Search Deals onBailey Island Vacation Packages
Bailey Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Cambria Hotel Portland Downtown-Old Port
Price was $410, price is now $348 per person
$348
per person
Dec 26 - Dec 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Maine Jewish Museum and Maine Narrow Gauge Railroad Company and Museum are located nearby.
Blind Tiger Portland – Carleton Street
Price was $651, price is now $517 per person
$517
per person
Dec 26 - Dec 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Neal S. Dow House and Center for Cultural Exchange are located nearby.
Cliff House Maine
Price was $1,244, price is now $989 per person
$989
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Book a stay at this luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Perkins Cove and Marginal Way are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $947, price is now $778 per person
$778
per person
Dec 26 - Dec 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Admiral Peary Inn
Price was $1,041, price is now $876 per person
$876
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Fryeburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Fryeburg Public Library and Bradley Memorial Park are located nearby.
Spinneys Guesthouse & Beach Cottages
Price was $484, price is now $408 per person
$408
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this beach guesthouse in Phippsburg. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Popham Beach and Fort Popham State Historic Site are located nearby.
Portland Regency Hotel & Spa
Price was $446, price is now $376 per person
$376
per person
Dec 26 - Dec 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.
Portland Harbor Hotel
Price was $463, price is now $401 per person
$401
per person
Dec 26 - Dec 28
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Bailey Island Vacation Packages 3-4 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, Dec 20 - Wed, Dec 24
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 6 days ago
$186
Roundtrip
found 6 days ago
Thu, Jan 15 - Mon, Jan 19
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 days ago
Fri, Jan 2 - Tue, Jan 6
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Tue, Mar 31 - Tue, Apr 7
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 22 hours ago
$219
Roundtrip
found 22 hours ago
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