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
Jun 18 - Jun 23
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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
Jul 8 - Jul 12
found 11 hours 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
Save 100% on your flight
per person
Jun 18 - Jun 23
found 7 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Portland Harbor Hotel
Save 100% on your flight
per person
Jul 24 - Jul 29
found 13 hours ago
Roundtrip non-stop 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 Thompson's Point and Maine Mall are located nearby.
AWOL Kennebunkport
Save 100% on your flight
per person
Jul 24 - Jul 29
found 13 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star 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.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Jul 24 - Jul 29
found 13 hours ago
Roundtrip non-stop 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.
Blind Tiger Portland – Carleton Street
Save 100% on your flight
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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.
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. 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.
Sat, Jun 21 - Sat, Jun 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Tue, Jul 1 - Thu, Jul 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 4 days ago
$153
Roundtrip
found 4 days ago
Thu, May 22 - Wed, May 28
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
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