Jamesport Vacation Packages
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Your Jamesport Vacation
The best way to experience this interesting city is with a customized Jamesport vacation package. Stay in the neighborhood of Village of Southampton, which is great for history, coastal beaches and culture or go someplace else — our packages are all about you. You'll want to do a little exploring during your trip to Jamesport. Swing by famous attractions like Long Island Aquarium and Exhibition Center, Macari Vineyards and Suffolk Theater. A few quick clicks is all it takes to build your perfect Jamesport vacation on Expedia.
Top Jamesport Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seven Beach Lane
CA $1,535
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
The Plaza, A Fairmont Hotel
Manhattan
CA $3,814
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,001 reviews)
Everything was fantastic and consistent with our prior experience at the plaza. Check-in was fast, the room was spotless, room service was quick, turn Service down was nice to have. Food offerings are a little limited after 10:30 am, but you’re in Manhattan and can step outside and go 10 feet to any number of great restaurants.
Reviewed on Aug 24, 2026
Ready to book your vacation to Jamesport?
Jamesport Hotel Deals
Sound View Greenport
58775 County Rd 48 Greenport NY
CA $314
CA $477 total
Sep 15 - Sep 16
includes taxes & fees
8.4/10 Very good! (703 reviews)
"The property is well maintained and the location is perfect, however, there were some downsides during our stay. My fiancé, our dog, and I went to this hotel as it's a pet-friendly location, on their website they advertised amenities for pets (i.e, Yeti dog bowl(s), plush bed) but we never received ..."
Reviewed on Aug 24, 2026
The Atlantic Hotel
1655 County Road 39 Southampton NY
CA $271
CA $344 total
Sep 9 - Sep 10
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"Well it needs updating and renovating. The busy road is loud and it’s so difficult turning left or right out of the parking lot because this is the WORST traffic area in SH."
Reviewed on Aug 23, 2026
North Fork Resort
690 Queen St Greenport NY
CA $413
CA $471 total
Sep 14 - Sep 15
includes taxes & fees
9.6/10 Exceptional! (50 reviews)
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
Reviewed on Aug 20, 2026
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 Jamesport attractions
Jason's Vineyard
You can enjoy a tasting or tour at Jason's Vineyard during your travels to Jamesport. Wander the beaches or discover the area's sunsets.
What to do in Jamesport
Full Day Private Long Island Wine Tours from New York City
CA $265
per adult
The Hamptons and Long Island Wineries Private Tour
CA $1,824
per traveller
Hamptons Private Day Trip from New York City
CA $1,824
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Jamesport vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,235 on Expedia. But how much your vacation to Jamesport costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Jamesport?
You're likely to find lower prices and greater availability in January, February and March. Browse our cheap Jamesport vacation packages and you could score some excellent off-season deals.
How many days is enough for Jamesport?
For a Jamesport vacation, a handful of days will be enough to tour the best spots. Be sure to check out Jamesport Vineyards — it's one of the most popular attractions in this destination. If you're after more adventure, think about basing yourself here and going on some day tours from Jamesport.
How to find the best Jamesport package deals?
Begin your search for a Jamesport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Jamesport package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Jamesport getaway off to a flying start.
Is it cheaper to book a Jamesport vacation as a package?
You can enjoy significant savings on your next Jamesport escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Jamesport?
If you've got your Jamesport travel dates finalized, book early to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Jamesport?
- Choose when to travel: Check your schedule and pack your bags. Your preferred season and the type of activities available will also help you decide when to vacation in Jamesport.
- Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Jamesport. Then, select a hotel that works with your budget, whether that's a low-cost option or a deluxe retreat.
- Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Jamesport. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Jamesport 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.
