Orient Point Holidays
Book a Hotel + Flight or Car together to unlock savings
Top hotels in Orient Point
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
Rp1.542.487
Rp1.773.860 total
25 Aug - 26 Aug
includes taxes & fees
8/10 Very good! (1,017 reviews)
"Needs to be updated badly. Would have spent more money to stay somewhere better."
Reviewed on 23 Aug 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
Rp4.797.728
Rp6.997.603 total
15 Sept - 16 Sept
includes taxes & fees
8.4/10 Very good! (702 reviews)
"The staff was very helpful and nice"
Reviewed on 24 Aug 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
Rp4.124.471
Rp5.048.363 total
14 Sept - 15 Sept
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)
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.
Frequently asked questions
How much does an Orient Point holiday 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 holiday 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 holiday 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 holiday 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 holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customise 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 holiday 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?
- Choose when to go: Check your diary and get packing. Your favourite season and the available activities will also help you decide when to holiday in Orient Point.
- Work out your budget: Ensure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your accommodation will probably be the biggest expense during your trip to Orient Point.
- 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.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick an Orient Point holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
