Southport Vacation Packages 2026 from $616

Southport flight + hotel vacation packages

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

Portland Harbor Hotel

Downtown Portland

$616

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Cliff House Maine

Bald Head

$1,259

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

84 Main

$646

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. Luggage storage and laundry facilities are also provided.

Inn By The Sea

$904

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Kennebunkport Captains Collection

$927

per person

Mar 19 - Mar 23

found 1 day ago

Roundtrip non-stop flight included

Omaha (OMA) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage and concierge services are also provided.

Top Southport hotels deals

Newagen Seaside Inn

60 Newagen Colony Southport ME

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This hotel features 2 outdoor tennis courts, an outdoor pool, and a restaurant. There's fun for all ages with a bowling alley and a playground, and families will appreciate the picnic area. Enjoy the gym and perks like free self parking and free WiFi.

Pool

Parking included

Enjoyable 1-bedroom rustic cottage in Southport.

Southport ME

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This cottage includes a garden and barbecue grills.

Kitchen

Pet friendly

The Brunswick Hotel

4 Noble St Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$114 total

Feb 8 - Feb 9

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a terrace, and a lobby fireplace are also offered.

The Federal

10 Water St Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$121 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli is provided and the front desk is staffed around-the-clock.

Pet friendly

Parking included

Fairfield Inn & Suites by Marriott Brunswick Freeport

36 Old Portland Rd Brunswick ME

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$110 total

Feb 3 - Feb 4

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Flagship Inn and Suites

200 Townsend Avenue Boothbay Harbor ME

$118 nightly

$128 total

Feb 1 - Feb 2

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Pet friendly

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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.

Popular places to visit

Hendricks Head Light

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

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 Head Beach

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.

Frequently asked questions

How much are vacation packages to Southport?

With Travelocity vacation packages, you could paint the town red in Southport for as little as $616. Flights, tours and hotels — we have it all. You'll save tons just for combining your bookings. And with all that taken care of before you set off, you can sit back, relax and not worry about a thing.

How long should my Southport vacation be?

There's no hard and fast rule when it comes to how long your Southport vacation should be, but the majority of travelers like to stay for around 3 nights. Got some wiggle room in your departure date? Extend your escape by an extra night or two. That way, you'll have enough time to discover the area's hidden gems as well.

Where can I get the best vacation package deals for Southport?

Look no further than Travelocity. With access to 400 airline partners and an incredible 1,000,000 properties around the world, selecting the perfect Southport package deal couldn't be easier.

Why should I book my Southport vacation package via Travelocity?

With fantastic service, 24/7 support and some of the most gorgeous escapes around, you'll never wander alone. And if you happen to find a better price, we'll match it. That's our Price Match Guarantee.

Can I save money on my Southport car rental if I book it with hotels and flights?

With a Southport vacation package, you can combine your hotel, flight and car bookings and save some serious money. If you want to see the best of this wonderful part of the world, why not head to TD Garden? This well-known sight is 120 mi from Southport. With a rental car, you'll be there in a flash.

Which airport is best for Southport?

For many wanderers, a stay in Southport means strolling through arrivals at Portland Intl. Jetport Airport (PWM). This buzzing airport sits 35 mi west of the downtown area. You could also opt to fly into Knox County Regional Airport (RKD) (30 mi away from central Southport) or Augusta State Airport (AUG) (35 mi away from central Southport).

What is there to do in Southport?

While veering off the tourist trail can be rewarding, you really shouldn't miss the big sights that make a place famous. Hendricks Head Beach and Hendricks Head Light are a couple of them in Southport.

Where should I stay when visiting Southport?

Many visitors choose to check in to the Ocean Gate Resort. It's a great base for your Southport vacation.