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 Wolfeboro Inn
per person
Mar 19 - Mar 22
found 12 hours ago
Roundtrip flight included
Tampa (TPA) to Portland (PWM)
Stay at this 3.5-star beach hotel in Wolfeboro. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Lake Winnipesaukee and Hampshire Pewter Co. are located nearby.
Inn By The Sea
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) 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.
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Maine Mall and Victoria Mansion are located nearby.
Embassy Suites by Hilton Portland Maine
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Maine Mall and Tate House Museum are located nearby.
Portland Harbor Hotel
per person
Feb 7 - Feb 9
found 24 hours ago
Roundtrip non-stop 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 Maine Mall and Cross Insurance Arena are located nearby.
The Westin Portland Harborview
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Maine Mall and State Theatre 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, Jan 11 - Mon, Jan 13
PHL
Philadelphia Intl.
PWM
Portland Intl. Jetport
$118 Roundtrip, found 3 days ago
$118
Roundtrip
found 3 days ago
Mon, Mar 31 - Tue, Apr 1
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Fri, Apr 4 - Mon, Apr 7
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$134 Roundtrip, found 18 hours ago
$134
Roundtrip
found 18 hours ago
Wed, Jan 1 - Mon, Jan 6
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 23 hours ago
$144
Roundtrip
found 23 hours ago
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