Downtown Boston Vacation Packages & Trips 2026 from CA $890

Top Holiday Package Deals in Downtown Boston

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

Boston Lodge and Suites

Dorchester

CA $890

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

8.4/10 Very good! (190 reviews)

Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

Good Hotels Boston

South End

CA $1,499

per person

Sep 24 - Sep 28

found 7 hours ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

8/10 Very good! (55 reviews)

This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Harbor Hotel

North End

CA $1,549

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Boston (BOS)

9.8/10 Exceptional! (1,015 reviews)

I loved to view from our room. The room smelled fresh and pretty. Everything was impeccable. The amenities were fantastic. I love that there was a golf simulator in the Health Club. Staff were amazing and everyone was friendly. The location was great. I didn’t want to leave! Jose, the bellhop was very helpful and informative when he brought our luggage to our room. Housekeeping was amazing as well. We had a wonderful stay in Boston!

Reviewed on Jul 23, 2026

Four Seasons Hotel Boston

Bay Village

CA $4,405

per person

Oct 4 - Oct 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

9.4/10 Exceptional! (474 reviews)

perfecto

Reviewed on Jun 8, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

CA $7,024

per person

Aug 27 - Sep 3

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

10/10 Exceptional! (10 reviews)

It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 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

A historic building with ornate architecture, a staircase, and a tree in front.

Back Bay

1 out of top 10 points of interest in this area

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.

A tree-lined urban street with parked cars and benches.

Fenway–Kenmore

1 out of top 10 points of interest in this area

Home to Fenway Park and the Museum of Fine Arts, this vibrant area boasts numerous educational institutions, cultural attractions, and independent shops. Easily accessible via MBTA subway and bus lines, explore Kenmore Square and admire the iconic Citgo sign.

Downtown Boston Hotel Deals

The Langham, Boston

250 Franklin St Boston MA

Fully refundableReserve now, pay when you stay

CA $569

CA $663 total

Aug 23 - Aug 24

includes taxes & fees

9.6/10 Exceptional! (1,003 reviews)

"We had a wonderful stay. The rooms were clean and luxurious. So many amenities, We highly recommend the restaurant Grana. We were a 10 minute walk from Faneuil Hall. We will be back!"

Reviewed on Jul 24, 2026

Harborside Inn Of Boston

185 State St Boston MA

CA $265

CA $308 total

Jul 26 - Jul 27

includes taxes & fees

9.2/10 Wonderful! (6,858 reviews)

"Great location, close to underground, harbour and walking distance to the sites. Clean properly. Only downside is that the bed in room 612 was sloping downwards, it is an old building, with uneven floors which are fine, just the bed could have been level. Short stay, so didn't ask for a room ..."

Reviewed on Jul 24, 2026

The Dagny Boston

89 Broad Street Boston MA

Fully refundableReserve now, pay when you stay

CA $254

CA $345 total

Aug 23 - Aug 24

includes taxes & fees

9.6/10 Exceptional! (7,390 reviews)

"The place was amazing! Loved how locally centered everything was. The rooms were spacious and aesthetically pleasing."

Reviewed on Jul 24, 2026

See all 4,164 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.

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 $890. 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.