Search Deals onChebeague Island Vacation Packages
Chebeague Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

River View Resort
Save 100% on your flight
per person
May 15 - May 20
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.

Portland Harbor Hotel
Save 100% on your flight
per person
Jun 24 - Jul 2
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DAL) 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 Thompson's Point and Maine Mall are located nearby.

Chebeague Island Inn
Save 100% on your flight
per person
Jun 24 - Jul 2
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DAL) 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.

Waldo Emerson Inn
per person
May 13 - May 18
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.

Hampton Inn Portland Downtown - Waterfront
Save 100% on your flight
per person
Jun 24 - Jul 2
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.

Inn By The Sea
Save 100% on your flight
per person
May 13 - May 18
found 15 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.


Hilton Garden Inn Portland Downtown Waterfront
Save 100% on your flight
per person
Jun 24 - Jul 2
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DAL) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Chebeague Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Chebeague Island 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.

Fri, Apr 18 - Thu, May 1
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$101 Roundtrip, found 2 days ago
$101
Roundtrip
found 2 days ago

Tue, May 6 - Tue, May 20
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$181 Roundtrip, found 4 days ago
$181
Roundtrip
found 4 days ago

Wed, Jun 4 - Tue, Jun 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago

Wed, Apr 16 - Tue, Apr 29
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 17 hours ago
$218
Roundtrip
found 17 hours ago
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