Jamesport Vacations from $396

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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
1 Hotel Brooklyn Bridge
NobleDEN Hotel
Hyatt Regency Jersey City on the Hudson
1 Hotel Central Park
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What to do in Jamesport

Jamesport Hotel Deals

Greenview Inn Riverhead

Greenview Inn Riverhead

2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Sep 11 to Sep 12
$107 total
Sep 11 - Sep 12
Total with taxes and fees
7.2/10 Good! (705 reviews)
"A"

Reviewed on Aug 24, 2025

Greenview Inn Riverhead
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
$183 nightly
The price is $209 total per night from Sep 21 to Sep 22
$209 total
Sep 21 - Sep 22
Total with taxes and fees
The Atlantic Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48, Greenport, NY
$306 nightly
The price is $350 total per night from Sep 14 to Sep 15
$350 total
Sep 14 - Sep 15
Total with taxes and fees
8.4/10 Very Good! (554 reviews)
"Our luxury 2 bedroom suite was very nice, clean, and spacious. We had a huge balcony with a view of the Long Island sound"

Reviewed on Aug 18, 2025

Sound View Greenport
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.

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Frequently asked questions

How much does a Jamesport vacation package cost?
You'll find cheap prices from $396 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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