Search Deals onBailey Island Vacation Packages
Bailey Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ramada Plaza by Wyndham Portland
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Waldo Emerson Inn
Save 100% on your flight
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.
Hilton Garden Inn Portland Downtown Waterfront
Save 100% on your flight
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel
Save 100% on your flight
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 State Theatre and Thompson's Point are located nearby.
Inn By The Sea
Save 100% on your flight
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Stay at this 4-star beach 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.
Blind Tiger Portland - Danforth Street.
Save 100% on your flight
per person
May 21 - May 27
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions State Theatre and Thompson's Point are located nearby.
The Harraseeket Inn & Event House
Save 100% on your flight
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Stay at this 3.5-star business-friendly hotel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Freeport Historical Society are located nearby.
Ramada by Wyndham Saco/Old Orchard Beach Area
per person
May 31 - Jun 7
found 7 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Saco Museum 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.
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$108 Roundtrip, found 15 hours ago
$108
Roundtrip
found 15 hours ago
Sat, Mar 22 - Sat, Mar 29
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$113 Roundtrip, found 15 hours ago
$113
Roundtrip
found 15 hours ago
Fri, Apr 4 - Thu, Apr 10
LGA
LaGuardia
PWM
Portland Intl. Jetport
$133 Roundtrip, found 4 days ago
$133
Roundtrip
found 4 days ago
Mon, Mar 31 - Fri, Apr 4
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
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