Search Deals onGray Vacation Packages
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Gray Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The McKernan Inn
Save 100% on your flight
per person
Sep 7 - Sep 11
found 23 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
Portland Harbor Hotel
Save 100% on your flight
per person
Sep 20 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
The Weldon Hotel
Save 100% on your flight
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection
Save 100% on your flight
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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 Thompson's Point and Maine Mall are located nearby.
Cliff House Maine
Save 100% on your flight
per person
Sep 8 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) 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.
Chebeague Island Inn
per person
Sep 23 - Sep 27
found 2 hours ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
Hyatt Place Portland Downtown - Old Port Square
Save 100% on your flight
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Kennebunkport Captains Collection
Save 100% on your flight
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Nashville (BNA) 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.
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.
Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Tue, Sep 16 - Tue, Sep 30
LGA
LaGuardia
PWM
Portland Intl. Jetport
$117 Roundtrip, found 8 hours ago
$117
Roundtrip
found 8 hours ago
Mon, Aug 25 - Wed, Sep 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 2 hours ago
$162
Roundtrip
found 2 hours ago
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