Boston Vacation Packages

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Your Boston Vacation

Renowned for its rich history and coastal scenery, Boston is the perfect getaway destination. Lock in one of our Boston vacation packages and experience all that this impressive city has to offer. If your trip to Boston includes a little sightseeing, don't miss much-loved attractions like Fenway Park, Boston Common and Boston Museum of Fine Arts. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and finally put your Boston vacation plans into gear!

Top Boston Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,232, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $3,072, price is now CA $1,733 per person
CA $1,733
per person
Oct 10 - Oct 17
found 22 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.6/10 Excellent! (1,070 reviews)
The staff was friendly. Room was clean and met our needs. Expedia VIP allowed the resort fee to be waived which was wonderful.

Reviewed on Aug. 18, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,853, price is now CA $2,300 per person
CA $2,300
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug. 20, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,391, price is now CA $2,742 per person
CA $2,742
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
One of the nicest overall properties in the country

Reviewed on Aug. 20, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,322, price is now CA $1,535 per person
CA $1,535
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Where to stay in Boston

Find the best Boston areas and neighborhoods for the activities you enjoy most. Learn more about Boston
Downtown Boston showing a city and night scenes as well as a small group of people

Downtown Boston

4.5/5(193 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Boston Beach Vacation

A Boston vacation is the perfect opportunity to kick back and relax. Whether you like the idea of lazing by the water or meandering along the shoreline looking for seashells, a trip to Boston will put a spring in your step. If you want to be close to the city centre, base yourself around Carson Beach. This well-known stretch of coast is only 3 kilometres away. We also offer Boston vacation deals close to Nahant Beach - Lynn Shore Reservations and Pleasure Bay Beach, two other fantastic options.

Things You Should Know About Boston

  • Spend your escape by the water and let the hassles of daily life drift away with the sea breeze. Book one of our Boston beach hotels and discover beachside bliss.
  • Consider Hotel Indigo Boston Newton Riverside and RegulatoryTest P. These popular apartments could just be ideal for your stay in Boston.
  • There are tons of activities that keep the 667,100 or so residents of Boston entertained. Browsing our Boston things to do page will show you everything this place has to offer.
  • Don't take off without swinging by Copley Square, Copley Square and Boston Harbour. With the money you save through our Boston vacation deals, you can see more great attractions like these.

Ready to book your vacation to Boston?

 

Choose your dates

Boston Hotel Deals

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
80-120 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Aug 24 to Aug 25
CA $241
CA $281 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,667 reviews)
"For a small room it was very well laid out. Loved the decor and the staff were very friendly and helpful. We did not have the breakfast but nice to have that option."

Reviewed on Aug. 18, 2025

citizenM Boston North Station
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Sep 1 to Sep 2
CA $197
CA $236 total
Sep 1 - Sep 2
includes taxes & fees
9.6/10 Exceptional! (3,255 reviews)
"Superb location. Excellent value."

Reviewed on Aug. 19, 2025

Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $250 per night from Sep 1 to Sep 2
CA $250
CA $348 total
Sep 1 - Sep 2
includes taxes & fees
9/10 Wonderful! (3,854 reviews)
"We did not realize that you needed reservations for pool chairs. They do open up after 30 minutes if there are chairs available. Pool staff were excellent but other guests can be rude. The only unpleasant part of our stay."

Reviewed on Aug. 19, 2025

Omni Boston Hotel at the Seaport
See all 3,805 properties in 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

Discover the most popular places to visit in Boston

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Boston

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $109
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $97
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
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
See all activities in Boston

Frequently asked questions

How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination from CA $760 on Expedia. However, how much your vacation to Boston costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Boston?
If you're looking to score a cheap Boston vacation package, consider travelling in December, January and February. You'll typically find better rates on flights and hotels during these months — ideal for travellers wishing to save money.
How many days is enough for Boston?
To get the most out of your Boston vacation, we suggest booking for 2 days. Split your time between discovering Boston Common, Copley Square and other leading sights, on top of exploring neighbourhoods like South Boston and D Street - West Broadway. If you've got some spare time, include a day trip in your Boston vacation itinerary.
Is it worth booking a vacation package to Boston?
Well known for its dining, culture and plenty of other highlights, you can be certain Boston is a good vacation destination. Some of the top attractions to put on your to-do list? Visit Fenway Park and TD Garden during your Boston vacation.
How to find the best Boston package deals?
Finding a cheap Boston package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Boston package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Boston vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Boston vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Boston?
Secure amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Boston escape.
How to plan a trip to Boston?

  1. Pick your dates: What you'd like to do in Boston and your preferred season will help you decide when to get away.
  2. Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Boston. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a more luxurious getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you'd like to get to in Boston. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the ideal Boston vacation package for you.

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