Search Deals onBailey Island Vacation Packages
Bailey Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
84 Main
Price was $673, price is now $521 per person
$521
per person
Apr 7 - Apr 10
found 18 hours ago
Roundtrip flight included
Washington (DCA) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
Ogunquit River Inn & Suites
Price was $832, price is now $618 per person
$618
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Moody Beach and Ogunquit Beach are located nearby.
The Docent's Collection at 121 Middle Street
Price was $1,231, price is now $918 per person
$918
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Mall and Cathedral of the Immaculate Conception are located nearby.
The Weldon Hotel
Price was $1,284, price is now $968 per person
$968
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall and Victoria Mansion are located nearby.
Portland Harbor Hotel
Price was $1,147, price is now $879 per person
$879
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall and Cross Insurance Arena are located nearby.
Blind Tiger Portland - Danforth Street.
Price was $1,395, price is now $1,098 per person
$1,098
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Maine Mall and Victoria Mansion are located nearby.
Inn By The Sea
Price was $1,307, price is now $1,063 per person
$1,063
per person
May 21 - May 24
found 22 hours 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.
Portland Regency Hotel & Spa
Price was $1,044, price is now $853 per person
$853
per person
May 18 - May 22
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Maine Mall 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.
Bailey 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, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Fri, Mar 27 - Mon, Apr 6
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$219 Roundtrip, found 2 days ago
$219
Roundtrip
found 2 days ago
Wed, Apr 15 - Mon, Apr 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
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