Jamesport Vacations from $568

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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 Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,111, price is now $568 per person
$568
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (289 reviews)
Hair dryer was broken and no one came to repair it. There was a roach. The black out curtain was stuck so I couldn't adjust it. The gasket seal on the fridge door was faulty. The sink randomly leaked. The person who checked me in was oddly aggressive just because I didn't want to sign a blank receipt. Telling me I don't know how to check into hotels as if I'm not in my late 30s...

Reviewed on Feb 21, 2026

Hotel Park Ave NYC

Hotel Park Ave NYC

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,645, price is now $918 per person
$918
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
9/10 Wonderful! (1,186 reviews)
Loveeeee this place it’s smells like santal when you walk in & it’s in a perfect location if you’re taking the train. The rooms are stocked with snacks and drinks on them ! Staff was so nice and very helpful. I will be staying there again

Reviewed on Apr 29, 2026

WestHouse New York

WestHouse New York

5 out of 5
Manhattan
Price was $1,771, price is now $1,036 per person
$1,036
per person
Jul 1 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,005 reviews)
We absolutely enjoyed our stay! The staff were excellent special shout out to Telik and Nick. Beautiful decor. I highly recommend it.

Reviewed on Apr 29, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,186, price is now $3,048 per person
$3,048
per person
May 30 - Jun 6
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,001 reviews)
Perfect hotel for Brooklyn enjoyed every moment the staff was outstanding and the food was excellent The decor and amenities were lovely

Reviewed on Apr 28, 2026

Casa Francesca 6BR Villa & Heated Pool

Casa Francesca 6BR Villa & Heated Pool

3.5 out of 5
Save 100% on your flight
Price was $9,930, price is now $6,119 per person
$6,119
per person
Jun 25 - Jun 30
found 2 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
No reviews
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What to do in Jamesport

great fun with friends

Full Day Private Long Island Wine Tours from New York City

$189
per adult
Full Day Private Long Island Wine Tours from New York City
Hamptons Private Day Trip from New York City

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
See all activities in Jamesport

Jamesport Hotel Deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$304 nightly
The price is $347 total per night from May 25 to May 26
$347 total
May 25 - May 26
Total with taxes and fees
8.4/10 Very Good! (641 reviews)
Clean hotel , comfortable room, beautiful views, quiet place, EZ access to the beach. Coming back for summer

Reviewed on Apr 27, 2026

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
$145 nightly
The price is $166 total per night from May 6 to May 7
$166 total
May 6 - May 7
Total with taxes and fees
9.6/10 Exceptional! (476 reviews)
Great staff, nice big rooms, comfortable bed. Would stay again, ice machine is not working but its just a minor thing.

Reviewed on Apr 29, 2026

The Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$249 nightly
The price is $284 total per night from May 11 to May 12
$284 total
May 11 - May 12
Total with taxes and fees
9.4/10 Exceptional! (605 reviews)
So clean! Loved the location.

Reviewed on Apr 27, 2026

Sag Harbor Inn
See all 3,260 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 $568 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.