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.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
8.8/10 Excellent! (234 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 8 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on Aug. 3, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Buffalo (BUF) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug. 2, 2025

Global Luxury Suites East Boston

Global Luxury Suites East Boston

4 out of 5
East Boston
per person
Oct 10 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7/10 Good! (157 reviews)
There were a few places to eat near the pier the view of the city was amazing and the tall boat was great for food,dancing and drinking however the vibe is younger college kids. I did enjoy the few places we visited to eat. The parking was horrible, We received no directions and it took us an hour to find someone to check in… I was left with two keys and no directions. I managed and once the sun came up an employee at the front desk named Craig was very helpful. The bed was so uncomfortable I would recommend getting a new more comfortable mattress for the amount we paid. All in all we made the best of it and everything else was okay. Lastly no TV directions I had to purchase Netflix on my own. This was not the best stay provided by Expedia. I was disappointed.

Reviewed on Jul. 31, 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

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 $252 per night from Aug 24 to Aug 25
CA $252
CA $350 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,778 reviews)
"This was the most amazing hotel with the most attentive staff. The area was incredible! Loved everything about my stay."

Reviewed on Aug. 4, 2025

Omni Boston Hotel at the Seaport
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza, Boston, MA
The price is CA $221 per night from Sep 1 to Sep 2
CA $221
CA $314 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (3,205 reviews)
Great location
"Great location in downtown Boston to subway & freedom trail! Beds were very comfortable!"

Reviewed on Aug. 4, 2025

Hilton Boston Park Plaza
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 $240 per night from Aug 24 to Aug 25
CA $240
CA $279 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (3,619 reviews)
"Swesome"

Reviewed on Aug. 4, 2025

citizenM Boston North Station
See all 3,797 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

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

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

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 $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

Frequently asked questions

How much does a Boston vacation package cost?
You can snap up a vacation package to this top destination from CA $987 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.