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Top South Jamesport hotels

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
$136 nightly
The price is $155 total per night from May 17 to May 18
$155 total
May 17 - May 18
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. If you want to take your pet along, this pet-friendly property ...
The staff were great and the rooms were in greay shape and very comfortable. The location is close to many restaurants.

Reviewed on May 7, 2026

Opens in a new windowThe Bentley Hotel Southampton
Sag Harbor Inn

Sag Harbor Inn

3.5 out of 5
45 West Water Street Sag Harbor NY
$255 nightly
The price is $291 total per night from May 10 to May 11
$291 total
May 10 - May 11
Total with taxes and fees
An outdoor pool is featured at this hotel, along with free self parking. Enjoy the free continental breakfast each morning. A fireplace in the lobby and luggage ...
Beautiful hotel facing the harbor with courteous service and staff.

Reviewed on May 8, 2026

Opens in a new windowSag Harbor Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
$243 nightly
The price is $274 total per night from May 21 to May 22
$274 total
May 21 - May 22
Total with taxes and fees
This hotel features a bar/lounge, a coffee shop, and a communal living room. A business center, a picnic area, and express check-out are also on offer.
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

Opens in a new windowThe Shoals Suites and Slips
Home2 Suites by Hilton Long Island Brookhaven

Home2 Suites by Hilton Long Island Brookhaven

3 out of 5
101 Boulevard East Yaphank NY
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $149 total per night from May 18 to May 19
$149 total
May 18 - May 19
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
Property was very clean and updated. Staff were extremely polite and professional. We had a fantastic stay.

Reviewed on May 8, 2026

Opens in a new windowHome2 Suites by Hilton Long Island Brookhaven
Hyatt Place Long Island East End

Hyatt Place Long Island East End

3 out of 5
451 East Main Street Riverhead NY
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $184 total per night from May 10 to May 11
$184 total
May 10 - May 11
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 ...
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

Opens in a new windowHyatt Place Long Island East End
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
$292 nightly
The price is $334 total per night from May 10 to May 11
$334 total
May 10 - May 11
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the free continental ...
Spacious, well appointed rooms. Great location. The complimentary breakfast was cozy (nothing fancy but gets the job done). We stayed for three nights with a small dog in tow. The only surprise was that parking was not free ($29 per night) but there was plenty of free street parking available ...

Reviewed on Apr 27, 2026

Opens in a new windowThe Harbor Front Inn
The Sagaponack

The Sagaponack

3 out of 5
3720 Montauk Hwy Wainscott NY
$264 nightly
The price is $297 total per night from May 10 to May 11
$297 total
May 10 - May 11
Total with taxes and fees
A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. WiFi in public areas is free. A communal living room and luggage storage ...
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

Opens in a new windowThe Sagaponack
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
$326 nightly
The price is $373 total per night from May 10 to May 11
$373 total
May 10 - May 11
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 ...
Beautiful place to stay on a special getaway

Reviewed on May 7, 2026

Opens in a new windowSound View Greenport
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

3 out of 5
2038 Old Country Rd Riverhead NY
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $186 total per night from May 17 to May 18
$186 total
May 17 - May 18
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and perks like free self parking and free WiFi. Enjoy the gym and ...
Always stay here when in the area.

Reviewed on May 8, 2026

Opens in a new windowHilton Garden Inn Riverhead
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