Jamesport Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top hotels in Jamesport
The Atlantic Hotel
1655 County Road 39 Southampton NY
S$162
28 Oct - 29 Oct
includes taxes & fees
7.2/10 Good! (1,005 reviews)
"My only complaint would be i wish there was a Keurig machine in the room instead of an espresso machine. Would definitely stay there again."
Reviewed on 5 Oct, 2026
Sound View Greenport
58775 County Rd 48 Greenport NY
S$291
3 Nov - 4 Nov
includes taxes & fees
8.4/10 Very good! (747 reviews)
"Unfortunately seems to be a party destination. LOUD Bachelorette group upstairs all night long. Desk could not help."
Reviewed on 5 Oct, 2026
Zey Hotel
439 Main Street Greenport NY
S$246
6 Oct - 7 Oct
includes taxes & fees
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
This boutique Long Island vineyard delights with its ship-themed tasting room and estate-grown wines. Enjoy weekend live music while sipping premium vintages surrounded by pastoral charm and farm animals.
What to do in Jamesport
The Hamptons and Long Island Wineries Private Tour
S$1,658
per traveller
Full Day Private Long Island Wine Tours from New York City
S$241
per adult
Hamptons Private Day Trip from New York City
S$1,658
per traveller
100% of travellers recommend
Frequently asked questions
How much does a Jamesport holiday package cost?
You'll find cheap prices 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 holiday to Jamesport costs.
What are the cheapest months to go to Jamesport?
If you'd like to score a cheap Jamesport holiday package, consider travelling in January, February and March. You'll generally find lower rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Jamesport?
The ideal length of your Jamesport holiday depends on what you'd like to see. Typically, a few days to a week will give you time to tick off 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 customise 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 travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Jamesport holiday as a package?
Expedia holiday 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 personalised Jamesport holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Jamesport?
If you're considering an impromptu Jamesport holiday, 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?
- Choose when to go: Check your schedule and get packing. Your preferred season and the available activities will also help you decide when to holiday in Jamesport.
- Calculate your budget: Ensure you have enough money to pay for everything from transportation and dining out to flights and experiences. Your hotel will probably be the largest expense during your trip to Jamesport.
- Decide how long to go for: Now that you're more familiar with Jamesport, you can work out the right length of your holiday. Put together a rough plan and allocate enough time for all the things you want to do.
- Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left now is to find a Jamesport holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
