Search Deals onBailey Island Vacation Packages
Bailey Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
The Docent's Collection
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions State Theatre and Thompson's Point are located nearby.
Portland Harbor Hotel
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) 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.
Chebeague Island Inn
Save 100% on your flight
per person
Sep 24 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
Cliff House Maine
Save 100% on your flight
per person
Aug 22 - Aug 25
found 5 hours ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this 4.5-star 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 Ogunquit Beach and Perkins Cove are located nearby.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Sep 24 - Sep 28
found 21 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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 Dock Square and Goose Rocks Beach are located nearby.
Portland Regency Hotel & Spa
Save 100% on your flight
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this 3.5-star 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 State Theatre and Thompson's Point 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.
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Tue, Jul 22 - Sat, Aug 2
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$150 Roundtrip, found 4 days ago
$150
Roundtrip
found 4 days ago
Mon, Aug 25 - Wed, Sep 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$155 Roundtrip, found 5 hours ago
$155
Roundtrip
found 5 hours ago
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