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Portland Vacation Packages

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Portland Flight + Hotel Packages

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

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $1,107, price is now $837 per person
$837
per person
Dec 24 - Dec 28
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this 4.5-star luxury 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $893, price is now $681 per person
$681
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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 Docent's Collection - New Opening

The Docent's Collection - New Opening

2 out of 5
Price was $1,314, price is now $1,009 per person
$1,009
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this hotel in Portland. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Popular attractions Thompson's Point and Maine Mall are located nearby.
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $819, price is now $632 per person
$632
per person
Dec 24 - Dec 28
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
Stay at this motel in Ogunquit. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $1,369, price is now $1,060 per person
$1,060
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Price was $1,182, price is now $924 per person
$924
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.

Portland Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Save 100% on your flight
Price was $1,107, price is now $837 per person
$837
per person
Dec 24 - Dec 28
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Portland (PWM)
InnSeason Resorts The Falls at Ogunquit

InnSeason Resorts The Falls at Ogunquit

2.5 out of 5
Price was $819, price is now $632 per person
$632
per person
Dec 24 - Dec 28
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)

Portland Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
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 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 $1,058, price is now $765 per person
$765
per person
Jan 7 - Jan 13
found 24 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was $893, price is now $681 per person
$681
per person
Dec 24 - Dec 29
found 1 day ago
Roundtrip non-stop 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 $1,314, price is now $1,009 per person
$1,009
per person
Dec 24 - Dec 29
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.

Delta
Wed, Nov 12 - Sat, Nov 15
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 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 2 days ago
United
Mon, Nov 3 - Thu, Nov 6
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 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 3 days ago
JetBlue Airways
Wed, Nov 5 - Mon, Nov 10
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$180 Roundtrip, found 4 hours ago
$180
Roundtrip
found 4 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 4 hours ago
American Airlines
Mon, Nov 24 - Thu, Nov 27
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$189 Roundtrip, found 3 days ago
$189
Roundtrip
found 3 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 3 days ago