Southport Vacations from $866

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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.
HomeAwhile

HomeAwhile

4 out of 5
Price was $1,121, price is now $866 per person
$866
per person
Jun 19 - Jun 26
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
No reviews
Brand new, clean, and affordable. Check in process is done via kiosk and the front desk is usually not occupied but it was easy.

Reviewed on Apr 2, 2026

The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $2,070, price is now $1,445 per person
$1,445
per person
Jun 19 - Jun 26
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (93 reviews)
Amazing experience. Beautiful view. Wonderful staff. Great experience!

Reviewed on Mar 21, 2026

The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,693, price is now $1,932 per person
$1,932
per person
Jun 19 - Jun 26
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (275 reviews)
So spacious, decor is modern yet warm. Staff super friendly and helpful. Perfect location for concerts at Merrill, short walk.

Reviewed on Mar 28, 2026

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,596, price is now $1,867 per person
$1,867
per person
Jun 19 - Jun 26
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,776 reviews)
We could have moved right in and been happy for life. Flawless.

Reviewed on Mar 30, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $3,033, price is now $2,277 per person
$2,277
per person
Jun 19 - Jun 26
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (175 reviews)
The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!

Reviewed on Mar 10, 2026

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Discover the most popular places to visit in Southport

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 waterfront.

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

Stunning oceanfront cottage w/ private deck and Atlantic views

Stunning oceanfront cottage w/ private deck and Atlantic views

Southport ME
8.8/10 Excellent! (70 reviews)
This stay was a dream. As advertised. Would stay again. Easy directions, entry and had anything we needed. Drove as far as Acadia to hike and stayed local too. Even had a family emergency to ER (no fault of the property) and the Maine coastal ER care and service was fantastic. Thank you for the great ...

Reviewed on Oct 27, 2025

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Stunning oceanfront cottage w/ private deck and Atlantic views
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony Southport ME
9.4/10 Exceptional! (341 reviews)
The staff was wonderful and the Inn is so beautiful with the water front setting!

Reviewed on Oct 22, 2025

Get rates
Newagen Seaside Inn
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
8.6/10 Excellent! (1,000 reviews)
I loved it! It was a quick day trip, but we definitely will be back!!!

Reviewed on Oct 29, 2025

Get rates
Ocean Gate Inn
See all 1,463 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 $866 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.