Search Deals on
Freeport Vacation Packages

Build your package with 2 more options

Freeport Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
84 Main

84 Main

4 out of 5
Price was $695, price is now $569 per person
$569
per person
Mar 27 - Mar 30
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this condo in Kennebunk. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Dock Square and Kennebunk Free Library are located nearby.
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Price was $968, price is now $755 per person
$755
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Popular attractions Maine Sports Hall of Fame and Cathedral of the Immaculate Conception are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Price was $1,308, price is now $1,024 per person
$1,024
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 Perkins Cove and Marginal Way are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $821, price is now $661 per person
$661
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip 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 Cross Insurance Arena and Fore Street Gallery are located nearby.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $830, price is now $675 per person
$675
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions N.W. Barrett Gallery and Fore Street Gallery are located nearby.
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $822, price is now $670 per person
$670
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this beach inn in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Fort Preble and Portland Harbor Museum are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $924, price is now $774 per person
$774
per person
May 8 - May 10
found 15 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Victoria Mansion and Portland Club are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $951, price is now $804 per person
$804
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this 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.

Freeport Vacation Packages 3-4 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
Price was $821, price is now $661 per person
$661
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $968, price is now $755 per person
$755
per person
Mar 12 - Mar 15
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Price was $1,308, price is now $1,024 per person
$1,024
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $830, price is now $675 per person
$675
per person
Mar 12 - Mar 15
found 6 hours 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.
The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel

2 out of 5
Price was $590, price is now $519 per person
$519
per person
Apr 2 - Apr 7
found 19 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $1,123, price is now $900 per person
$900
per person
Mar 30 - Apr 5
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,151, price is now $938 per person
$938
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Downtown Portland
Price was $758, price is now $640 per person
$640
per person
May 1 - May 6
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)

Top Flight Deals

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

Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$182 Roundtrip, found 5 hours ago
$182
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $182 found 5 hours ago
Bargain Flight
Mon, May 18 - Wed, May 27
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 5 hours ago
$203
Roundtrip
found 5 hours ago
Select Bargain Flight flight, departing Mon, May 18 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Wed, May 27, priced at $203 found 5 hours ago
Delta
Fri, Mar 6 - Wed, Mar 11
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 2 hours ago
$209
Roundtrip
found 2 hours ago
Select Delta flight, departing Fri, Mar 6 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Mar 11, priced at $209 found 2 hours ago
American Airlines
Tue, Mar 17 - Wed, Mar 25
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$224 Roundtrip, found 10 hours ago
$224
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Tue, Mar 17 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Mar 25, priced at $224 found 10 hours ago