Search Deals onChebeague Island Vacation Packages
Chebeague Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Kennebunk Inn
Price was $788, price is now $615 per person
$615
per person
May 13 - May 20
found 9 hours ago
Roundtrip flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Portland Harbor Hotel
Price was $1,673, price is now $1,145 per person
$1,145
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cross Insurance Arena and Fore Street Gallery are located nearby.
The Docent’s Collection – Thompson Block
Price was $2,029, price is now $1,417 per person
$1,417
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
HomeAwhile
Price was $856, price is now $633 per person
$633
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this aparthotel in Scarborough. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Maine Mall and Nonesuch River Golf Club are located nearby.
Inn By The Sea
Price was $2,131, price is now $1,582 per person
$1,582
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this 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 Weldon Hotel
Price was $2,041, price is now $1,551 per person
$1,551
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Victoria Mansion and Charles Q. Clapp House are located nearby.
Comfort Inn & Suites Scarborough - Portland
Price was $933, price is now $722 per person
$722
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Big 20 Bowling Center and Nonesuch River Golf Club are located nearby.
The Westin Portland Harborview
Price was $1,254, price is now $973 per person
$973
per person
May 19 - May 26
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage 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.
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$191 Roundtrip, found 6 hours ago
$191
Roundtrip
found 6 hours ago
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 4 hours ago
$209
Roundtrip
found 4 hours ago
Tue, Jun 2 - Tue, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
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