Search Deals onCasco Bay Islands Vacation Packages
Casco Bay Islands Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
per person
May 4 - May 9
found 12 hours ago
Roundtrip non-stop flight included
Washington (IAD) 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 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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.
Inn By The Sea
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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.
The Freeport Hotel, Ascend Hotel Collection
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Portland (PWM)
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bradbury Mountain State Park and Wilbur's of Maine Chocolate Confections are located nearby.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Casco Bay Inn
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eartha and Clay Play are located nearby.
Old Orchard Beach Inn
per person
Jun 7 - Jun 14
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) to Portland (PWM)
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Old Orchard Beach are located nearby.
Casco Bay Islands Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Casco Bay Islands 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 1 day ago
$101
Roundtrip
found 1 day ago
Tue, May 6 - Tue, May 20
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$181 Roundtrip, found 3 days ago
$181
Roundtrip
found 3 days ago
Tue, Jun 3 - Fri, Jun 6
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$193 Roundtrip, found 6 days ago
$193
Roundtrip
found 6 days ago
Tue, Jun 17 - Wed, Jun 18
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$218 Roundtrip, found 1 day ago
$218
Roundtrip
found 1 day ago
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Car Rentals in Casco Bay Islands
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