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Hotels in Jamesport

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The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd Southampton NY
  • 21 min drive from Jason's Vineyard
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! (495 reviews)
Great for dogs - huge fenced yard

Reviewed on May 11, 2026

The Bentley Hotel Southampton
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
  • 38 min drive from Jason's Vineyard
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (646 reviews)
They charged us for parking in front of our room. Unbelievable. We stayed there in April, off season, the motel was empty.

Reviewed on May 11, 2026

Sound View Greenport
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
  • 46 min drive from Jason's Vineyard
Book a stay at this business-friendly hotel in Sag Harbor. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (610 reviews)
Great location, seemed a little outdated for the area. Breakfast was so so, didn't seem fresh. Late check-in was very helpful.

Reviewed on May 10, 2026

Sag Harbor Inn
Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

3 out of 5
101 Boulevard East Yaphank NY
  • 57 min drive from Jason's Vineyard
Book a stay at this business-friendly hotel in Yaphank. Enjoy free breakfast, free parking, and a health club. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,014 reviews)
Hilton Home 2 hotels it is a friendly family enviroment place to stay. This is our fourth time enjoying a stay in the same brand , diferents states, and we have realized that we feel right at home.

Reviewed on May 10, 2026

Home2 Suites by Hilton Long Island Brookhaven
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
  • 43 min drive from Jason's Vineyard
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (597 reviews)
We made our reservation paid the bill we got to the hotel they told us you have to pay $29 a night to park your car in the hotel parking lot. WE WERE NEVER INFORMED OF THIS!! I have my reservation to prove it!!!

Reviewed on May 11, 2026

The Harbor Front Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
  • 35 min drive from Jason's Vineyard
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (269 reviews)
Very helpful staff. Room was very roomy (no pun intented) and appeared to be recently upgraded. Chit provided for continental breakfast at a local coffee shop that was very good. Definitely recommend.

Reviewed on May 5, 2026

The Shoals Suites and Slips
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
  • 15 min drive from Jason's Vineyard
Book a stay at this business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
The breakfast was delicious, the rooms were nice, and the bar was perfect. In all of my travels I think the staff at this hotel might be the nicest, most accommodating people I’ve ever met. They truly made our stay wonderful. Olga and the other front desk staff were amazing.

Reviewed on May 8, 2026

Hyatt Place Long Island East End
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd Riverhead NY
  • 24 min drive from Jason's Vineyard
Stay at this hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.6/10 Excellent! (1,004 reviews)
Really nice just refurbished rooms. Daily rate of Sunday into Monday really reasonable.

Reviewed on May 11, 2026

Hilton Garden Inn Riverhead
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
  • 53 min drive from Jason's Vineyard
Stay at this B&B in Wainscott. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions The ...
8.8/10 Excellent! (256 reviews)
Really liked the property and would have been fun in the summer. Bed was comfy and there was a nice steamer. My only complaint is just how small the bathroom was. Other rooms may have larger ones, but it was tiny and that could be an issue for some.

Reviewed on May 8, 2026

The Sagaponack
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39 Southampton NY
  • 22 min drive from Jason's Vineyard
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 ...
7.2/10 Good! (992 reviews)
It was a good experience in general, definitely recommend and I would go back if I need to

Reviewed on May 8, 2026

The Atlantic Hotel
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
  • 43 min drive from Jason's Vineyard
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
9.2/10 Wonderful! (303 reviews)
Room could use some maintenance like the bathroom and more outlets. Staff was friendly

Reviewed on May 11, 2026

Zey Hotel
Budget Host East End

Budget Host East End

2 out of 5
30 Lake Avenue Riverhead NY
  • 16 min drive from Jason's Vineyard
Stay at this motel in Riverhead. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
6.6/10 (809 reviews)
Parking was easy, but this place is kind of creepy. There are signs for human trafficking everywhere.

Reviewed on May 11, 2026

Budget Host East End
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.

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