Orient Point Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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.
Seven Beach Lane
CA $1,525
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.4/10 Exceptional! (32 reviews)
This hotel is in a great location close to town and restaurants. The rooms are well appointed and clean. The rooms by the pool are larger than the rooms in the house. We have stayed in both and I prefer the pool rooms although louder than the others. Nice pool and restaurant/bar on site. There is also a hotel shuttle to the beach and they were nice enough to drive us to dinner also.
Reviewed on Aug 21, 2026
Ready to book your vacation to Orient Point?
Orient Point Hotel Deals
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundableReserve now, pay when you stay
CA $115
CA $132 total
Aug 27 - Aug 28
includes taxes & fees
8/10 Very good! (1,001 reviews)
"Spider in my bed . Key didn’t work couldn’t get my things and refrigerator was full of my food"
Reviewed on Aug 25, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
CA $319
CA $483 total
Sep 15 - Sep 16
includes taxes & fees
8.4/10 Very good! (705 reviews)
"The hotel was lovely and right on the Long Island Sound. The view was great. The room was comfortable. For the price you will pay per night, there should have been more added touches. They should provide robes and extra towels, etc. Upon check in, no one greeted us warmly or assisted in telling us ..."
Reviewed on Aug 26, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
CA $322
CA $395 total
Sep 15 - Sep 16
includes taxes & fees
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)
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.
Frequently asked questions
How much does a Orient Point vacation package cost?
You'll find cheap prices from CA $1,005 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?
- 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.
- 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.
- 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.
- 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.
