Name: A Cozy Retreat on Southport Island
Rating: 9.8

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.

Top Southport Vacation Deals

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

Saco Bay Hotel

CA $1,093

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

7.6/10 Good! (1,051 reviews)

We just had a night stay there during a journey but it was comfortable and what we needed

Reviewed on May 7, 2026

The Weldon Hotel

Downtown Portland

CA $1,858

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.8/10 Exceptional! (101 reviews)

Lovely suite! Comfy king bed, everything spotless, Great location. Would stay here again

Reviewed on Apr 23, 2026

1802 House Bed and Breakfast

CA $1,347

per person

Jun 18 - Jun 20

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9.6/10 Exceptional! (104 reviews)

Great place to stay for a getaway. Breakfast is outstanding, hostess and her husband prepare fresh ingredients with three tasty courses. Rooms are well decorated, clean, bright and comfortable. We stayed there in 2001 and again in 2025. Our favorite in Kennebunk Port.

Reviewed on Oct 28, 2025

Ogunquit River Inn & Suites

CA $1,134

per person

Jun 18 - Jun 20

found 10 hours ago

Roundtrip non-stop flight included

Montreal (YMQ) to Portland (PWM)

9/10 Wonderful! (1,000 reviews)

The front desk was incredibly nice. They moved us closer to our family in another room without being asked. It was very appreciated, thank you.

Reviewed on May 3, 2026

Portland Harbor Hotel

Downtown Portland

CA $1,453

per person

Aug 3 - Aug 6

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Portland (PWM)

9.4/10 Exceptional! (1,753 reviews)

Really enjoyed our stay. Staff was great as well!

Reviewed on May 8, 2026

Ready to book your vacation to Southport?

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Southport Hotel Deals

Ocean Gate Inn

70 Ocean Gate Rd Southport ME

CA $369

CA $422 total

Jun 1 - Jun 2

includes taxes & fees

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

Newagen Seaside Inn

60 Newagen Colony Southport ME

CA $185

CA $239 total

May 27 - May 28

includes taxes & fees

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

A Cozy Retreat on Southport Island

Southport ME

9.8/10 Exceptional! (28 reviews)

Exceptional stay at your exceptional cottage. You are a wonderful host. Everything is perfect just the way it is, trapped in better times and for that reason I was healed. Your cottage, the care you take for the customers and the care you take for the cottage Is something I have never experienced ...

Reviewed on Sep 10, 2025

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See all 1,482 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.