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Great 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.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was $809, price is now $633 per person
$633
per person
Jul 28 - Aug 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,861, price is now $1,164 per person
$1,164
per person
Aug 14 - Aug 19
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,204, price is now $1,411 per person
$1,411
per person
Aug 14 - Aug 19
found 2 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $2,249, price is now $1,618 per person
$1,618
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 3 coffee shops/cafes, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Thompson's Point are located nearby.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,127, price is now $816 per person
$816
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $2,491, price is now $1,847 per person
$1,847
per person
Aug 23 - Aug 28
found 20 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
Book a stay at this 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 Marginal Way and Ogunquit Beach are located nearby.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was $1,392, price is now $1,090 per person
$1,090
per person
Jul 28 - Aug 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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 Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
Price was $889, price is now $699 per person
$699
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly motel in Freeport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions LL Bean Flagship Store and Bradbury Mountain State Park are located nearby.

Great Diamond Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Nautical Mile

Nautical Mile

2.5 out of 5
Price was $911, price is now $694 per person
$694
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,141, price is now $771 per person
$771
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,368, price is now $929 per person
$929
per person
Aug 27 - Aug 30
found 22 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $2,060, price is now $1,641 per person
$1,641
per person
Sep 5 - Sep 9
found 2 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Great Diamond Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,861, price is now $1,164 per person
$1,164
per person
Aug 14 - Aug 19
found 3 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,204, price is now $1,411 per person
$1,411
per person
Aug 14 - Aug 19
found 2 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,254, price is now $1,606 per person
$1,606
per person
Aug 23 - Aug 28
found 21 hours ago
Roundtrip non-stop flight included
Columbus (CMH) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,249, price is now $1,618 per person
$1,618
per person
Jul 25 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Bargain Flight
Tue, Aug 18 - Sat, Aug 22
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$210 Roundtrip, found 6 days ago
$210
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Tue, Aug 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Aug 22, priced at $210 found 6 days ago
Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 1 day ago
$221
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $221 found 1 day ago
American Airlines
Tue, Jul 28 - Wed, Aug 5
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 6 days ago
$242
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jul 28 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 5, priced at $242 found 6 days ago
JetBlue Airways
Tue, Aug 4 - Wed, Aug 12
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$251 Roundtrip, found 2 days ago
$251
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 4 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Aug 12, priced at $251 found 2 days ago