Long Island Vacation Packages 2026 from $577

Long Island flight + hotel vacation packages

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

Ogunquit River Inn & Suites

$577

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's a seasonal outdoor pool on site, and a terrace and a garden are also provided.

Cliff House Maine

Bald Head

Save 100% on your flight

$1,446

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Grasshopper Inn

$1,057

per person

Jun 4 - Jun 7

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Portland (PWM)

This inn features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free cooked-to-order breakfast each morning. A communal living room, a picnic area, and express check-in are also on offer.

The Docent's Collection at 121 Middle Street

Downtown Portland

$991

per person

Apr 24 - Apr 27

found 1 day ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Portland (PWM)

This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out is provided and the front desk is staffed around-the-clock.

Inn By The Sea

$1,140

per person

Jun 5 - Jun 7

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Portland (PWM)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.

Top Long Island hotels deals

The Westin Portland Harborview

157 High St Portland ME

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$108 total

Apr 12 - Apr 13

Total with taxes and fees

A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Free Cancellation

$77 nightly

$85 total

Apr 13 - Apr 14

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy the hot tub and perks like free self parking and a free cruise terminal shuttle.

Portland Harbor Hotel

468 Fore Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$178 total

Apr 12 - Apr 13

Total with taxes and fees

This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.

Holiday Inn Portland-By the Bay by IHG

88 Spring St Portland ME

Free Cancellation

$74 nightly

$82 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour gym and perks like a free area shuttle.

Portland Regency Hotel & Spa

20 Milk Street Portland ME

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$158 total

Mar 31 - Apr 1

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a roundtrip airport shuttle. There's a gym on site, and laundry facilities and concierge services are also offered.

Cambria Hotel Portland Downtown-Old Port

25 HANCOCK STREET Portland ME

Free Cancellation

$112 nightly

$124 total

Apr 5 - Apr 6

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking and a safe deposit box are also offered on site.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Long Island?

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Can I save on my Long Island car rental if I bundle it with hotels and flights?

Certainly. And our Long Island vacation packages will help you do it. With just a few clicks you can save money as well as time by combining your bookings. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.