Southport Vacation Packages 2025/2026 from $536

Southport flight + hotel vacation packages

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

Nonantum Resort

$536

per person

Oct 30 - Nov 3

found 5 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Portland (PWM)

This Victorian hotel features a marina and 2 restaurants. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Cliff House Maine

Save 100% on your flight

$956

per person

Oct 30 - Nov 3

found 5 hours ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Portland Harbor Hotel

Downtown Portland

Save 100% on your flight

$1,332

per person

Oct 9 - Oct 13

found 6 hours ago

Roundtrip flight included

Chicago (CHI) 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.

The Docent's Collection

Downtown Portland

$566

per person

Nov 7 - Nov 9

found 1 day ago

Roundtrip flight included

Orlando (MCO) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.

Kennebunkport Captains Collection

$759

per person

Nov 26 - Nov 30

found 3 hours ago

Roundtrip flight included

Orlando (MCO) to Portland (PWM)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. A garden, luggage storage, and concierge services are also on offer.

Top Southport hotels deals

Ocean Gate Resort

70 Ocean Gate Rd, Southport, ME

$177 nightly

$191 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features an outdoor pool and an outdoor tennis court. Enjoy the free buffet breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Pool

Breakfast included

Newagen Seaside Inn

60 Newagen Colony, Southport, ME

$292 nightly

$318 total

Sep 7 - Sep 8

Total with taxes and fees

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.

Get rates

This cottage features barbecue grills.

Kitchen

Pet friendly

Flagship Inn and Suites

200 Townsend Avenue, Boothbay Harbor, ME

$172 nightly

$187 total

Oct 6 - Oct 7

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

Comfort Inn Brunswick

199 Pleasant St, Brunswick, ME

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$147 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. A lobby fireplace, a computer station, and free newspapers are also on offer.

Breakfast included

Parking included

Travelers Inn

130 Pleasant St, Brunswick, ME

Free Cancellation

Reserve now, pay when you stay

$109 nightly

$119 total

Sep 8 - Sep 9

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Laundry facilities are provided for your convenience.

Breakfast included

Parking included

Don't see what you're looking for?

See all available properties in Southport

View all properties

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 Beach

Why not spend a lazy afternoon at Hendricks Head Beach during your trip to West Southport? Discover the area's museums and monuments.

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 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.

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 $536. 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.