Search Deals onGray Vacation Packages
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Gray Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Chebeague Island Inn
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

The Kennebunk Inn
per person
Jun 7 - Jun 14
found 21 hours ago
Roundtrip non-stop flight included
Madison (MSN) 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 Kennebunk Free Library and Brick Store Museum are located nearby.

Inn By The Sea
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Stay at this 4-star 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 Harbor Hotel
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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 Thompson's Point and Maine Mall are located nearby.

Grand Beach Inn
per person
Jun 7 - Jun 14
found 21 hours ago
Roundtrip non-stop flight included
Madison (MSN) to Portland (PWM)
Stay at this 3-star hotel in Old Orchard Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Old Orchard Beach Pier and Old Orchard Beach are located nearby.

Hilton Garden Inn Portland Downtown Waterfront
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) 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.

Fortland Island Campground
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Book a stay at this beach campground in Portland. Enjoy free parking, a private beach, and a picnic area. Popular attractions Thompson's Point and House Island are located nearby.
Gray Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Gray 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, Apr 19 - Sat, Apr 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$89 Roundtrip, found 3 days ago
$89
Roundtrip
found 3 days ago

Wed, May 21 - Tue, May 27
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago

Wed, May 7 - Wed, May 14
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago

Tue, May 13 - Tue, May 20
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
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