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Southport Vacation Packages

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Southport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Price was $681, price is now $596 per person
$596
per person
Jan 23 - Jan 25
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and premium TV channels. Popular attractions State Theatre and Thompson's Point are located nearby.
We loved everything. The only thing is the mattress is a little soft and you easily roll to the middle!

Reviewed on Oct 27, 2026

84 Main

84 Main

4 out of 5
Price was $1,026, price is now $873 per person
$873
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room.

Reviewed on Jul 17, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,032, price is now $883 per person
$883
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Marginal Way and Ogunquit Beach are located nearby.

Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Price was $783, price is now $678 per person
$678
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this B&B in Fryeburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Fryeburg Fair and Fryeburg Public Library are located nearby.
Very unique and fun history.

Reviewed on Oct 27, 2026

Evalina Hotel

Evalina Hotel

2.5 out of 5
Price was $817, price is now $718 per person
$718
per person
Jan 23 - Jan 25
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this aparthotel in Portland. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions State Theatre and Thompson's Point are located nearby.

Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

3 out of 5
Price was $1,343, price is now $1,179 per person
$1,179
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this guesthouse in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Colony Beach are located nearby.
A special hotel. Beautiful setting, unique one-of-kind inn. So very Maine coastal. Staff could not have been more appropriately available, helpful, kind. Lovely experience all around.

Reviewed on Oct 26, 2026

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $1,149, price is now $1,013 per person
$1,013
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions State Theatre and Cross Insurance Arena are located nearby.
Very helpful and friendly staff

Reviewed on Oct 28, 2026

Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,045, price is now $928 per person
$928
per person
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.

Southport Vacation Packages 3-4 Night Stays

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

Admiral Peary Inn

3 out of 5
Price was $783, price is now $678 per person
$678
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $1,026, price is now $873 per person
$873
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,032, price is now $883 per person
$883
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

3 out of 5
Price was $1,343, price is now $1,179 per person
$1,179
per person
Dec 24 - Dec 27
found 6 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)

Southport Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
Price was $700, price is now $655 per person
$655
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
West End Collection at 49 Neal

West End Collection at 49 Neal

3 out of 5
West End
Price was $1,277, price is now $1,194 per person
$1,194
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Dormir

Dormir

3 out of 5
Price was $835, price is now $782 per person
$782
per person
Dec 1 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe

3 out of 5
Price was $931, price is now $912 per person
$912
per person
Dec 1 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Tue, Nov 10 - Wed, Nov 18
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$181 Roundtrip, found 3 hours ago
$181
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Tue, Nov 10 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Nov 18, priced at $181 found 3 hours ago
American Airlines
Thu, Nov 26 - Wed, Dec 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, just found
$201
Roundtrip
just found
Select American Airlines flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Dec 2, priced at $201 just found
Delta
Tue, Dec 1 - Sat, Dec 5
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 5 hours ago
$207
Roundtrip
found 5 hours ago
Select Delta flight, departing Tue, Dec 1 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, Dec 5, priced at $207 found 5 hours ago
United
Sat, Dec 5 - Tue, Dec 15
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$207 Roundtrip, just found
$207
Roundtrip
just found
Select United flight, departing Sat, Dec 5 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Tue, Dec 15, priced at $207 just found