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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.
84 Main

84 Main

4 out of 5
Price was $400, price is now $287 per person
$287
per person
Mar 6 - Mar 9
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 McKernan Inn

The McKernan Inn

3 out of 5
Price was $554, price is now $407 per person
$407
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Price was $612, price is now $470 per person
$470
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $879, price is now $676 per person
$676
per person
Feb 27 - Mar 1
found 1 day ago
Roundtrip flight included
New York (JFK) 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.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Save 100% on your flight
Price was $998, price is now $772 per person
$772
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $526, price is now $407 per person
$407
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Inn By The Sea

Inn By The Sea

4 out of 5
Price was $790, price is now $622 per person
$622
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Dormir

Dormir

3 out of 5
Price was $371, price is now $301 per person
$301
per person
Mar 6 - Mar 9
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Book a stay at this business-friendly hotel in Windham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Seacoast Adventure and Sebago Lake Basin are located nearby.

Portland Vacation Packages 3-4 Night Stays

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

84 Main

4 out of 5
Price was $400, price is now $287 per person
$287
per person
Mar 6 - Mar 9
found 16 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 $850, price is now $573 per person
$573
per person
Apr 3 - Apr 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $554, price is now $407 per person
$407
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $1,359, price is now $999 per person
$999
per person
Feb 27 - Mar 2
found 3 hours ago
Roundtrip flight included
Chicago (ORD) to Portland (PWM)

Portland 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
Price was $1,126, price is now $739 per person
$739
per person
Apr 4 - Apr 10
found 1 day 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
Save 100% on your flight
Price was $2,255, price is now $1,515 per person
$1,515
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
The McKernan Inn

The McKernan Inn

3 out of 5
Price was $1,182, price is now $875 per person
$875
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Portland (PWM)
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $1,034, price is now $804 per person
$804
per person
Apr 4 - Apr 10
found 1 day ago
Roundtrip 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
Tue, Feb 3 - Sat, Feb 7
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Delta flight, departing Tue, Feb 3 from Tampa Intl. to Portland Intl. Jetport, returning Sat, Feb 7, priced at $183 found 3 days ago
American Airlines
Wed, May 27 - Tue, Jun 2
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$200 Roundtrip, found 4 hours ago
$200
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Jun 2, priced at $200 found 4 hours ago
American Airlines
Tue, Feb 17 - Tue, Feb 24
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$204 Roundtrip, found 4 hours ago
$204
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Tue, Feb 17 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Tue, Feb 24, priced at $204 found 4 hours ago
JetBlue Airways
Wed, May 27 - Wed, Jun 3
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 5 days ago
$217
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, May 27 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $217 found 5 days ago