Orient Point Vacations

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Find the Best Orient Point Vacation Packages

Orient Point Hotel Deals

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
The price is ₩128,356 per night from Jul 13 to Jul 14
₩128,356
₩147,610 total
Jul 13 - Jul 14
includes taxes & fees
8/10 Very Good! (1,015 reviews)
"Still the same wonderful little place as the last time I stayed here!"

Reviewed on Jul 11, 2026

Pier Blue Inn Old Saybrook - Essex
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
The price is ₩1,633,757 per night from Jul 27 to Jul 28
₩1,633,757
₩2,239,887 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (821 reviews)
"-"

Reviewed on Jul 10, 2026

Gurney's Montauk Resort & Seawater Spa
Montauk Manor

Montauk Manor

3.5 out of 5
236 Edgemere St. Montauk NY
The price is ₩694,722 per night from Aug 4 to Aug 5
₩694,722
₩823,070 total
Aug 4 - Aug 5
includes taxes & fees
9.2/10 Wonderful! (1,365 reviews)
"Rooms and facilty were clean and room was reasonably spacious. Comfortable bed. Nice kitchenette and balcony. Breakfast in b the restaurant was good. Outdoor pool very nice and heated. Close to most areas of interest. Shuttle available but we did not use."

Reviewed on Jul 9, 2026

Montauk Manor
See all 4,066 properties in Orient Point
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.

Stay near popular Orient Point attractions

Orient Point County Park

10.0/10 (1 review)
At Long Island's easternmost tip, Orient Point County Park offers panoramic views where the Sound meets Peconic Bay. Hike the trail or photograph the historic Coffee Pot Lighthouse from rocky beaches.
See properties

Frequently asked questions

How much does an Orient Point vacation package cost?
You'll find cheap prices on Expedia for your Orient Point escape. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Orient Point costs.
What are the cheapest months to go to Orient Point?
You're likely to find lower prices and better availability in January, February and March. Take a look at our cheap Orient Point vacation packages and you could land some excellent off-season deals.
How many days is enough for Orient Point?
The ideal duration 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 check out all the leading attractions and discover some hidden spots along the way.
How to find the best Orient Point package deals?
Begin your search for an Orient Point package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Orient Point package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Orient Point getaway off to a flying start.
Is it cheaper to book an Orient Point vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customize your Orient Point trip to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Orient Point?
If you're planning a spur-of-the-moment Orient Point getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Orient Point?

  1. Choose when to go: Check your diary and get packing. Your favorite season and the available activities will also help you decide when to vacation in Orient Point.
  2. Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Orient Point.
  3. Decide your trip length: Think about how much time you want to spend exploring Orient Point. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick an Orient Point vacation package that brings all your bookings together.

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