Search Deals onGreat Diamond Island Vacation Packages
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Great Diamond Island Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn
per person
Jun 13 - 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.
Waldo Emerson Inn
Save 100% on your flight
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Washington (IAD) to Portland (PWM)
Stay at this 3-star B&B in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Wedding Cake House and Kennebunk Dog Park are located nearby.
Holiday Inn Express Biddeford by IHG
Save 100% on your flight
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Washington (IAD) to Portland (PWM)
Book a stay at this business-friendly hotel in Biddeford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach and Marden's Surplus and Salvage are located nearby.
AWOL Kennebunkport
Save 100% on your flight
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Washington (IAD) 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.
And. N B&B
per person
Jun 29 - Jul 5
found 1 day ago
Roundtrip flight included
Washington (IAD) to Portland (PWM)
Stay at this 3-star B&B in Gray. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Spring Meadows Golf Course and Little Sebago Lake are located nearby.
Ramada by Wyndham Saco/Old Orchard Beach Area
per person
Jun 21 - Jun 28
found 2 hours ago
Roundtrip flight included
Raleigh (RDU) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Old Orchard Beach and Old Orchard Beach Pier are located nearby.
Inn By The Sea
per person
Jun 13 - 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.
Hampton Inn Portland Downtown - Waterfront
per person
Jun 23 - Jun 27
found 3 hours ago
Roundtrip flight included
Baltimore (BWI) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
Great Diamond Island Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Great Diamond 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.
Mon, Apr 21 - Sun, May 4
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$91 Roundtrip, found 1 day ago
$91
Roundtrip
found 1 day ago
Wed, Apr 23 - Wed, Apr 30
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$133 Roundtrip, just found
$133
Roundtrip
just found
Sat, Jul 5 - Sat, Jul 5
LGA
LaGuardia
PWM
Portland Intl. Jetport
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Wed, May 7 - Tue, May 20
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
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Car Rentals in Great Diamond Island
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