Jamesport, NY

Travel Guide

A pebbled beach at sunset with a calm sea and a clear sky.
A roadside signboard advertising fresh local produce and farm fresh berries.
A tree with red apples and green leaves against a clear blue sky.
A vineyard with rows of grapevines bearing dark grapes.
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
$129 nightly
The price is $147 total per night from Dec 7 to Dec 8
$147 total
Dec 7 - Dec 8
Total with taxes and fees
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Atlantic Hotel
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
$152 nightly
The price is $174 total per night from Nov 20 to Nov 21
$174 total
Nov 20 - Nov 21
Total with taxes and fees
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
Zey Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
$152 nightly
The price is $174 total per night from Nov 29 to Nov 30
$174 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.6/10 Exceptional! (615 reviews)
"N/A"

Reviewed on Nov 1, 2026

The Bentley Hotel Southampton
See all 3,089 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.
North Fork Resort

North Fork Resort

3 out of 5
690 Queen St Greenport NY
Stay at this cottage in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and Greenport Farmers' ...
North Fork Resort
Cliffside Resort Condominiums

Cliffside Resort Condominiums

3 out of 5
61475 Route 48 (North Road) Greenport NY
Book a stay at this beach aparthotel in Greenport. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Railroad Museum of Long Island and ...
Cliffside Resort Condominiums
11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms

Eastport NY
Book a stay at this family-friendly vacation home in Eastport. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Long Island Skydiving ...
9.6/10 Exceptional! (42 reviews)
"Our stay was perfect for what we needed. We are a big group of 22, all family, all adults. Most every room had a private bathroom which made our stay so convenient. The king size beds in every room was absolutely fantastic. I loved that we were all so comfortable in our private, unique rooms with ..."

Reviewed on Oct 23, 2026

11-Bedroom Mansion with a Seasonal Outdoor Pool open now plus 10.5 bathrooms
See all 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.

Stay near popular Jamesport attractions

Jason's Vineyard

You can enjoy a tasting or tour at Jason's Vineyard during your travels to Jamesport. Wander the beaches or discover the area's sunsets.
See properties

Things to do

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
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
Hamptons Private Day Trip from New York City

Hamptons Private Day Trip from New York City

$1,299
per traveler
100% of travellers recommend
Hamptons Private Day Trip from New York City
See all activities in Jamesport

Frequently asked questions

Is Jamesport worth visiting?
Jamesport is worth visiting for its local attractions, such as Jason's Vineyard, and its diverse food scene. Travelers can enjoy a variety of culinary experiences, with options ranging from North American to Italian dining, alongside unique local sights and experiences.
When is the best time to visit Jamesport?
The best time to visit Jamesport is from July through September, when the destination is most popular. For fewer crowds and better value, the quieter months of November through January are a good option. This period offers a more relaxed experience with potentially lower lodging rates.
What is Jamesport known for?
Jamesport is known for Jason's Vineyard, a central attraction for travelers. The city is home to this vineyard, offering a chance to explore local winemaking and enjoy its unique offerings. Travelers can experience this specific institution, making it a notable stop in the area.
What is a good itinerary length for Jamesport?
A good itinerary length for Jamesport is one day to visit Jason's Vineyard. For a slightly longer trip of two days, travelers can enjoy a more leisurely visit to the vineyard and explore the local North American, Italian, or Asian cuisine.
What are the top things to do in and around Jamesport?
In Jamesport, travelers can visit Jason's Vineyard, a local landmark.
What cuisines can you find in Jamesport?
In Jamesport you can find a strong focus on Italian cuisine, with popular dishes such as pasta, pizza, risotto, and lasagna. Beyond this, travelers can also enjoy a variety of North American comfort foods, diverse Asian flavors, and other European specialties.
Can I book a refundable hotel in Jamesport?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Jamesport by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Jamesport with Expedia?
Expedia makes it easier to plan your Jamesport trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Jamesport?
The best choice depends on your travel style. Hotels in Jamesport can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Jamesport trip on Expedia?
Once you've booked your Jamesport trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Jamesport trip?
Expedia offers customer support before, during, and after your Jamesport trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Jamesport?
If it's your first trip to Jamesport, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Jamesport hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Jamesport hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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