Southport Vacations from $380

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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.

The Latest Southport vacation packages

Price found within the past 48 hours. Click for updated prices.
Dormir

Dormir

3 out of 5
Save 100% on your flight
Price was $518, price is now $380 per person
$380
per person
Oct 14 - Oct 17
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
For the price I would have liked to have my bed made and fresh towels replaced every day. Breakfast was really good but ditch those fake eggs. Over all it was great. Would stay there again.

Reviewed on Aug 17, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,741, price is now $1,147 per person
$1,147
per person
Oct 3 - Oct 6
found 24 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!

Reviewed on Aug 9, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $760, price is now $526 per person
$526
per person
Oct 27 - Oct 30
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (226 reviews)
I had a wonderful stay! The place was clean, cozy, and exactly as described. The location was perfect, which made everything smooth and easy. I’d happily stay here again and recommend it to anyone visiting Portland.

Reviewed on Aug 22, 2025

The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $987, price is now $744 per person
$744
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.8/10 Exceptional! (68 reviews)
nice building walkable to shopping + dining

Reviewed on Aug 22, 2025

Nonantum Resort

Nonantum Resort

3.5 out of 5
Save 100% on your flight
Price was $785, price is now $597 per person
$597
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (776 reviews)
Excellent property for families. I wouldn’t recommend it for couples.

Reviewed on Aug 22, 2025

Don't see what you're looking for?
See all available trips from Columbus to Southport
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Discover the most popular places to visit in Southport

Hendricks Head Light

Find out about the history of West Southport when you take a trip to Hendricks Head Light. While you're in the area, stroll along the waterfront.

Hendricks Head Light

Hendricks Hill Museum

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 waterfront.

Hendricks Hill Museum

Southport Memorial Library

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.

Southport Memorial Library

Southport Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
"The water view was so peaceful, and the room was dated but clean and comfortable"

Reviewed on Aug 23, 2025

Ocean Gate Resort
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony, Southport, ME
$321 nightly
The price is $350 total per night from Aug 27 to Aug 28
$350 total
Aug 27 - Aug 28
Total with taxes and fees
9.4/10 Exceptional! (315 reviews)
"Cozy inn. Beautiful property. Such nice employees. Very relaxing stay."

Reviewed on Aug 20, 2025

Newagen Seaside Inn
Enjoyable 1-bedroom rustic cottage in Southport.

Enjoyable 1-bedroom rustic cottage in Southport.

Southport
10/10 Exceptional! (10 reviews)
"Awesome place. Quiet, secluded and large property. The hosts were fantastic as well. Would 100% stay there again"

Reviewed on Aug 17, 2025

Get rates
Enjoyable 1-bedroom rustic cottage in Southport.
See all 1,488 properties in Southport
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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Frequently asked questions

How much does a Southport vacation package cost?
You'll find cheap prices from $380 on Expedia for your Southport break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Southport costs.
What are the cheapest months to go to Southport?
You can typically find lower prices and better availability in October, November and December. Explore our cheap Southport vacation packages and you could get some excellent off-season deals.
How many days is enough for Southport?
Generally, a handful of days is enough to go to the top attractions during your Southport vacation. However, if you prefer to have time to chill out 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 busy. Whether you're traveling with the family or planning a trip with friends, a Southport vacation promises fun for everyone.
How to find the best Southport package deals?
Begin your search for a Southport package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Southport package deal straight away, simply tweak 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 underway.
Is it cheaper to book a Southport vacation as a package?
You can enjoy significant savings on your next Southport getaway by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Southport?
If you've got your Southport travel dates locked in, book early to grab some fantastic deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Southport vacation packages?
Jet off on your perfect escape to Southport with our Book Now, Pay Later vacations. No need to save up or wait until your next paycheck — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost over 3, 6 or 12 months. With no hidden or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.