Downtown Boston Vacation Packages

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Top Holiday Package Deals in Downtown Boston

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $1,213, price is now CA $792 per person
CA $792
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,015 reviews)
We really liked the large rooms, they were clean and bed was comfortable. Staff was friendly but didn’t like how they nickel and dime you for everything.

Reviewed on Sep. 5, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,891, price is now CA $1,596 per person
CA $1,596
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep. 2, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $2,305, price is now CA $1,490 per person
CA $1,490
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (450 reviews)
Everything about this place is right! One of the nicest hotels we've ever stayed at.

Reviewed on Sep. 5, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $1,555, price is now CA $1,070 per person
CA $1,070
per person
Oct 23 - Oct 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,105 reviews)
Nice to have a light breakfast although it’s not as healthy or diverse as many other hotels. Friendly staff, clean, spacious rooms. Only problem was the loud noise from music events every day.

Reviewed on Sep. 4, 2025

Chateau Merrimack Resort & Spa

Chateau Merrimack Resort & Spa

4.5 out of 5
Price was CA $1,181, price is now CA $821 per person
CA $821
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (552 reviews)
Property was clean and the employees were always nice and helpful

Reviewed on Sep. 5, 2025

Downtown Boston Hotel Deals

The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
The price is CA $397 per night from Sep 7 to Sep 8
CA $397
CA $511 total
Sep 7 - Sep 8
includes taxes & fees
The Dagny Boston
The Langham, Boston

The Langham, Boston

5 out of 5
250 Franklin St, Boston, MA
The price is CA $754 per night from Sep 19 to Sep 20
CA $754
CA $878 total
Sep 19 - Sep 20
includes taxes & fees
The Langham, 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 $358 per night from Sep 7 to Sep 8
CA $358
CA $465 total
Sep 7 - Sep 8
includes taxes & fees
Omni Parker House
See all 3,733 properties in Downtown Boston
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 Boston vacation package cost?
We make it simple to travel somewhere new, with Downtown Boston packages starting from just CA $792. You'll have the flexibility to bundle your preferred hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your itinerary?
How do I get a cheap travel package to Downtown Boston?
Bundle, bundle, bundle. Flights, rental cars and hotels — combine whatever you need into a Downtown Boston vacation package to save tons of cash. Score even more bargains when you add extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to tailor your vacation your way. We offer over 550 air carriers and 1,000,000 hotels globally, so that everyone has a chance to travel and fulfill those vacation fantasies.
Where should I stay in Downtown Boston?
Urban adventurers come from far and wide to experience Fenway Park and TD Garden in Downtown Boston. Book a room near these terrific attractions and visit them whenever you please.
What are the top hotels in Downtown Boston?
Marriott Custom House One Bedroom Luxury Suite Located In Downtown Boston and Centralized Downtown Location | On are two of the most well-known hotels in Downtown Boston. Why not have a look at the amenities and rates at each and then decide?
How far in advance should I book my Downtown Boston vacation?
Smart travelers will likely want to book as early as possible. You can usually start comparing international fares on Expedia up to a year before your flight. If you've left things to the last minute, don't despair. Bargain prices sometimes occur just weeks before departure.
What does an Expedia Downtown Boston travel package include?
With Expedia, you can choose a combination of hotels, car rentals and flights to create your perfect Downtown Boston travel package. Once you've made your booking, you can add on the fun stuff like sightseeing tours and activities. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Downtown Boston travel package?
Bundling your bookings into a Downtown Boston vacation package is the easiest way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Downtown Boston Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You're in charge! We have access to more than 550 airline partners throughout the world, so you have lots of choice when planning your Downtown Boston escape.
If I'm not able to travel, can I cancel my Downtown Boston vacation package?
Because we know life is full of surprises, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you've made your booking in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Downtown Boston

Boston Opera House

Boston Opera House

Admire the old-world craftsmanship of this vaudeville-era reconstruction while you enjoy a performance in opera, theater or dance.

Boston Opera House
Old State House

Old State House

You can study the exhibits at Old State House, a museum with a storied past, during your trip to Boston. Experience the acclaimed theater scene and fascinating museums in this vibrant area.

Old State House

Irish Heritage Trail

You can take time to visit Irish Heritage Trail during your travels to Boston. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.

Irish Heritage Trail

Things to do

2-Day Secret Cavern+Niagara Falls Tou

Niagara Falls(US) 2-Day Tour from Boston

CA $67
per adult
Niagara Falls(US) 2-Day Tour from Boston
Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Boston: Mapparium® globe + How Do You See the World?TM

Boston: Mapparium® globe + How Do You See the World?TM

CA $8
per adult
Boston: Mapparium® globe + How Do You See the World?TM
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.