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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.
Admiral Peary Inn

Admiral Peary Inn

3 out of 5
Save 100% on your flight
Price was $966, price is now $697 per person
$697
per person
Jul 25 - Jul 30
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Stay at this B&B in Fryeburg. Enjoy free WiFi, free parking, and a garden. Popular attractions Fryeburg Public Library and Bradley Memorial Park are located nearby.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Save 100% on your flight
Price was $2,368, price is now $1,352 per person
$1,352
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this business-friendly hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ogunquit Beach and Moody Beach are located nearby.
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,661, price is now $1,609 per person
$1,609
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this hotel in Ogunquit. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ogunquit Beach and Perkins Cove are located nearby.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
Price was $3,598, price is now $2,431 per person
$2,431
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) 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 Ogunquit Beach are located nearby.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,513, price is now $1,026 per person
$1,026
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Book a stay at this business-friendly hotel in Saco. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Orchard Beach and Saco Museum 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 $2,065, price is now $1,533 per person
$1,533
per person
Aug 21 - Aug 24
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 parking (surcharge). Popular attractions State Theatre and Thompson's Point are located nearby.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Price was $1,542, price is now $1,167 per person
$1,167
per person
Aug 21 - Aug 24
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 State Theatre and Thompson's Point are located nearby.
The Kennebunk Inn

The Kennebunk Inn

2.5 out of 5
Price was $1,349, price is now $1,027 per person
$1,027
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Stay at this hotel in Kennebunk. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Dock Square and Wells Beach are located nearby.

Long Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Saco Bay Hotel

Saco Bay Hotel

2.5 out of 5
Price was $1,241, price is now $999 per person
$999
per person
Jul 30 - Aug 3
found 10 hours ago
Roundtrip non-stop flight included
Mesa (AZA) 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 $2,065, price is now $1,533 per person
$1,533
per person
Aug 21 - Aug 24
found 1 day 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 $1,542, price is now $1,167 per person
$1,167
per person
Aug 21 - Aug 24
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Price was $1,355, price is now $1,112 per person
$1,112
per person
Jul 30 - Aug 3
found 10 hours ago
Roundtrip non-stop flight included
Mesa (AZA) to Portland (PWM)

Long Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Ogunquit River Inn & Suites

Ogunquit River Inn & Suites

3 out of 5
Moody
Save 100% on your flight
Price was $2,368, price is now $1,352 per person
$1,352
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
The Meadowmere Resort

The Meadowmere Resort

2.5 out of 5
Save 100% on your flight
Price was $2,661, price is now $1,609 per person
$1,609
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
Price was $2,440, price is now $1,592 per person
$1,592
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)
Cliff House Maine

Cliff House Maine

4.5 out of 5
Bald Head
Save 100% on your flight
Price was $3,598, price is now $2,431 per person
$2,431
per person
Aug 18 - Aug 25
found 13 hours ago
Roundtrip non-stop flight included
Houston (IAH) to Portland (PWM)

Top Flight Deals

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

JetBlue Airways
Sat, Jun 27 - Sat, Jul 11
RDU
Raleigh - Durham Intl.
PWM
Portland Intl. Jetport
$198 Roundtrip, found 1 day ago
$198
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, Jun 27 from Raleigh - Durham Intl. to Portland Intl. Jetport, returning Sat, Jul 11, priced at $198 found 1 day ago
United
Sun, Jun 28 - Sat, Jul 4
EWR
Newark Liberty Intl. Airport
PWM
Portland Intl. Jetport
$198 Roundtrip, found 2 hours ago
$198
Roundtrip
found 2 hours ago
Select United flight, departing Sun, Jun 28 from Newark Liberty Intl. Airport to Portland Intl. Jetport, returning Sat, Jul 4, priced at $198 found 2 hours ago
Breeze Airways
Mon, Aug 17 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$210 Roundtrip, found 9 hours ago
$210
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Mon, Aug 17 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $210 found 9 hours ago
American Airlines
Tue, Jul 28 - Wed, Aug 5
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$242 Roundtrip, found 1 day ago
$242
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Jul 28 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 5, priced at $242 found 1 day ago