Southport Vacations from $376

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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.
Days Inn by Wyndham Tamworth

Days Inn by Wyndham Tamworth

2.5 out of 5
per person
Sep 24 - Sep 28
found 9 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
7.2/10 Good! (497 reviews)
Accommodated ideal room location for getting my dog in and out Very clean rooms and super convenient location for what I had plans for in the area

Reviewed on Jul 23, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Sep 8 - Sep 13
found 18 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
The oceanview was breathtaking, the morning sun was stunning

Reviewed on Jul 22, 2025

The McKernan Inn

The McKernan Inn

3 out of 5
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (31 reviews)
The light switch at the door turns the TV on and off, which isn’t very convenient. The shower knob that changes the water from the spout to the showerhead kept falling out. The drop ceilings are gross and have black mold on them. The view is lovely from the windows.

Reviewed on Jul 21, 2025

River View Resort

River View Resort

2.5 out of 5
per person
Sep 9 - Sep 14
found 15 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
8.8/10 Excellent! (291 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar 30, 2025

Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Good Location and reasonably priced

Reviewed on Jul 24, 2025

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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

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

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 seaside.

Hendricks Hill Museum

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
$197 nightly
The price is $212 total per night from Jul 27 to Jul 28
$212 total
Jul 27 - Jul 28
Total includes taxes and fees
8.4/10 Very Good! (1,004 reviews)
"I liked the quiet, scenic surroundings. I didn't like that there was no beach area."

Reviewed on Jul 19, 2025

Ocean Gate Resort
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony, Southport, ME
$304 nightly
The price is $331 total per night from Jul 30 to Jul 31
$331 total
Jul 30 - Jul 31
Total includes taxes and fees
9.4/10 Exceptional! (302 reviews)
Wonderful satu
"We loved it here. Such a great location, secluded, but not a long trip to Boothbay Harbor. We would stay here again in a heartbeat! The games, row boats, cookies and Smores were wonderful too!"

Reviewed on Jul 20, 2025

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

Enjoyable 1-bedroom rustic cottage in Southport.

Southport
10/10 Exceptional! (3 reviews)
Beautiful Property
"Would 1000% come back here. The property is private and beautiful. Had a great time sitting by the fire in the evening, very relaxing, hosts are amazing."

Reviewed on Jul 8, 2025

Get rates
Enjoyable 1-bedroom rustic cottage in Southport.
See all 1,504 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.

Find the Best Southport Vacation Packages

Southport Essential Information

Language
English
Currency
U.S dollars
Population
710
Max Temp Winter
30ºF
Max Temp Summer
70ºF
Top Sights
Maine State Aquarium, Carousel Music Theater and Grimes Cove Beach

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Frequently asked questions

How much does a Southport vacation package cost?
You'll find cheap prices from $376 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.