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Best Historic Restaurants in Shelter Island

Price
Cuisine
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Top Rated
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43 restaurants available nearby

How are Featured results ranked

A photo of The Griswold Inn restaurant
4.6
Exceptional(1185)
$$$$
• American • Essex
Booked 26 times today
We arrived early for our reservation and we were asked if we wanted to sit right away or wait in the bar. No pressure, just a friendly question. We chose to sit and begin dinner our waitress could not have been more pleasant. Food was amazing and we had a wonderful evening with friends enjoying the atmosphere of the dining room and good friends. We would highly recommend The Griswold Inn when you are in or around the Essex area.
A photo of The Terrace at the Pridwin restaurant
4.3
Awesome(312)
$$$$
• American • Shelter Island
The food was excellent and the servers were all very nice and kind.
A photo of The North Fork Table & Inn restaurant
4.7
Exceptional(2554)
$$$$
• Contemporary American • Southold
Booked 18 times today
Incredible food, innovative and delicious. Excellent service, explained menu items in detail. Checked on us throughout the meal.
A photo of The Old Mill restaurant
4.7
Exceptional(298)
$$$$
• American • Mattituck
Booked 10 times today
Roast chicken was out of this world! Can’t wait to come back again for it.
A photo of 1770 House restaurant
4.7
Exceptional(1569)
$$$$
• American • East Hampton
Booked 9 times today
Always outstanding ! Our server Anastasia was terrific. 1770 house is always Warm and welcoming.
A photo of The Palm East Hampton restaurant
4.5
Awesome(1198)
$$$$
• Steakhouse • East Hampton
Booked 32 times today
The wait staff was very attentive and the food was delicious. I loved the atmosphere and decor of the restaurant. I went for Restaurant Week but i will definitely return for the regular menu.
A photo of Jedediah Hawkins restaurant
4.8
Exceptional(2298)
$$$$
• Farm-to-table • Riverhead
Booked 6 times today
Our 1st time and enjoyed every part of our evening. My husband ordered the pork chop and couldn’t have been more pleased , I ordered the halibut and was also very please. The service was great and we will be going back.
A photo of Insignia Prime Steak & Sushi restaurant
4.8
Exceptional(7544)
$$$$
• Steakhouse • Smithtown
Booked 64 times today
Five stars all around! The atmosphere was elegant and extravagant, and the food was absolutely delicious. Everything tasted amazing! We had a very large group, including a separate table for the younger guests, and everyone was wonderfully taken care of. The service was spectacular! Thomas deserves special recognition because he was truly AMAZING! Taking care of a group our size is no small task, yet he made everyone feel welcome and attended to. His attentiveness and exceptional service were a highlight of our experience. If we could give Thomas five stars of his own, we absolutely would! Management, you have a gem on your team. Thank you, Thomas, for helping make our evening so memorable!
A photo of Tweeds Restaurant & Buffalo Bar restaurant
4.5
Awesome(476)
$$$$
• Steakhouse • Riverhead
Booked 7 times today
Food was great. Good service. Just perfect spot for a date night. I highly recommend it.
A photo of Union League restaurant
4.9
Exceptional(2982)
$$$$
• French • New Haven
Booked 33 times today
Impeccable from start to finish. Food, service, ambience all fabulous

See what locals rave about

From verified diners like you
From verified diners like you
  • Anna
    New York City •4 reviews
    5.0
    Dined 7 days ago
    Our 1st time and enjoyed every part of our evening. My husband ordered the pork chop and couldn’t have been more pleased , I ordered the halibut and was also very please. The service was great and we will be going back.
    More info
    Jedediah Hawkins$$$$• Farm-to-table• Riverhead
    •
    4.8
  • Glen
    New York City •7 reviews
    5.0
    Dined on Oct 29, 2026
    Incredible food, innovative and delicious. Excellent service, explained menu items in detail. Checked on us throughout the meal.
    More info
    The North Fork Table & Inn$$$$• Contemporary American• Southold
    •
    4.7
  • DebraGold
    New York City •63 reviews
    5.0
    Dined on Oct 28, 2026
    Roast chicken was out of this world! Can’t wait to come back again for it.
    More info
    The Old Mill$$$$• American• Mattituck
    •
    4.7
  • Ted
    New York City •16 reviews
    5.0
    Dined on Oct 19, 2026
    We arrived early for our reservation and we were asked if we wanted to sit right away or wait in the bar. No pressure, just a friendly question. We chose to sit and begin dinner our waitress could not have been more pleasant. Food was amazing and we had a wonderful evening with friends enjoying the atmosphere of the dining room and good friends. We would highly recommend The Griswold Inn when you are in or around the Essex area.
    More info
    The Griswold Inn$$$$• American• Essex
    •
    4.6
  • MichaelGold
    Philadelphia County •106 reviews
    5.0
    Dined on Sep 15, 2026
    The food was excellent and the servers were all very nice and kind.
    More info
    The Terrace at the Pridwin$$$$• American• Shelter Island
    •
    4.3
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