Search Deals onHarpswell Vacation Packages
Harpswell Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Seabreeze Motel
Price was $729, price is now $628 per person
$628
per person
Dec 10 - Dec 15
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this motel in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Old Orchard Beach and Palace Playland are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $1,221, price is now $958 per person
$958
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
Place was charming and quirky. Very comfortable and well located.
Reviewed on Sep 18, 2026
Grand Beach Inn
Price was $912, price is now $756 per person
$756
per person
Dec 10 - Dec 15
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Grand Beach and Harmon Historical Museum are located nearby.
Not what we were expecting
Reviewed on Sep 27, 2026
Inn By The Sea
Price was $1,350, price is now $1,131 per person
$1,131
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip 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.
The Kendall Inn
Price was $926, price is now $798 per person
$798
per person
Nov 6 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Freeport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.
We had a wonderful stay! The innkeepers - Stephanie, Keith, and Matthew were great! Loved the breakfast choices! We enjoyed the front porch as well.
Reviewed on Sep 21, 2026
White Barn Inn & Spa, Auberge Collection
Price was $1,941, price is now $1,674 per person
$1,674
per person
Nov 13 - Nov 15
found 13 hours 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 Wells Beach are located nearby.
Blind Tiger Portland – Carleton Street
Price was $843, price is now $731 per person
$731
per person
Dec 24 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Beautiful place
Reviewed on Sep 20, 2026
The Weldon Hotel
Price was $1,044, price is now $913 per person
$913
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Cross Insurance Arena and Thompson's Point are located nearby.
Harpswell Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Harpswell Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Nov 7 - Sat, Nov 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 19 hours ago
$144
Roundtrip
found 19 hours ago
Wed, Oct 28 - Sat, Oct 31
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$185 Roundtrip, just found
$185
Roundtrip
just found
Wed, Nov 11 - Wed, Dec 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$213 Roundtrip, found 1 day ago
$213
Roundtrip
found 1 day ago
Tue, Oct 20 - Sat, Oct 31
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$301 Roundtrip, found 5 days ago
$301
Roundtrip
found 5 days ago
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