Orient Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Joe Vickiana

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.

Top Orient Point Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 19
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
8.8/10 Excellent! (474 reviews)
This hotel is a pure gem. The service is fantastic, the front desk team works to make sure you are truly taken care of, including our dog. Very calm vibe, its super clean, quiet and perfect. Already looking at another couple of nights in August!

Reviewed on Jul. 11, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Sep 14 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to New York (JFK)
8.4/10 Very Good! (531 reviews)
Right on the water. Private beach with chair and umbrellas.they will serve you right on the beach bye getting you food and drinks also has a outdoor swimming pool..nice staff..nothing special about the continental breakfast..bagels, fruit, small croissants, small danish and some hard boiled eggs..coffee and oj..i was pleased with my stay. King deluxe room..small table with chairs on the shared deck..could sit outside til about 2pm and the sun starts to beat on you but no biggy..was very humid out when my wife and i was there..a/ c really could not cool the room as much as we would have liked. Nothing wrong with the a/c it just because the sun beating on the hotel all day..luckily i brought a couple of small usb fans to help keep cool at night while we slept did the trick..overall i enjoy my stay and you could not ask for anything more when it comes to the scenery..

Reviewed on Jul. 10, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,004 reviews)
What a great place! The location was fantastic, the staff was great, and the views were unbelievable. Definitely want to come back some day!

Reviewed on Jul. 12, 2025

ModernHaus SoHo

ModernHaus SoHo

4.5 out of 5
Manhattan
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to New York (JFK)
8.6/10 Excellent! (1,003 reviews)
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Reviewed on Jul. 2, 2025

Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 3 - Oct 7
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
7/10 Good! (2,169 reviews)
Clean, excellent room service, spacious. A lot was within walking distance. Subway stations nearby and convenient, only needed 1 subway to get to most places I wanted to go. Felt safe, they lock the entrance to the hotel at night and buzz you in. Also, pretty friendly staff.

Reviewed on Jul. 12, 2025

Ready to book your vacation to Orient Point?

 

Choose your dates

Orient Point Hotel Deals

Marram
Marram
4 out of 5
21 Oceanview Terrace, Montauk, NY
The price is CA $646 per night from Jul 16 to Jul 17
CA $646
CA $996 total
Jul 16 - Jul 17
includes taxes & fees
8.6/10 Excellent! (179 reviews)
"We loved our stay at Marram! The property is a little slice of beach magic. The location was absolutely perfect, and the private beach was exactly what we were hoping for. Tranquil and beautiful, they have effortlessly blended luxury into the unpretentious surf town vibes that Montauk is known for. ..."

Reviewed on Jul. 10, 2025

Marram
Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - Westbrook
2.5 out of 5
100 Essex Rd, Old Saybrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 3 to Aug 4
CA $151
CA $174 total
Aug 3 - Aug 4
includes taxes & fees
7.6/10 Good! (1,005 reviews)
"Very satisfied"

Reviewed on Jul. 9, 2025

Quality Inn Old Saybrook - Westbrook
Montauk Blue Hotel
Montauk Blue Hotel
2 out of 5
108 South Emerson Avenue, Montauk, NY
The price is CA $683 per night from Jul 24 to Jul 25
CA $683
CA $781 total
Jul 24 - Jul 25
includes taxes & fees
9.2/10 Wonderful! (97 reviews)
"The hotel was very clean, updated and directly on the bach. Also all shops and restaurants are walkable."

Reviewed on Jul. 12, 2025

Montauk Blue Hotel
See all 4,191 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Orient Point vacation package cost?
You'll find cheap prices from CA $769 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.