Southport Vacation Packages
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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.
River View Resort
CA $1,302
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (331 reviews)
The room was clean (but a bit dated), and comfortable. Staff was welcoming and very friendly. It was perfect to stay w/ my mother and teen-aged son. It was nice to have a full kitchen, and conveniently supplied with the essentials. We would stay there again!
Reviewed on Aug 4, 2026
Evalina Hotel
Downtown Portland
CA $2,270
per person
Oct 14 - Oct 17
found 18 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Portland (PWM)
10/10 Exceptional! (7 reviews)
It was our first time visiting Portland, and the Evalina exceeded our expectations. The location is perfect, right on Commercial Street, with plenty of restaurants and shops nearby. The ferry and cruise ports are also just a 5–10 minute walk away, making it easy to visit the different islands.
The suite was comfortable and thoughtfully equipped with everything we could need, including an umbrella for rainy days, coffee and a French press, tea, a washer and dryer, and so much more. Communication was excellent throughout our stay as well.
We truly enjoyed our visit, and the next time we’re in Portland, the Evalina will be our first choice!
Reviewed on Aug 8, 2026
Portland Harbor Hotel
Downtown Portland
CA $2,980
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,792 reviews)
We had a shower that leaked all the way out to the foyer. We called and reported it. They sent a repair person. They caulked around the edge which helped but didn’t fix the whole problem. It still leaked, just not as bad. No one followed up to see if it was fixed. They have a pantry on each floor with fruit infused water snacks, fresh fruit, cookies, canned sparkling water and ice for free. But it was mostly depleted most of the time we were there. There was a sign advertising live music at the front of the hotel. But when we asked where it was, the hotel attendant said they were not having live music after all. No one went to take the sign down. It was still there the next day. We checked out. Hope the musician showed up that night.
Reviewed on Aug 7, 2026
Ready to book your vacation to Southport?
Southport Hotel Deals
Ocean Gate Inn
70 Ocean Gate Rd Southport ME
CA $430
CA $492 total
Aug 24 - Aug 25
includes taxes & fees
Newagen Seaside Inn
60 Newagen Colony Southport ME
CA $348
CA $418 total
Aug 23 - Aug 24
includes taxes & fees
9.4/10 Exceptional! (370 reviews)
"The beds are like rocks. Woke up many times in a night needing to role over because my arm was literally asleep. And the septic was backing up so our room smelled pretty bad. Alerted the staff the first morning. It cleared up during the day but again at night we had to close bathroom tdoor with towels ..."
Reviewed on Aug 8, 2026
Generational Southport Property w/ Private Beach Newly Available for Rent!
Southport ME
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.
Stay near popular Southport attractions
Southport Memorial Library
8.0/10 (3 reviews)
Southport Memorial Library is just one of the places to see in Newagen, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the seaside.
Hendricks Head Beach
9.6/10 (14 reviews)
Why not spend a lazy afternoon at Hendricks Head Beach during your trip to Southport? Amble around this relaxing area's waterfront, or seek out the canoeing opportunities.
Hendricks Hill Museum
8.0/10 (2 reviews)
You can spend time studying the exhibits at Hendricks Hill Museum during your travels in West Southport. While you're in the area, stroll along the seaside.
Frequently asked questions
How much does a Southport vacation package cost?
You'll find cheap prices from CA $1,302 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?
- 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.
- 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.
- 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.
- 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.
