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

Microtel Inn & Suites By Wyndham Windham
Save 100% on your flight
per person
Jun 6 - Jun 10
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebago Lake and Seacoast Adventure are located nearby.

Chebeague Island Inn
Save 100% on your flight
per person
Jun 20 - Jun 27
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Portland Harbor Hotel
Save 100% on your flight
per person
Jul 24 - Jul 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.

Best Western Merry Manor Inn
per person
Jun 9 - Jun 13
found 13 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Portland (PWM)
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Maine Mall and Thompson's Point are located nearby.

AWOL Kennebunkport
Save 100% on your flight
per person
Jul 24 - Jul 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.

Kennebunkport Captains Collection
Save 100% on your flight
per person
Jul 24 - Jul 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Kennebunkport Village Green and W. Robert Paine Gallery are located nearby.

River View Resort
Save 100% on your flight
per person
Jun 6 - Jun 10
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this motel in Bethel. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Sunday River and Bethel Pathway are located nearby.

Ogunquit River Inn & Suites
Save 100% on your flight
per person
Jul 24 - Jul 29
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this 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 Moody Beach and Ogunquit 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.

Sat, Jun 21 - Sat, Jun 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$120 Roundtrip, found 21 hours ago
$120
Roundtrip
found 21 hours ago

Sat, Jul 5 - Tue, Jul 8
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago

Tue, Jul 1 - Thu, Jul 3
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$153 Roundtrip, found 3 days ago
$153
Roundtrip
found 3 days ago

Thu, May 22 - Wed, May 28
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$168 Roundtrip, found 4 days ago
$168
Roundtrip
found 4 days ago
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