A lighthouse on a rocky island with waves crashing against it.

Southport 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*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Southport Vacation

Enjoy amazing adventures when you lock in a Southport vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves to experience new places, there's something for everyone in this exciting city. A trip to Southport is a wonderful opportunity to see the sights. Be sure to visit popular attractions like Coastal Maine Botanical Gardens, Boothbay Harbor Marina and Cabbage Island. A few clicks is all it takes to craft your ideal Southport vacation on Expedia.

Top Southport vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 29 - Jan 3

    Portland Regency Hotel & Spa + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.4/10 - Exceptional (1,815 reviews)
    "Clean room"
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $1,929
    CA $1,713
    per traveller
    found 1 day ago
    Portland Regency Hotel & Spa
  • Dec 29 - Jan 3

    Blind Tiger Portland - Danforth Street. + Flight

    West End
    5 nights
    3.5 star property
    9.6/10 - Exceptional (206 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $3,861
    CA $3,084
    per traveller
    found 1 day ago
    Blind Tiger Portland - Danforth Street.
  • Dec 29 - Jan 3

    Inn By The Sea + Flight

    Cape Elizabeth
    5 nights
    4.0 star property
    9.6/10 - Exceptional (346 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $2,421
    CA $2,074
    per traveller
    found 1 day ago
    Inn By The Sea
  • Dec 29 - Jan 3

    The Docent's Collection at 121 Middle Street + Flight

    Downtown Portland
    5 nights
    3.5 star property
    9.6/10 - Exceptional (429 reviews)
    "Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the..."
    Reviewed November 8, 2026
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $2,498
    CA $2,166
    per traveller
    found 1 day ago
    The Docent's Collection at 121 Middle Street
  • Dec 29 - Jan 3

    Evalina Hotel + Flight

    Downtown Portland
    5 nights
    2.5 star property
    10/10 - Exceptional (19 reviews)
    Roundtrip • Ottawa (YOW) - Portland (PWM)
    YOW - PWM • 1 stop PWM - YOW • 1 stop
    CA $3,483
    CA $3,081
    per traveller
    found 1 day ago
    Evalina Hotel

Discover the most popular places to visit in Southport

Southport 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 Southport vacation package cost?

You'll find cheap prices from CA $1,713 on Expedia for your Southport getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Southport costs.

What are the cheapest months to go to Southport?

Travel in the low season and you're likely to find cheap Southport vacation packages. Bear in mind that public holidays and local festivals and events can have an impact on prices, so do some research before you go.

How many days is enough for Southport?

Generally, a handful of days is enough to check out the top sights during your Southport vacation. However, if you want to have more time to relax or take day tours, consider extending your trip.

Is it worth booking a vacation package to Southport?

Southport is a good vacation destination with attractions like Hendricks Head Beach among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Southport vacation promises a good time for everyone.

How to find the best Southport package deals?

Begin your search for a Southport package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Southport package deal straight away, simply play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Southport adventure off to a flying start.

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

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Southport vacation by choosing your favourite type of stay, airline and car class.

When to book a vacation package to Southport?

If you're considering a spontaneous Southport adventure, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can score sensational deals on your flights and hotels by booking well in advance.

How to plan a trip to Southport?

  1. Choose when to go: Check your schedule and get packing. Your preferred time of year and the activities on offer will also help you decide when to visit Southport.
  2. Budget wisely: On top of the cost of your hotel, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Southport.
  3. Decide how long to go for: Now that you're more familiar with Southport, you can figure out the ideal length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the perfect Southport 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.