Jamesport Vacations from $464

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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

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $765, price is now $464 per person
$464
per person
Feb 13 - Feb 16
found 13 hours ago
Roundtrip flight included
San Juan (SJU) to New York (NYC)
9.2/10 Wonderful! (1,002 reviews)
I stay here often and the rooms are spacious clean and the hotel staff is very accommodating. I always have a wonderful experience and I highly recommend staying here. They also offer free breakfast and dinner which is a nice perk.

Reviewed on Nov 25, 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Price was $2,207, price is now $1,257 per person
$1,257
per person
Feb 12 - Feb 15
found 6 hours ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $1,981, price is now $1,132 per person
$1,132
per person
Feb 12 - Feb 15
found 23 hours ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.8/10 Excellent! (1,000 reviews)
The view is soooo good!

Reviewed on Dec 2, 2025

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,832, price is now $1,114 per person
$1,114
per person
Feb 12 - Feb 16
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to New York (NYC)
9/10 Wonderful! (1,001 reviews)
Small hotel with small rooms, but the decor was very nice.

Reviewed on Nov 28, 2025

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $899, price is now $562 per person
$562
per person
Feb 13 - Feb 16
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.4/10 Very Good! (1,667 reviews)
Great staff at front desk, doors, cleaning and coffee shop!!! Thanks for a great stay!

Reviewed on Dec 7, 2025

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What to do in Jamesport

East Hampton Shops

Hamptons Private Day Trip from New York City

$1,299
per traveler
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

$1,299
per traveler
The Hamptons and Long Island Wineries Private Tour
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day

Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day

$559
per adult
Long Island Wine Tour North Fork Sights, Bites & Flights Full-Day
See all activities 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
$119 nightly
The price is $136 total per night from Jan 4 to Jan 5
$136 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
Me and my son have allergies on furs, dust, pollen and even the scents of too much of everything. I had itchiness last night on my neck and on my elbow... I smelled pee on the specific spot on the floor of our carpet in the room. I said to myself maybe I was wrong. But still went to the same area ...

Reviewed on Nov 29, 2025

Home2 Suites by Hilton Long Island Brookhaven
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$213 nightly
The price is $243 total per night from Dec 24 to Dec 25
$243 total
Dec 24 - Dec 25
Total with taxes and fees
8.4/10 Very Good! (597 reviews)
Great room with amazing views! Staff was fantastic and the food was great too

Reviewed on Nov 28, 2025

Sound View Greenport
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $135 total per night from Dec 11 to Dec 12
$135 total
Dec 11 - Dec 12
Total with taxes and fees
9.4/10 Exceptional! (390 reviews)
could not get the heat to work in the bedroom

Reviewed on Dec 3, 2025

The Bentley Hotel Southampton
See all 3,147 properties in Jamesport
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 $464 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

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