Search Deals onHarpswell Vacation Packages
Harpswell Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Chebeague Island Inn
Save 100% on your flight
per person
Sep 27 - Sep 30
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4-star beach hotel in Chebeague Island. Enjoy free WiFi, breakfast (surcharge), and a free ferry terminal shuttle. Popular attractions Little John Island Preserve and Winslow Memorial Park are located nearby.

The Docent's Collection
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions State Theatre and Thompson's Point are located nearby.

Kennebunkport Captains Collection
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Dock Square and Goose Rocks Beach are located nearby.

Inn By The Sea
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4-star luxury hotel in Cape Elizabeth. Enjoy free valet parking, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Crescent Beach State Park and Crescent Beach are located nearby.

Portland Harbor Hotel
Save 100% on your flight
per person
Sep 27 - Sep 30
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 State Theatre and Thompson's Point are located nearby.

Portland Regency Hotel & Spa
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.

Blind Tiger Portland – Carleton Street
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions State Theatre and Thompson's Point are located nearby.

Blind Tiger Portland - Danforth Street.
Save 100% on your flight
per person
Sep 11 - Sep 17
found 17 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre 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.

Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$117 Roundtrip, found 5 hours ago
$117
Roundtrip
found 5 hours ago

Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 5 hours ago
$119
Roundtrip
found 5 hours ago

Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago

Tue, Jul 22 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
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