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.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Apr. 4 - Apr. 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.6/10 Excellent! (1,007 reviews)
Me and my girl had a fantastic stay at Studio Allston Hotel and would highly recommend it to anyone visiting Boston. Whether you're in town for business or leisure, this hotel offers a unique, stylish experience with great service and a central location. We would definitely stay here again!

Reviewed on Jan. 2, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Feb. 16 - Feb. 21
found 7 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (85 reviews)
V nice room deco and designs. Attentive staff who are in close touch via text. Great experience all around.

Reviewed on Nov. 29, 2024

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Feb. 28 - Mar. 4
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
The hotel was beautiful and impeccably clean. Excellent staff. The Dark Bar food and drinks were wonderful. Great location! The fitness center remodel is awesome.I would definitely stay again.

Reviewed on Jan. 6, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 14 - Mar. 17
found 21 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8.6/10 Excellent! (1,019 reviews)
The Fairmont Copley was a lovely stop over on our way home. The amenities and staff were excellent.

Reviewed on Jan. 6, 2025

Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
Bay Village
Save 100% on your flight
per person
Mar. 23 - Mar. 29
found 24 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very Good! (3,298 reviews)
The hotel was very nice, Room was very clean however the bathroom was so tiny you just about had to back out if it! And that was the junior suite!

Reviewed on Jan. 7, 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 hotel + flight trips in Downtown Boston

Downtown Crossing Hotel Deals

Omni Parker House
Omni Parker House
4 out of 5
60 School St, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jan. 9 to Jan. 10
CA $224
CA $311 total
includes taxes & fees
Jan 9 - Jan 10
8.6/10 Excellent! (2,917 reviews)
"Second time we stayed and it is such a beautiful old building."

Reviewed on Jan. 3, 2025

Omni Parker House
The Godfrey Hotel Boston
The Godfrey Hotel Boston
4 out of 5
505 Washington Street, Boston, MA
9.4/10 Exceptional! (3,673 reviews)
"We have stayed at the Godfrey several times. The staff are amazing !!! Drink coupons when we checked in, snacks in the room. It’s the best place to stay when going to a show."

Reviewed on Jan. 5, 2025

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The Godfrey Hotel 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 $178 per night from Jan. 9 to Jan. 10
CA $178
CA $207 total
includes taxes & fees
Jan 9 - Jan 10
8.8/10 Excellent! (2,455 reviews)
"Excellent"

Reviewed on Jan. 5, 2025

Club Quarters Hotel Faneuil Hall, Boston
See all 2,700 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 $810, 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

Self-Guided Boston Christmas Tour

Self-Guided Boston Christmas Tour

CA $7
per adult
Self-Guided Boston Christmas Tour
Italian Dinner with Tiramisu Finale in Boston

Italian Dinner with Tiramisu Finale in Boston

CA $173
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 $52
per adult
80% of travellers recommend
Boston Ghosts Boos and Brews Haunted Pub Crawl
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.