Jamesport Vacations from $958
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
The Latest Jamesport vacation packages
Price found within the past 48 hours. Click for updated prices.
1 Hotel Brooklyn Bridge
$2,255
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
This was the best hotel stay I’ve ever had. I travel weekly for business so I have stayed at many hotels but the 1 really stands out as exceptional. The staff were so friendly and welcoming. The location was so convenient to get to Manhattan. The ferry dock is a 2 min walk and there’s tons of good food around the area as well. The room was immaculate and we loved the filtered water refilling station inside the room. The internet was easy to connect to and the TV was so easy to connect to my phone. The AC worked great and kept the room cool. The rooftop had great views of the city. All around we really loved this hotel and felt like it was totally worth the money. Next time I return to Brooklyn I will definitely be returning to the 1! Thank you so much for the great stay!
Reviewed on Sep 21, 2026
2 bedroom luxury Empire State VIEW
Manhattan
$2,003
per person
Dec 16 - Dec 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
6/10 (4 reviews)
After booking i was notified that the property was not available. I would not use this vendor ever again. Highly unprofessional.
Reviewed on Sep 11, 2026
Stay near popular Jamesport attractions
Jason's Vineyard
This boutique Long Island vineyard delights with its ship-themed tasting room and estate-grown wines. Enjoy weekend live music while sipping premium vintages surrounded by pastoral charm and farm animals.
What to do in Jamesport
Full Day Private Long Island Wine Tours from New York City
$189
per adult
The Hamptons and Long Island Wineries Private Tour
$1,299
per traveler
Hamptons Private Day Trip from New York City
$1,299
per traveler
100% of travellers recommend
Jamesport Hotel Deals
The Atlantic Hotel
1655 County Road 39 Southampton NY
$141 nightly
$161 total
Oct 5 - Oct 6
Total with taxes and fees
Sound View Greenport
58775 County Rd 48 Greenport NY
$264 nightly
$302 total
Oct 21 - Oct 22
Total with taxes and fees
Greenview Inn Riverhead
1433 W Main St Riverhead NY
Fully refundableReserve now, pay when you stay
$121 nightly
$138 total
Oct 13 - Oct 14
Total with taxes and fees
7.4/10 Good! (876 reviews)
"No lovks in doors, bathroom flooded, the person who checked me in was barefoot. I plan to dispute this charge!!!"
Reviewed on Sep 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.
Find the Best Jamesport Vacation Packages
Jamesport Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 1,700 |
Max Temp Winter | 40ºF |
Max Temp Summer | 75ºF |
Top Sights | Splish Splash Water Park, Coopers Beach and The Hamptons Beaches |
More vacations you might like
Frequently asked questions
How much does a Jamesport vacation package cost?
You'll find cheap prices from $958 on Expedia for your Jamesport escape. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Jamesport costs.
What are the cheapest months to go to Jamesport?
January, October and December are great times to look for cheap Jamesport vacation packages. Choosing to travel in quieter months means you can generally find reduced prices on flights and hotels.
How many days is enough for Jamesport?
The ideal length for your Jamesport vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to go to all the leading attractions and explore some hidden spots along the way.
How to find the best Jamesport package deals?
Landing a cheap Jamesport package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply some filters and see what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Jamesport package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Jamesport vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Jamesport vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Jamesport?
If you're considering an impromptu Jamesport vacation, browse 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 score amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Jamesport?
- Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Jamesport.
- Work out your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your accommodations will probably be the biggest expense during your trip to Jamesport.
- Use our trip planning tool to discover Jamesport: Research every part of your trip to Jamesport with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide how long to go away for: Now that you're up to speed on Jamesport, you can work out the right length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to do.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Jamesport vacation package.
- Add on excursions and experiences: Have a look at our dedicated travel guide to find some fun things to do in Jamesport. Book tickets or make reservations before you go to save time and avoid the hassle of looking for activities when you arrive.
Does Expedia offer Book Now, Pay Later Jamesport vacation packages?
If you're like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Jamesport break across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
- Cottages in Jamesport
- 3 Star Hotels in Flanders
- Hotels in Hampton Bays
- Hotels in Jamesport
- Hotels in Aquebogue
- Hilton Hotels in Hampton Bays
- Privatevacationhomes in Mattituck
- 5 Star Hotels in Mattituck
- Pet Friendly in North Fork
- Apartments in North Fork
- Cabins in North Fork
- Indoor Pool in Riverhead
- Hotels in Mattituck
- Hotels in Riverhead
- Independent Hotels in Indian Island County Park
- Motels in Mattituck
- Flights from Jamaica (JFK) to Westhampton Beach (FOK)
- Flights to Riverhead
- Flights to Francis S. Gabreski
- Flights from Boston (BOS) to Westhampton Beach (FOK)
- Flights to Mattituck
- Flights to Southampton
- American Airlines Savannah (SAV) to Ronkonkoma (ISP) flights
- Flights to Westhampton Beach
- Oceanic Airlines West Harrison (HPN) to Westhampton Beach (FOK) flights
- Frontier Airlines Orlando (MCO) to Ronkonkoma (ISP) flights
- Flights to Hamptons
- Pantigo Road Historic District Vacations
- Indian Island County Park All Inclusive Vacation Packages
- Visit Southampton
- Visit Hampton Bays
- Hamptons All Inclusive Vacation Packages
- Orient Vacations
- Westhampton Beach Vacations
- Visit Hamptons
- Ponquogue Beach
- Shelter Island Vacations
- Where to stay in Southampton
- Where to stay in Hampton Bays
- Visit Village of Southampton
- Visit Riverhead
- Visit Westhampton Beach
- Riverhead Vacations
- Where to stay in Jamesport
- Hamptons All Inclusive Vacation Packages
- Where to stay in Riverhead
- North Fork All Inclusive Vacation Packages
- Where to stay in Westhampton Beach
- Hamptons All Inclusive Vacation Packages
- Harbes Family Farm
- Where to stay in Hamptons
- Hamptons All Inclusive Vacation Packages
- Shinnecock Nation Cultural
- Visit Sag Harbor
- Where to stay in Southold
- North Fork All Inclusive Vacation Packages
- Hamptons All Inclusive Vacation Packages
- Southampton Vacations
- North Fork All Inclusive Vacation Packages
- Visit Bridgehampton
- Where to stay in North Fork
- Sag Harbor Vacations
- Safari Adventure
- Where to stay in Greenport
- Moriches Vacations
- East Hampton Vacations
- Hamptons All Inclusive Vacation Packages
- Visit Sagaponack
- Visit Greenport
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
