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.
The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts

CA $1,378
per person
Oct 7 - Oct 12
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (268 reviews)
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

Boston Harbor Hotel

Boston Harbor Hotel

North End
CA $2,122
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Arrived late and not many food options. Room service was delayed. But otherwise a beautiful place!

Reviewed on Aug 19, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,544
per person
Oct 17 - Oct 20
just found
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
Good Hotels Boston

Good Hotels Boston

South End
CA $1,557
per person
Nov 4 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
8/10 Very good! (55 reviews)
Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

Bay Village
CA $2,339
per person
Oct 29 - Nov 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (478 reviews)
Perfect stay with our kids!

Reviewed on Aug 19, 2026

Where to stay in Boston

Find the best Boston areas and neighborhoods for the activities you enjoy most. Learn more about Boston
A nighttime street scene with illuminated trees, a market stall, and historic buildings.

Downtown Boston

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
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.

Find hotels in Back Bay
A city skyline with modern high-rise buildings, a historic bridge, and a river with boats.

Seaport District

1 out of top 10 points of interest in this area

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

Find hotels in Seaport District
A street lamp with a lit bulb, surrounded by trees and a brick building.

Beacon Hill

1 out of top 10 points of interest in this area

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

Find hotels in Beacon Hill
A bustling riverside area with a prominent building featuring a large arched entrance, a dock with a boat, and a crowd of people.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Find hotels in North End

Things to do in Boston

Boston offers a vibrant mix of city and cultural experiences perfect for family vacations. Enjoy educational activities, music concerts, and shopping at local malls. For outdoor fun, explore Carson Beach and participate in walking tours to discover the city's best attractions. With so much to see and do, Boston is an ideal destination for beach vacations and exciting trips.

Shopping

In Boston, explore Harvard Square for vibrant shops and eateries, perfect for gifts and souvenirs. Faneuil Hall Marketplace offers a lively atmosphere with diverse vendors. Don't miss the Printing Office of Edes and Gill for unique, locally-inspired treasures.

Recreation

At Gillette Stadium, immerse yourself in the electrifying atmosphere of live sports, perfect for adrenaline seekers. Experience vibrant performances at Leader Bank Pavilion, where music fills the air with joy. For a touch of culture, visit Somerville Theatre, where romance and entertainment blend seamlessly for an enchanting evening.

Adventure

Experience thrilling water slides and lazy rivers at the Water Park of New England, perfect for family fun. Stroll along the scenic Deer Island HarborWalk, enjoying coastal views. For a more rugged adventure, hike the Irish Heritage Trail, immersing yourself in Boston's rich history and stunning landscapes.

Nightlife

Experience Boston's vibrant nightlife at Cambridge Common and Park-9 Dog Bar, both offering a lively atmosphere with entertainment and romance. Enjoy a mix of drinks and socialising in these popular pubs, perfect for unwinding after a day of exploration in this historic city.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Boston

Boston offers an ideal vacation experience for tourists seeking city vibes, cultural richness, and family-friendly activities. Visitors can explore beautiful beaches, historic colleges and universities, and urban parks, making it a great destination for those who appreciate culture, outdoor adventures, and relaxing beach time. Don’t miss the chance to discover popular tourist attractions that highlight Boston's unique charm and history.

  • Fenway Park: Experience the rich history of Fenway Park, home to the Boston Red Sox. This iconic ballpark offers a vibrant atmosphere filled with sports culture, where you can enjoy a game or take a guided tour to learn about its storied past and unique features like the Green Monster.
  • Harvard University: Discover the prestigious Harvard University, a symbol of academic excellence. Stroll through its historic campus, admire the stunning architecture, and soak in the vibrant cultural vibes that make this institution a global leader in education.
  • TD Garden: Visit TD Garden, a premier event venue known for hosting major sporting events and concerts. Its modern design and energetic atmosphere make it a hub for entertainment and business gatherings, showcasing the dynamic spirit of Boston.

Best time to go to Boston

The best time to visit Boston is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January30.0°F (-1.1°C)Light RainMostly SunnySlightly LowSlightly Low
February31.5°F (-0.3°C)Light RainMostly CloudySlightly LowSlightly Low
March37.9°F (3.3°C)Light RainMostly SunnyAverageAverage
April48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
May58.5°F (14.7°C)Light RainMostly SunnyAverageSlightly High
June66.6°F (19.2°C)Light RainMostly SunnyAverageAverage
July73.6°F (23.1°C)Light RainMostly SunnySlightly HighAverage
August72.7°F (22.6°C)Light RainMostly SunnySlightly HighAverage
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October55.6°F (13.1°C)Light RainMostly SunnySlightly HighSlightly High
November44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
December36.3°F (2.4°C)Light RainMostly SunnySlightly LowSlightly Low

Tips to save on your trip to Boston

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Boston.
  • Consider traveling to Boston during the low season (December to February) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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

Seaport Hotel Boston

Seaport Hotel Boston

1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
CA $272
CA $364 total
Sep 6 - Sep 7
includes taxes & fees
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
CA $302
CA $408 total
Aug 30 - Aug 31
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
CA $188
CA $218 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (2,854 reviews)
"Sinks seemed to not drain very well in the washrooms, but other than that it was very nice!"

Reviewed on Aug 21, 2026

The Revolution Hotel
See all 4,234 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.
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Stay near popular Boston attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
See properties
A classical building with columns and a blue door, surrounded by trees and people walking.

Harvard University

9.2/10 (6,542 reviews)
Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.
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A park with manicured hedges, flowering plants, and a city skyline in the background.

Boston Common

9.4/10 (18,299 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.
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A soccer stadium with a crowd of spectators, a goalpost, and players in action.
Photo by The Curious Zephyr

Gillette Stadium

9.0/10 (1,182 reviews)
Catch an event at Gillette Stadium during your trip to Foxborough. Experience the area's great live music and acclaimed theater scene.
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A modern building with 'GARDEN' signage, a waterfront, and a cable-stayed bridge.

TD Garden

9.2/10 (7,449 reviews)
Catch an event at TD Garden during your trip to Boston. Attend a sporting event or visit the notable monuments in this vibrant area.
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A historic church with a pointed roof and a large tower, surrounded by modern buildings and a well-maintained park with flowers and trees.

Copley Square

9.4/10 (7,327 reviews)
Explore some of Boston’s finest buildings, educational and arts institutions, and shopping, or simply find a patch of grass and relax.
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A nighttime street scene with a historic building, street lamps, and a church spire.

Harvard Square

9.0/10 (3,936 reviews)
With a visit to Harvard Square, a favorite shopping spot in Cambridge, you can search for that perfect souvenir. Experience the acclaimed theater scene and fascinating museums in this vibrant area.
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What to do in Boston

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
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $65
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $118
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 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 $1,378 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.

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