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Harpswell Vacation Packages

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Harpswell Flight + Hotel Packages

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

Nautical Mile

2.5 out of 5
Price was $712, price is now $569 per person
$569
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Moody Beach and Footbridge Beach are located nearby.
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.

Reviewed on Sep 8, 2026

The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,294, price is now $1,026 per person
$1,026
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
Price was $2,367, price is now $2,013 per person
$2,013
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and Kennebunkport Village Green are located nearby.

84 Main

84 Main

4 out of 5
Price was $1,052, price is now $899 per person
$899
per person
Dec 24 - Dec 27
found 1 day 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 Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Price was $861, price is now $741 per person
$741
per person
Jan 26 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Cape Arundel Inn and Resort

Cape Arundel Inn and Resort

3 out of 5
Price was $1,949, price is now $1,683 per person
$1,683
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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

Evalina Hotel

Evalina Hotel

2.5 out of 5
Price was $1,024, price is now $887 per person
$887
per person
Jan 26 - Jan 29
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,898, price is now $1,652 per person
$1,652
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Perkins Cove and Marginal Way are located nearby.
Clean room, beautiful view and wonderful amenities on the property. Great getaway

Reviewed on Oct 30, 2026

Harpswell Vacation Packages 3-4 Night Stays

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

Nautical Mile

2.5 out of 5
Price was $712, price is now $569 per person
$569
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $890, price is now $716 per person
$716
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
84 Main

84 Main

4 out of 5
Price was $1,052, price is now $899 per person
$899
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $861, price is now $741 per person
$741
per person
Jan 26 - Jan 29
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Harpswell Vacation Packages 5-7 Night Stays

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 $1,030, price is now $854 per person
$854
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Price was $1,294, price is now $1,026 per person
$1,026
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent's Collection at 121 Middle Street

The Docent's Collection at 121 Middle Street

3.5 out of 5
Downtown Portland
Price was $1,428, price is now $1,213 per person
$1,213
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
Price was $2,367, price is now $2,013 per person
$2,013
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip 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
Fri, Nov 13 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$206 Roundtrip, found 1 hour ago
$206
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Nov 13 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Dec 2, priced at $206 found 1 hour ago
Delta
Tue, Dec 1 - Sat, Dec 5
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 3 hours ago
$207
Roundtrip
found 3 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 3 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
American Airlines
Thu, Nov 26 - Wed, Dec 2
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$215 Roundtrip, found 1 hour ago
$215
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, Dec 2, priced at $215 found 1 hour ago