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Long Island Vacation Packages

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Long Island Flight + Hotel Packages

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

Portland Harbor Hotel

4 out of 5
Price was $422, price is now $335 per person
$335
per person
Jan 26 - Jan 28
found 3 hours ago
Roundtrip flight included
New York (JFK) 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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Price was $924, price is now $625 per person
$625
per person
Feb 5 - Feb 8
found 20 hours 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 Victoria Mansion and Charles Q. Clapp House are located nearby.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
Price was $844, price is now $617 per person
$617
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) 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.
The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

2 out of 5
Price was $912, price is now $669 per person
$669
per person
Feb 5 - Feb 8
found 20 hours 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 Fore Street Gallery and Maine Sports Hall of Fame are located nearby.
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
Price was $813, price is now $644 per person
$644
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Stay at this B&B in Portland. Enjoy free breakfast, free WiFi, and daily housekeeping. Popular attractions Neal S. Dow House and Center for Cultural Exchange are located nearby.
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
Price was $610, price is now $484 per person
$484
per person
Jan 11 - Jan 18
found 19 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Stay at this hotel in Freeport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions LL Bean Flagship Store and Eartha are located nearby.
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
Price was $649, price is now $523 per person
$523
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions State Theatre and Portland Stage are located nearby.
The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Price was $760, price is now $618 per person
$618
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Merrill Auditorium and Monument Square are located nearby.

Long Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $844, price is now $617 per person
$617
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
Downtown Portland
Price was $924, price is now $625 per person
$625
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
The Docent's Collection - Boyd Block

The Docent's Collection - Boyd Block

2 out of 5
Downtown Portland
Price was $912, price is now $669 per person
$669
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $813, price is now $644 per person
$644
per person
Feb 5 - Feb 8
found 20 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)

Long Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was $887, price is now $683 per person
$683
per person
Jan 11 - Jan 18
found 19 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
The Docent’s Collection – Thompson Block

The Docent’s Collection – Thompson Block

3.5 out of 5
Downtown Portland
Price was $1,095, price is now $816 per person
$816
per person
Jan 11 - Jan 18
found 19 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
Price was $1,334, price is now $996 per person
$996
per person
Jan 11 - Jan 18
found 19 hours ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.

3.5 out of 5
West End
Price was $1,268, price is now $950 per person
$950
per person
Jan 11 - Jan 18
found 19 hours ago
Roundtrip flight included
New York (JFK) 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, Jan 5 - Fri, Jan 9
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Mon, Jan 5 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Fri, Jan 9, priced at $174 found 3 days ago
United
Mon, Dec 15 - Mon, Dec 15
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$181 Roundtrip, found 1 day ago
$181
Roundtrip
found 1 day ago
Select United flight, departing Mon, Dec 15 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Mon, Dec 15, priced at $181 found 1 day ago
Bargain Flight
Mon, Jan 12 - Wed, Jan 21
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$184 Roundtrip, found 19 hours ago
$184
Roundtrip
found 19 hours ago
Select Bargain Flight flight, departing Mon, Jan 12 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Jan 21, priced at $184 found 19 hours ago
Breeze Airways
Wed, Dec 17 - Mon, Dec 22
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$186 Roundtrip, found 20 hours ago
$186
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Dec 17 from Orlando Intl. to Portland Intl. Jetport, returning Mon, Dec 22, priced at $186 found 20 hours ago