Jamesport Vacation Packages

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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.

Top Jamesport Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $3,038, price is now CA $1,807 per person
CA $1,807
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was CA $3,721, price is now CA $1,910 per person
CA $1,910
per person
Sep 18 - Sep 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
7.4/10 Good! (3,239 reviews)
Very convenient location and very attentive staff. Thanks for another great stay!

Reviewed on Jul 10, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $4,087, price is now CA $2,411 per person
CA $2,411
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $3,827, price is now CA $2,309 per person
CA $2,309
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was CA $3,296, price is now CA $2,016 per person
CA $2,016
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on Jun 21, 2026

Ready to book your vacation to Jamesport?

 

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Jamesport Hotel Deals

Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is CA $675 per night from Aug 3 to Aug 4
CA $675
CA $892 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very good! (664 reviews)
"The staff was helpful and nice. The exterior of the property was fine and the landscaping pretty. However the room was awful - not particularly clean, a noisy, wall ac plugged in next to the bed, felt like a renovated motel room. Sorry not worth $700/ night."

Reviewed on Jul 8, 2026

Sound View Greenport
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
The price is CA $355 per night from Jul 27 to Jul 28
CA $355
CA $441 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (1,003 reviews)
"Terrible!!!! We arrived at the Atlantic Inn at 5:00 pm after being on the beach all day only to be told that they cancelled our reservation for the 2 rooms we booked!!! They were so rude about it and didn’t even apologize. They tried running our credit card prior to arrival but unfortunately that ..."

Reviewed on Jul 5, 2026

The Atlantic Hotel
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
The price is CA $423 per night from Jul 14 to Jul 15
CA $423
CA $519 total
Jul 14 - Jul 15
includes taxes & fees
9.6/10 Exceptional! (544 reviews)
"Great place to stay. I enjoyed it very much. Clean and friendly staff"

Reviewed on Jun 30, 2026

The Bentley Hotel Southampton
See all 3,171 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.
All Inclusive Vacations
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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

What to do in Jamesport

great fun with friends

Full Day Private Long Island Wine Tours from New York City

CA $268
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

CA $1,845
per traveller
100% of travellers recommend
Hamptons Private Day Trip from New York City
Wine and grapes against the sea

The Hamptons and Long Island Wineries Private Tour

CA $1,845
per traveller
The Hamptons and Long Island Wineries Private Tour
See all activities in Jamesport

Frequently asked questions

How much does a Jamesport vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,807 on Expedia. But how much your vacation to Jamesport costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Jamesport?
You're likely to find lower prices and greater availability in January, February and March. Browse our cheap Jamesport vacation packages and you could score some excellent off-season deals.
How many days is enough for Jamesport?
For a Jamesport vacation, a handful of days will be enough to tour the best spots. Be sure to check out Jamesport Vineyards — it's one of the most popular attractions in this destination. If you're after more adventure, think about basing yourself here and going on some day tours from Jamesport.
How to find the best Jamesport package deals?
Begin your search for a Jamesport package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Jamesport package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Jamesport getaway off to a flying start.
Is it cheaper to book a Jamesport vacation as a package?
You can enjoy significant savings on your next Jamesport escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Jamesport?
If you've got your Jamesport travel dates finalized, book early to snap up some fantastic deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Jamesport?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the type of activities available will also help you decide when to vacation in Jamesport.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to save for your trip to Jamesport. Then, select a hotel that works with your budget, whether that's a low-cost option or a deluxe retreat.
  3. Determine how many days away: Start by making a list of all the attractions and activities you want to get to in Jamesport. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your airfare and accommodations: Once you've settled on your trip dates and duration, book the right Jamesport vacation package for you.

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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.