Search Deals on
Gray Vacation Packages

Build your package with 2 more options

Gray Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,007, price is now $633 per person
$633
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) 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.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $1,472, price is now $881 per person
$881
per person
Aug 26 - Aug 31
found 8 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 1 day 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 $1,964, price is now $1,354 per person
$1,354
per person
Aug 14 - Aug 19
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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Save 100% on your flight
Price was $2,607, price is now $1,831 per person
$1,831
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Portland Head Light are located nearby.
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Save 100% on your flight
Price was $1,298, price is now $995 per person
$995
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
Book a stay at this family-friendly hotel in Southport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Southport Memorial Library and Hendricks Hill Museum are located nearby.
Bourne's Ocean Acres Ogunquit

Bourne's Ocean Acres Ogunquit

2.5 out of 5
Price was $1,013, price is now $782 per person
$782
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this motel 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 Ogunquit Beach and Marginal Way are located nearby.
AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
Save 100% on your flight
Price was $2,962, price is now $2,289 per person
$2,289
per person
Aug 25 - Sep 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
Stay at this 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 Wells Beach are located nearby.

Gray Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
Price was $1,007, price is now $633 per person
$633
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $1,597, price is now $1,070 per person
$1,070
per person
Aug 3 - Aug 7
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $1,259, price is now $845 per person
$845
per person
Aug 3 - Aug 7
found 21 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
Save 100% on your flight
Price was $1,298, price is now $995 per person
$995
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip flight included
Cincinnati (CVG) to Portland (PWM)

Gray 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 $1,472, price is now $881 per person
$881
per person
Aug 26 - Aug 31
found 8 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 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $1,798, price is now $1,180 per person
$1,180
per person
Aug 26 - Aug 31
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Save 100% on your flight
Price was $2,179, price is now $1,500 per person
$1,500
per person
Aug 26 - Aug 31
found 8 hours 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.

Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$221 Roundtrip, found 2 days ago
$221
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $221 found 2 days ago
Bargain Flight
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$224 Roundtrip, found 9 hours ago
$224
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Tue, Jul 7 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Jul 10, priced at $224 found 9 hours ago
United
Sun, Jun 28 - Sat, Jul 4
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$264 Roundtrip, found 9 hours ago
$264
Roundtrip
found 9 hours ago
Select United flight, departing Sun, Jun 28 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Jul 4, priced at $264 found 9 hours ago
JetBlue Airways
Sun, Jul 12 - Thu, Jul 16
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$297 Roundtrip, found 6 hours ago
$297
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sun, Jul 12 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Thu, Jul 16, priced at $297 found 6 hours ago