Downtown Boston Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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

Top Holiday Package Deals in Downtown Boston

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was CA $1,319, price is now CA $929 per person
CA $929
per person
Jun 28 - Jun 30
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (252 reviews)
Excellent experience- clean and very helpful staff

Reviewed on Mar 9, 2026

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $3,893, price is now CA $2,142 per person
CA $2,142
per person
Jun 13 - Jun 16
found 7 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
clean room. friendly and helpful staff. good breakfast in reasonable price. hope they have a boutique store to sell Langham signature products, especially the home fragrance products.

Reviewed on Mar 29, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $2,230, price is now CA $1,458 per person
CA $1,458
per person
Jun 13 - Jun 16
found 7 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
8.6/10 Excellent! (1,395 reviews)
Location, location, location! Breakfast is top notch. The entire staff was helpful and friendly.

Reviewed on Apr 3, 2026

Summer House Hotel

Summer House Hotel

2 out of 5
Price was CA $2,516, price is now CA $1,771 per person
CA $1,771
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
No reviews
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
Seaport District
Price was CA $1,543, price is now CA $1,090 per person
CA $1,090
per person
Jun 13 - Jun 16
found 7 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
9.2/10 Wonderful! (2,404 reviews)
Great hotel from start to finish. Highly recommend

Reviewed on Mar 22, 2026

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

Back Bay

1 out of top 10 points of interest in this area
4.5/5(274 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

Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is CA $162 per night from Apr 5 to Apr 6
CA $162
CA $188 total
Apr 5 - Apr 6
includes taxes & fees
9.2/10 Wonderful! (6,417 reviews)
We had an enjoyable experience. Room was nice, bed was comfortable, shower worked great. They have a vcr and dvd player in the room with a bookshelf full of movies to choose from (located downstairs). My only complaint was they do not have bags/liners for the ice bucket. Easy walk to Quincy Market, ...

Reviewed on Apr 3, 2026

Harborside Inn Of 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 $227 per night from Apr 5 to Apr 6
CA $227
CA $313 total
Apr 5 - Apr 6
includes taxes & fees
9.4/10 Exceptional! (7,167 reviews)
Great!!

Reviewed on Apr 2, 2026

The Dagny 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 $342 per night from Apr 5 to Apr 6
CA $342
CA $447 total
Apr 5 - Apr 6
includes taxes & fees
9/10 Wonderful! (3,355 reviews)
Good: Clean room, comfortable bed, good location. Staff are very friendly and addressed concerns promptly. Bad: VERY thin walls, can literally hear conversation's and alarm clocks next to you. Plumbing might be an issue as second day we were there, strong odor from bathroom smelt like sewer ...

Reviewed on Apr 1, 2026

Omni Parker House
See all 4,067 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 $929. 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

Citizens Opera House

Citizens Opera House

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

Citizens 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 acclaimed theater scene or attend a sporting event in this vibrant area.

Irish Heritage Trail

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $72
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
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
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
See all activities in Boston

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.