Downtown Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Downtown Boston

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 402 Columbus Ave

Maverick Suites at 402 Columbus Ave

2.5 out of 5
South End
per person
Oct 11 - Oct 16
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
7.8/10 Good! (55 reviews)
Easy to walk to and from T stations near by. Decently priced and was overall a great place to stay!

Reviewed on Jul. 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 22 - Sep 26
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
per person
Sep 14 - Sep 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (349 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul. 20, 2025

The Beverly

The Beverly

3 out of 5
per person
Oct 16 - Oct 20
found 5 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
8.4/10 Very Good! (313 reviews)
Stopped in for overnight stay. Awkward check in as no emailed code (no desk staff on premises), got that worked out. Rooms are comfortable and appeared clean. Couple of places across street to eat and little shopping center, so nice options for quick stay.

Reviewed on Jul. 31, 2025

Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2 out of 5
Back Bay
per person
Oct 11 - Oct 16
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very Good! (135 reviews)
Loved the location. The property was great. Only downside is the bathroom is extremely small and I am not a very big individual. There are also a lot of stairs. Which again, not an issue for myself however if you have difficulties with stairs, be prepared. The location was perfect. Close to everything. I would stay again.

Reviewed on Jul. 24, 2025

Where to stay in Downtown Boston

Find the best Downtown Boston areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Boston
Back Bay featuring a city, heritage architecture and street scenes

Back Bay

1 out of top 10 points of interest in this area
4.5/5(271 area reviews)

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

Find hotels in Back Bay

Downtown Boston 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 $223 per night from Aug 24 to Aug 25
CA $223
CA $324 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (4,222 reviews)
perfect location and perfect hotel
"Perfect location and very accommodating."

Reviewed on Jul. 29, 2025

The Godfrey Hotel Boston
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $269 per night from Aug 24 to Aug 25
CA $269
CA $362 total
Aug 24 - Aug 25
includes taxes & fees
9.4/10 Exceptional! (6,218 reviews)
"We loved the helpful staff and the wonderful location."

Reviewed on Jul. 30, 2025

The Dagny Boston
InterContinental Boston by IHG

InterContinental Boston by IHG

5 out of 5
510 Atlantic Ave, Boston, MA
Fully refundable
The price is CA $320 per night from Aug 24 to Aug 25
CA $320
CA $435 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (1,016 reviews)
"Wonderful city hotel. Walkable to everything."

Reviewed on Jul. 25, 2025

InterContinental Boston by IHG
See all 3,738 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 $1,256. 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 fascinating museums and acclaimed theater scene 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 fascinating museums or attend a sporting event in this vibrant area.

Irish Heritage Trail

Things to do

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $47
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
Go City: Boston All-Inclusive Pass with 45+ Attractions

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

CA $115
per adult
76% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ 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.