Jamesport Vacations from $395

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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.

The Latest Jamesport vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel
INNSiDE by Meliá New York Nomad
Hotel Riu Plaza Manhattan Times Square
Hotel St. James
Sheraton New York Times Square Hotel
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What to do in Jamesport

Jamesport Hotel Deals

Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

3 out of 5
101 Boulevard East Yaphank NY
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from Jan 26 to Jan 27
$140 total
Jan 26 - Jan 27
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
This was a very clean, beautiful hotel. The staff was very helpful and accommodating. We were regretting the fact that we were only staying one night because it was so nice. The location is great - there were several little restaurants within walking distance.

Reviewed on Jan 8, 2026

Home2 Suites by Hilton Long Island Brookhaven
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$143 nightly
The price is $164 total per night from Feb 16 to Feb 17
$164 total
Feb 16 - Feb 17
Total with taxes and fees
8.4/10 Very Good! (606 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on Jan 10, 2026

Sound View Greenport
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $132 total per night from Jan 28 to Jan 29
$132 total
Jan 28 - Jan 29
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Front desk staff and cleanliness of room.

Reviewed on Jan 13, 2026

Hyatt Place Long Island East End
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

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Frequently asked questions

How much does a Jamesport vacation package cost?
You'll find cheap prices from $395 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.