A pebble beach at sunset with a calm sea in the background.

Orient Point Vacation Packages

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    • Your Orient Point Vacation

    Lock in a custom vacation package to Orient Point and start looking forward to your next great adventure. Consider staying in the neighborhood of The Heights, which is good for golfing and walking, for a real taste of this lively city. If a sightseeing tour is part of the plan during your trip to Orient Point, stop by well-known attractions like Orient Point County Park, Orient Beach State Park and Islands End Golf and Country Club. Don't delay your visit to this destination any longer. The perfect Orient Point vacation is a couple of clicks away with Expedia.

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    Discover the most popular places to visit in Orient Point

    Orient Point County Park

    Rating: 10.0/10 (1 review)

    Explore the great outdoors at Orient Point County Park, a lovely green space in Orient Point. Stroll along the beaches or discover the area's sunsets.

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    Orient Point Hotel Deals

    Zey Hotel

    A two-story house with a covered patio, outdoor seating, and a well-maintained lawn.
    • Address: 439 Main Street, Greenport, NY, 11944, US
    • Location: 10.6 km from Orient Point
    • Star rating: 3.5/5
    • Guest rating: 9.2/10 (Wonderful, 448 reviews)
    • Price: CA $221, CA $252 total, includes taxes & fees, Dec 13 - Dec 14
    • Review: Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything.

    The Harbor Front Inn

    Room
    • Address: 209 Front St, Greenport, NY, 11944, US
    • Location: 10.9 km from Orient Point
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 676 reviews)
    • Price: CA $181, CA $248 total, includes taxes & fees, Dec 13 - Dec 14
    • Review: Clean and comfortable room. Great location to walk around town. Nice continental breakfast.

    Silver Sands Motel & Beach Bungalows

    A beach with sun loungers and umbrellas, a sandy path, and a view of the water.
    • Address: 1400 Silvermere Rd, Greenport, NY, 11944, US
    • Location: 12.3 km from Orient Point
    • Star rating: 4/5
    • Guest rating: 10/10 (Exceptional, 192 reviews)
    • Price: CA $293, CA $335 total, includes taxes & fees, Dec 6 - Dec 7
    • Review: Amazing place to stay with a great location. We will definitely be back!

    The Chequit

    An outdoor patio area with string lights, tables, chairs, and a fire pit.
    • Address: 23 Grand Ave, Shelter Island Heights, NY, 11965, US
    • Location: 11.6 km from Orient Point
    • Star rating: 3/5
    • Guest rating: 9/10 (Wonderful, 78 reviews)
    • Price: CA $257, CA $293 total, includes taxes & fees, Nov 22 - Nov 23
    • Review: We went for a nice weekend getaway and we were not disappointed. The room was really nice, the coffee shop was perfect for a morning latte and cup of coffee. We went to the bar and restaurant both days and the staff were absolutely amazing and professional and provided quality service. The food and drinks were amazing. We wanted peace and tranquility and that’s exactly what we got.

    Oyster Estate

    A cozy interior with a wooden bench, a sofa, and a bar area.
    • Address: 326 Front St, Greenport, NY, 11944, US
    • Location: 11 km from Orient Point
    • Star rating: 4/5
    • Guest rating: 9.2/10 (Wonderful, 302 reviews)
    • Price: CA $255, CA $322 total, includes taxes & fees, Dec 6 - Dec 7

    House on Chase Creek

    A serene lakeside view with two Adirondack chairs facing the water, surrounded by autumn foliage.
    • Address: 3 Locust Avenue, Shelter Island Heights, NY, 11965, US
    • Location: 11.6 km from Orient Point
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 87 reviews)
    • Price: CA $262, CA $300 total, includes taxes & fees, Nov 30 - Dec 1
    • Review: Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!

    Sound View Greenport

    A spacious room with wicker furniture, large windows, and a view of the sea.
    • Address: 58775 County Rd 48, Greenport, NY, 11944, US
    • Location: 13.7 km from Orient Point
    • Star rating: 4/5
    • Guest rating: 8.4/10 (Very good, 768 reviews)
    • Price: CA $240, CA $315 total, includes taxes & fees, Dec 7 - Dec 8
    • Review: "Location is nice. But many times booked for weddings so you won’t be able to go to the bar etc. The rooms are clean and fine but for the pricing I expected nicer. Feels more like a cabin. They also have fees that are not represented on an app like Expedia if you book through them. An additional 30 for overnight parking when you are paying 600 a night for a mediocre room on Long Island in November you would expect that to be included. Overall would not stay again there are much better options....

    American Beech Hotel

    A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
    • Address: 300 Main Street, Greenport, NY, 11944, US
    • Location: 10.5 km from Orient Point
    • Star rating: 3.5/5
    • Guest rating: 9/10 (Wonderful, 208 reviews)
    • Price: CA $339, CA $444 total, includes taxes & fees, Nov 30 - Dec 1

    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.

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    Frequently Asked Questions

    How much does a Orient Point vacation package cost?

    You'll find cheap prices from CA $1,126 on Expedia for your Orient Point escape. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Orient Point costs.

    What are the cheapest months to go to Orient Point?

    January, February and March are the best times to search for cheap Orient Point vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on hotels and flights.

    How many days is enough for Orient Point?

    The ideal length for your Orient Point vacation depends on what you'd like to see. Usually, a handful of days to a week will give you plenty of time to hit all the leading sights and explore some hidden spots along the way.

    How to find the best Orient Point package deals?

    Begin your search for a Orient Point package deal by entering your travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Orient Point package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Orient Point adventure underway.

    Is it cheaper to book a Orient Point vacation as a package?

    An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights separately. Better still, you can tailor your Orient Point escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

    When to book a vacation package to Orient Point?

    If you're considering a spur-of-the-moment Orient Point getaway, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your hotels and flights by booking ahead.

    How to plan a trip to Orient Point?

    1. Choose when to go: Check your schedule and pack your bags. Your preferred time of year and the type of activities available will also help you decide when to vacation in Orient Point.
    2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and activities. Your accommodations will likely be the largest expense during your trip to Orient Point.
    3. Decide how long to go away for: Now that you're up to speed on Orient Point, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time to cover everything you want to do.
    4. Bundle your accommodations and airfare: After you've settled on your trip dates and duration, book the right Orient Point vacation package for you.

    * Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.