Book Exclusive Southport Vacation Packages

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Southport flight + hotel packages

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

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was CA $1,032, price is now CA $856 per person
CA $856
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Watertown (ART) to Portland (PWM)
Stay at this 4-star business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was CA $4,184, price is now CA $2,823 per person
CA $2,823
per person
Dec 28 - Jan 4
found 20 hours ago
Roundtrip flight included
Montreal (YMQ) to Portland (PWM)
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was CA $1,229, price is now CA $979 per person
CA $979
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Watertown (ART) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was CA $1,057, price is now CA $861 per person
CA $861
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Watertown (ART) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was CA $1,424, price is now CA $1,194 per person
CA $1,194
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Watertown (ART) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.

Top Southport hotels deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Get rates
Stay at this 3-star hotel in Southport. Enjoy free breakfast, an outdoor pool, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Juniper Point and Maine State Aquarium are located nearby.
Pool
Breakfast included
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
60 Newagen Colony, Southport, ME
Get rates
Stay at this 3.5-star family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southport Memorial Library and Hendricks Hill Museum are located nearby.
Pool
Parking included
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
The price is CA $105 per night
CA $105
CA $115 total
Nov 9 - Nov 10
includes taxes & fees
Book a stay at this business-friendly motel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Androscoggin Swinging Bridge and Brunswick Golf Course are located nearby.
Breakfast included
Parking included
Comfort Inn Brunswick

Comfort Inn Brunswick

2.5 out of 5
199 Pleasant St, Brunswick, ME
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $150 total
Nov 10 - Nov 11
includes taxes & fees
Book a stay at this business-friendly hotel in Brunswick. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Brunswick Golf Course and Androscoggin Swinging Bridge are located nearby.
Breakfast included
Parking included
The Federal

The Federal

2.5 out of 5
10 Water St, Brunswick, ME
Get rates
Stay at this hotel in Brunswick. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions West Island Gallery and Gulf of Maine are located nearby.
Pet-friendly
Parking included
The Brunswick Hotel

The Brunswick Hotel

3 out of 5
4 Noble St, Brunswick, ME
Get rates
Stay at this 3-star business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions First Parish Church and Pickard Theater are located nearby.
Pet-friendly
Parking included
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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 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 Beach

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 seaside.

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 Vacations

Enjoy yourself more, worry less and wander wisely in Southport! Ensure your trip gets off to a superb start by finding out a few things about this unique destination.

You'll discover this Boothbay Harbor neighborhood 3 miles (5 kilometers) southwest of the downtown action.

Boothbay Harbor is home to some 1,000 residents.

Places to visit in Southport

Discover Hendricks Head Light, a long-standing building whose beam has guided vessels through thundering storms and crashing waves for many years. Want more ideas? History has plenty to teach us. Soak up the knowledge and better acquaint yourself with times past at Hendricks Hill Museum.

Where do you fly into for Southport?

Grab your luggage and passport and get set for one-of-a-kind experiences. When you touch down at Portland International Jetport Airport (PWM), you'll be just 35 miles (56 kilometers) west of Southport.

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 CA $856. 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 193 kilometers 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 56 kilometers west of the downtown area. You could also opt to fly into Knox County Regional Airport (RKD) (48 kilometers away from central Southport) or Augusta State Airport (AUG) (56 kilometers 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.

Photos of local treasures

Browse Southport vacation photos for more inspiration

Southport
Photo by Melissa Hoyer
Photo by Melissa Hoyer
Photo by Beth Hughes
Photo by Beth Hughes