The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Feb. 24 to Feb. 25
CA $191
CA $288 total
includes taxes & fees
Feb 24 - Feb 25
9.4/10 Exceptional! (3,565 reviews)
"Modern and clean, kind staff, comfortable. We stayed for a quick museum trip, saw many others there working in hall office areas. Enjoyed the flavored water station. Hot cocoa at check in was a sweet touch. Vallet parking fee, especially in winter, totally worth it. Folks with mobility issues should ..."

Reviewed on Feb. 19, 2025

The Godfrey Hotel Boston
Hyatt Regency Boston
Hyatt Regency Boston
4 out of 5
One Avenue De Lafayette, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Mar. 2 to Mar. 3
CA $237
CA $325 total
includes taxes & fees
Mar 2 - Mar 3
8.8/10 Excellent! (1,344 reviews)
"It was a great place to stay and be able to visit many of Boston’s historical sites! Lots of great restaurants and shops are also close by!"

Reviewed on Feb. 19, 2025

Hyatt Regency Boston
Club Quarters Hotel Faneuil Hall, Boston
Club Quarters Hotel Faneuil Hall, Boston
4 out of 5
161 Devonshire St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Feb. 23 to Feb. 24
CA $177
CA $206 total
includes taxes & fees
Feb 23 - Feb 24
8.8/10 Excellent! (2,531 reviews)
"The day was awesome. The front desk people are awesome and the room was nice and clean."

Reviewed on Feb. 19, 2025

Club Quarters Hotel Faneuil Hall, Boston
See all 3,576 properties in Downtown Crossing
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 Downtown Crossing vacation package cost?
Perhaps less than you might think — from a low CA $1,231, 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.

Things to do

Italian Dinner with Tiramisu Finale in Boston

Italian Dinner with Tiramisu Finale in Boston

CA $204
per adult
Italian Dinner with Tiramisu Finale in Boston
Listen to your guide's spooky storytelling as you play drinking games and make new friends!

Boston Ghosts Boos and Brews Haunted Pub Crawl

CA $51
per adult
80% of travellers recommend
Boston Ghosts Boos and Brews Haunted Pub Crawl
Steak

French Steakhouse Dinner in Boston

CA $174
per adult
French Steakhouse Dinner in Boston
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.