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Freeport Vacation Packages

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Freeport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland

2.5 out of 5
Price was $501, price is now $373 per person
$373
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this business-friendly hotel in Scarborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maine Mall and Old Orchard Beach Pier are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Save 100% on your flight
Price was $722, price is now $419 per person
$419
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip 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.
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $888, price is now $542 per person
$542
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Save 100% on your flight
Price was $920, price is now $647 per person
$647
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Thompson's Point and Maine Mall are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,117, price is now $787 per person
$787
per person
Jan 7 - Jan 13
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $1,058, price is now $765 per person
$765
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3.5-star B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Thompson's Point and Maine Mall are located nearby.
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Save 100% on your flight
Price was $631, price is now $478 per person
$478
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Thompson's Point and Maine Mall are located nearby.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Save 100% on your flight
Price was $949, price is now $720 per person
$720
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this 4.5-star luxury aparthotel in Portland. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Popular attractions Thompson's Point and Maine Mall are located nearby.

Freeport Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was $597, price is now $487 per person
$487
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $1,056, price is now $835 per person
$835
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $766, price is now $612 per person
$612
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Downtown Portland
Price was $702, price is now $577 per person
$577
per person
Nov 23 - Nov 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Freeport Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $722, price is now $419 per person
$419
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Save 100% on your flight
Price was $888, price is now $542 per person
$542
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
Price was $920, price is now $647 per person
$647
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
Price was $1,117, price is now $787 per person
$787
per person
Jan 7 - Jan 13
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)

Top Flight Deals

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

Delta
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Nov 12 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Sat, Nov 15, priced at $150 found 3 days ago
United
Mon, Nov 3 - Thu, Nov 6
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$177 Roundtrip, found 4 days ago
$177
Roundtrip
found 4 days ago
Select United flight, departing Mon, Nov 3 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Thu, Nov 6, priced at $177 found 4 days ago
JetBlue Airways
Wed, Nov 5 - Mon, Nov 10
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 18 hours ago
$180
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Wed, Nov 5 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Nov 10, priced at $180 found 18 hours ago
American Airlines
Mon, Nov 24 - Thu, Nov 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select American Airlines flight, departing Mon, Nov 24 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Thu, Nov 27, priced at $189 found 4 days ago