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
per person
Jul 15 - Jul 18
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Nautical Mile
Save 100% on your flight
per person
Jun 30 - Jul 4
found 1 day ago
Roundtrip non-stop flight included
Kansas City (MCI) to Portland (PWM)
Stay at this aparthotel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
Chebeague Island Inn
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Weldon Hotel
per person
Jun 9 - Jun 13
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Stay at this 4-star aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
per person
Jul 25 - Jul 28
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 daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Jul 15 - Jul 18
found 1 hour ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Portland Harbor Hotel
per person
Jul 1 - Jul 5
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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 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.
Thu, May 1 - Fri, May 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$113 Roundtrip, found 5 days ago
$113
Roundtrip
found 5 days ago
Wed, May 7 - Wed, May 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$145 Roundtrip, found 5 days ago
$145
Roundtrip
found 5 days ago
Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 22 hours ago
$147
Roundtrip
found 22 hours ago
Tue, Aug 5 - Tue, Aug 19
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
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