Downtown Crossing Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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
Price found within the past 48 hours. Click for updated prices.
  • Game room
    Jul 12 - Jul 15

    Meco Hotel - Hostel + Flight

    West End
    3 nights
    2.0 star property
    8.6/10 - Excellent (433 reviews)
    "$150 deposit that I still haven't gotten back a week later. This is not ok especially when I was told that it would be released the same day. They do in my out a hold on your card; they actually TAKE the money. There were individual pods available, I don't know why I didn't get one and got a bunk bed one. Disappointing."
    Reviewed May 29, 2026
    Roundtrip • Detroit (DTW) - Boston (BOS)
    DTW - BOS • Nonstop BOS - DTW • Nonstop
    CA $2,030
    CA $1,219
    per traveller
    found 5 hours ago
    Meco Hotel - Hostel
  • Suite, Multiple Beds (John Adams Presidential Suite)
    Aug 9 - Aug 12

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    "Wonderful classic harbor front hotel. Very nice front desk. Would stay again"
    Reviewed May 25, 2026
    Roundtrip • Detroit (DTW) - Boston (BOS)
    DTW - BOS • Nonstop BOS - DTW • Nonstop
    CA $2,601
    CA $1,457
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Breakfast, lunch and brunch served
    Aug 9 - Aug 12

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,003 reviews)
    "Great location. Quick and efficient check in/out. Helpful staff. Beautiful and comfortable room."
    Reviewed May 29, 2026
    Roundtrip • Detroit (DTW) - Boston (BOS)
    DTW - BOS • Nonstop BOS - DTW • Nonstop
    CA $2,814
    CA $1,744
    per traveller
    found 1 day ago
    The Langham, Boston
  • Breakfast meal
    Jul 6 - Jul 11

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    5 nights
    3.5 star property
    9.2/10 - Wonderful (186 reviews)
    "Staff was very nice and helpful."
    Reviewed May 28, 2026
    Roundtrip • Detroit (DTW) - Boston (BOS)
    DTW - BOS • 1 stop BOS - DTW • 1 stop
    CA $2,334
    CA $1,500
    per traveller
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Standard Room, 1 Queen Bed
    Jul 9 - Jul 12

    Hotel Ivy Boston Common + Flight

    Bay Village
    3 nights
    2.5 star property
    8.4/10 - Very good (1,470 reviews)
    "Staff were mostly nice, but overall one of the worst hotels I’ve ever stayed in. WiFi didn’t work for 3 days straight, the initial room I was in had blacked out windows, housekeeping doesn’t clean the rooms, the rooms are smaller than a jail cell, there is a 2 inch gap at the bottom of every door. It’s incredibly loud, the lift can be heard throughout the whole hotel every time someone uses it. If you have any other options, do not book this hotel"
    Reviewed May 30, 2026
    Roundtrip • Detroit (DTW) - Boston (BOS)
    DTW - BOS • Nonstop BOS - DTW • Nonstop
    CA $1,893
    CA $1,234
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common

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

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

Downtown Crossing Hotel Deals

The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
The price is CA $284 per night from May 31 to Jun 1
CA $284
CA $387 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (5,084 reviews)
"The rooms were very small. Only 1 chair (at desk), house phone didn't work, and no luggage valet stands (luggage had lay to flat on floor). Only one small bedside table. No refrigerator in room, one had to be brought in for meds that needed to be kept cold. Probably wouldn't choose to stay there ..."

Reviewed on May 29, 2026

The Godfrey Hotel Boston
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $371 per night from Jun 7 to Jun 8
CA $371
CA $488 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (3,494 reviews)
"Great place to stay and perfect location"

Reviewed on May 27, 2026

Omni Parker House
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
161 Devonshire St Boston MA
The price is CA $323 per night from May 31 to Jun 1
CA $323
CA $376 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (3,111 reviews)
"In the lobby, there was an espresso machine, nice bonus. Obviously an older building with renovations. Overall a great location to walk to various sites. Beds were comfy, bathroom (at least are room) had a small angled shower and a very low toilet. Not ideal for people over 6ft. The front staff were ..."

Reviewed on May 29, 2026

Club Quarters Hotel Faneuil Hall, Boston
See all 4,132 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 , 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

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $79
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 $115
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.