Name: The Chequit
Price range: $222 total

Top South Jamesport hotels

The Shoals Suites and Slips

61600 Main Rd Southold NY

$227 nightly

$256 total

Oct 1 - Oct 2

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. A business center, a communal living room, and a picnic area are also on offer.

"Our room was clean and very spacious, the bathroom was large and modern. They setup a food shed outside with a nice menu and bar where you can sit down and have fresh oysters for example and a drink when returning from the wineries all day. The staff outside was super friendly. However, here are ..."

Reviewed on Sep 2, 2026

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

$261 nightly

$298 total

Sep 8 - Sep 9

Total with taxes and fees

This motel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. ...

"Restaurant was exceptional"

Reviewed on Sep 5, 2026

Hyatt Place Long Island East End

451 East Main Street Riverhead NY

Fully refundableReserve now, pay when you stay

$209 nightly

$239 total

Sep 9 - Sep 10

Total with taxes and fees

A marina and an outdoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...

"Everything was great. Breakfast is a highlight"

Reviewed on Sep 2, 2026

Faraway Sag Harbor

31 West Water Street Sag Harbor NY

$579 nightly

$662 total

Oct 5 - Oct 6

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free valet parking and free WiFi. Free self parking, ...

"Faraway has been renovated Beautifully. The food has improved since Baron's Cove. The pool would benefit improving service and perhaps combining the food / drinks servers and pool attendants. In addition since we have been guests of the older Hotel, Baron's Cove for 16 years it would have been meaningful ..."

Reviewed on Sep 2, 2026

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY

$124 nightly

$141 total

Sep 20 - Sep 21

Total with taxes and fees

This guesthouse features an outdoor tennis court and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. ...

"The property was beautiful. We can’t wait to go back!"

Reviewed on Sep 4, 2026

Sound View Greenport

58775 County Rd 48 Greenport NY

$311 nightly

$355 total

Oct 1 - Oct 2

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with ...

"Amazing location; pool and nighttime tavern on weeekends are great but beware room accommodations- doors often fail to open the right way (locked out of room), room was fly invested at night. The suites in the second building are well maintained but the standard rooms in first building (100 levels) ..."

Reviewed on Sep 5, 2026

Budget Host East End

30 Lake Avenue Riverhead NY

Fully refundableReserve now, pay when you stay

$125 nightly

$143 total

Sep 7 - Sep 8

Total with taxes and fees

A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. WiFi in public areas is free. A safe deposit box is provided and ...

"Clean room, accommodating staff Helpful front desk"

Reviewed on Sep 5, 2026

The Atlantic Hotel

1655 County Road 39 Southampton NY

$141 nightly

$161 total

Oct 1 - Oct 2

Total with taxes and fees

This hotel's 2 outdoor tennis courts and outdoor pool are among the featured amenities. Guests will appreciate free perks like free self parking and WiFi in ...

The Chequit

23 Grand Ave Shelter Island Heights NY

$195 nightly

$222 total

Oct 4 - Oct 5

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant and a coffee shop are also provided.

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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.

Recent South Jamesport hotel reviews by fellow wanderers

Zey Hotel

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"The manager, James was so helpful during our stay. We loved that there was parking and a lovely home base during our getaway in Greenport. We loved the Zen feel, garden and lounge where we could read and relax during our stay. Our room was cozy and cool!"

A verified traveler stayed at Zey Hotel