Jamesport Holidays

Photo by Nina Dinoff
    deals illustration
    Better together
    Save up to S$134 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Jamesport

Baron's Cove
Baron's Cove
4 out of 5
31 West Water Street, Sag Harbor, NY
9/10 Wonderful! (254 reviews)
"The property is beautiful and conveniently located. Staff are kind, polite and helpful. Cleanliness mostly was fine. The shower floor is a concrete looking stone which is hard to see if it's cleaned and there was hair still on the drain."

Reviewed on 21 Jun, 2025

Get rates
Baron's Cove
Greenporter Hotel
Greenporter Hotel
2 out of 5
326 Front St, Greenport, NY
9.2/10 Wonderful! (116 reviews)
Staff is awesome!!
"The staff was the best part if the hotel. They were super nice and very helpful from before the arrival when our flight was canceled until departure on the last day! The unit was laid out well with minimalism. The beds were surprisingly comfortable for all of us. The lighting was a bit poor for our ..."

Reviewed on 20 Jun, 2025

Get rates
Greenporter Hotel
Greenview Inn Riverhead
Greenview Inn Riverhead
2 out of 5
1433 W Main St, Riverhead, NY
Fully refundableReserve now, pay when you stay
6.8/10 (596 reviews)
"Amazing front desk staff"

Reviewed on 16 Jun, 2025

Get rates
Greenview Inn Riverhead
See all 3,177 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.

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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

What to do in Jamesport

East Hampton Shops

Hamptons Private Day Trip from New York City

S$1,670
per traveller
Hamptons Private Day Trip from New York City
Join a small group full-day wine tour with a certified Sommelier host

Long Island Wine and Food Day Trip with Sommelier host from NYC

S$204
per adult
Long Island Wine and Food Day Trip with Sommelier host from NYC
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

S$1,670
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Jamesport

* 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.