A crowded beach with people sunbathing and swimming, surrounded by houses and lush green hills.

Scarborough Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Your Scarborough Vacation

An easy way to experience this lively city is with a custom-made Scarborough vacation package. Base yourself in the neighborhood of Parkside, which is good for festivals, markets and walking or choose someplace else — our packages are all about you. Every trip to Scarborough needs a well-planned itinerary. Fill yours with leading attractions like University of Southern Maine, Portland Museum of Art and Victoria Mansion. Whatever your travel plans or the size of your budget, putting together a tailored Scarborough vacation is a walk in the park with Expedia.

Top Scarborough vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 29 - Feb 1

    The Newbury Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.4/10 - Exceptional (749 reviews)
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • 1 stop
    CA $1,841
    CA $1,321
    per traveller
    found 1 day ago
    The Newbury Boston
  • Dec 13 - Dec 17

    Boston Harbor Hotel + Flight

    North End
    4 nights
    5.0 star property
    9.8/10 - Exceptional (1,007 reviews)
    "All the staff was very helpful and responsive I would recommend this hotel to everyone planning to stay in Boston."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YYZ • Nonstop
    CA $2,776
    CA $1,478
    per traveller
    found 1 day ago
    Boston Harbor Hotel
  • Jan 29 - Feb 1

    Four Seasons Hotel Boston + Flight

    Bay Village
    3 nights
    5.0 star property
    9.4/10 - Exceptional (497 reviews)
    "The best location and the beat service! The best swimming pool"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,361
    CA $1,525
    per traveller
    found 11 hours ago
    Four Seasons Hotel Boston
  • Jan 29 - Feb 1

    Raffles Boston + Flight

    Back Bay
    3 nights
    5.0 star property
    9.6/10 - Exceptional (355 reviews)
    "Great place to stay!!"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Boston (BOS)
    YYZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $2,311
    CA $1,581
    per traveller
    found 11 hours ago
    Raffles Boston
  • Dec 13 - Dec 17

    The Langham, Boston + Flight

    Downtown Boston
    4 nights
    5.0 star property
    9.6/10 - Exceptional (1,005 reviews)
    Roundtrip • Toronto (YTO) - Boston (BOS)
    YHM - BOS • 1 stop BOS - YYZ • Nonstop
    CA $1,983
    CA $1,406
    per traveller
    found 1 day ago
    The Langham, Boston

Where to stay in Scarborough

Find the best Scarborough areas and neighborhoods for the activities you enjoy most. Learn more about Scarborough
Learn more about Scarborough

Pine Point

Travelers enjoy Pine Point for its beaches and gardens. Consider checking out Pine Point Beach while you're in the area.

Higgins Beach

While visiting Higgins Beach, you might make a stop by sights like Higgins Beach and Casco Bay.

Prouts Neck

While visiting Prouts Neck, you might make a stop by sights like Prouts Neck and Scarborough Beach State Park.

Grand Beach

Though Grand Beach might not have many top sights, you can venture to the surrounding area to see attractions like Grand Beach and Pine Point Beach.

Blue Point

When in Blue Point, you can plan a visit to Pine Point Beach and Grand Beach, some noteworthy sights in the nearby area.

Discover the most popular places to visit in Scarborough

What to do in Scarborough

Scarborough Hotel Deals

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 Scarborough vacation package cost?

You'll find cheap prices from CA $1,321 on Expedia for your Scarborough escape. However, a range of factors like the season, length of stay and your choice of hotel will influence how much your vacation to Scarborough costs.

What are the cheapest months to go to Scarborough?

January, February and November are great times to look for cheap Scarborough vacation packages. Choosing to travel in quieter months means you can generally find better prices on hotels and flights.

How many days is enough for Scarborough?

We'd recommend booking a Scarborough vacation for a minimum of 2 days. This will allow you plenty of time to visit major attractions including Higgins Beach and State Theatre, as well as check out neighbourhoods like Downtown Portland and Old Port. You could even make time for a day trip or two outside of Scarborough.

Is it worth booking a vacation package to Scarborough?

Known for its coastal beaches, nature and plenty of other highlights, you can be certain Scarborough is a good vacation destination. Some of the top attractions to put on your to-do list? Don't miss Scarborough Downs and Big 20 Bowling Centre during your Scarborough vacation.

How to find the best Scarborough package deals?

Use Expedia's filters to find some great Scarborough package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Scarborough package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.

Is it cheaper to book a Scarborough vacation as a package?

You can enjoy significant savings on your Scarborough break by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Scarborough?

If you're planning an impromptu Scarborough adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking well in advance.

How to plan a trip to Scarborough?

  1. Choose your dates: The things you plan to do in Scarborough and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: Besides the price of your hotel, you should factor in other expenses too. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Scarborough.
  3. Decide how many days away: Start by listing all the activities and sights you want to get to in Scarborough. Then, estimate how long you'll need at each, including any travel time.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the right Scarborough 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.