Downtown Crossing Holidays from AU$3,122

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Your Downtown Crossing Holiday

Take all the hassle out of organising your next escape with a Downtown Crossing holiday package. Immerse yourself in the sounds and sights of this wonderful neighbourhood and enjoy what it has to offer. When it's time to get out and explore, you'll find loads of awesome attractions nearby including Fenway Park, Boston Common and Faneuil Hall Marketplace. Tick off one or all during your trip to Downtown Crossing. No matter what your ideal Downtown Crossing holiday looks like, you can turn it into reality with Expedia.

Top Holiday Package Deals in Downtown Crossing

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

The Beverly

3 out of 5
Price was AU$3,604, price is now AU$3,122 per person
AU$3,122
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.4/10 Very Good! (343 reviews)
Clean room Easy check in. Walkable to Salem Nice hotel overall. Will definitely stay again

Reviewed on 3 Oct 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was AU$5,908, price is now AU$4,422 per person
AU$4,422
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
Best hotel in Boston without question! The staff are exceptional, very friendly and attentive. The masseuses at the spa, especially (I believe her name was) Paula are very skilled and helpful with sore muscles and joints after traveling. La Padrona, Amar, and The Long Bar all have delicious food. I will definitely be back!

Reviewed on 15 Sept 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was AU$5,527, price is now AU$4,572 per person
AU$4,572
per person
27 Dec - 2 Jan
found 1 day ago
Return flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Easy access to mass transit and to all the downtown areas of interest.

Reviewed on 4 Oct 2025

Lakeside Inn

Lakeside Inn

2 out of 5
Price was AU$3,895, price is now AU$3,232 per person
AU$3,232
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
7.4/10 Good! (2,176 reviews)
Staff was AMAZING so nice!!!!!!! So welcoming Place was so pretty and convenient to get back and forth from Salem !!! Plenty of stores and food options close by too !!!

Reviewed on 6 Oct 2025

The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Price was AU$3,748, price is now AU$3,163 per person
AU$3,163
per person
27 Dec - 2 Jan
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,092 reviews)
Check in could have been better. A real smart ass. Probably a student. Do better.

Reviewed on 6 Oct 2025

Our guide on 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 showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(17 area reviews)

This is Boston’s business district, now and back when the city was just starting.

Find hotels in Downtown Boston

Our pick of the best Downtown Crossing Hotel Deals

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 AU$383 per night from 2 Nov to 3 Nov
AU$383
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (2,815 reviews)
"They did a very good job."

Reviewed on 30 Sept 2025

Club Quarters Hotel Faneuil Hall, Boston
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 AU$1,545 per night from 7 Oct to 8 Oct
AU$1,545
7 Oct - 8 Oct
includes taxes & fees
9.4/10 Exceptional! (4,462 reviews)
"Room was small. Don’t care for rain shower head. The street noise on our side of the hotel was terrible."

Reviewed on 29 Sept 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 AU$421 per night from 31 Oct to 1 Nov
AU$421
31 Oct - 1 Nov
includes taxes & fees
9/10 Wonderful! (1,632 reviews)
"It was the perfect location for our plan to explore the North end and wharfs on foot. All staff were friendly and helpful, yet unobtrusive when appropriate. It was grea to have an excellent restaurant in house!"

Reviewed on 4 Oct 2025

Hyatt Regency Boston
See all 3,733 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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Downtown Crossing holiday package cost?
Perhaps less than you might think — from a low AU$3,122, 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 holiday 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 holiday in Downtown Crossing is much closer than you thought!
Where should I stay in Downtown Crossing?
Holiday Makers 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 holiday?
Smart travellers 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 favourite 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 holiday 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 holiday homes such as beachside villas and spacious residences. The list is almost endless!
Can I choose my airline with a Downtown Crossing Expedia holiday package?
With a holiday 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 holiday 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 holiday 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.

Activities

Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

AU$127
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
LEGO Discovery Center Boston Admission Ticket

LEGO Discovery Center Boston Admission Ticket

AU$42
per adult
LEGO Discovery Center Boston Admission Ticket
Sightseeing Day Sail around Boston Harbor

Sightseeing Day Sail around Boston Harbor

AU$101
per adult
92% of travellers recommend
Sightseeing Day Sail around Boston Harbor
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.