Shelter Island 4 Stars Hotels

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Compare Shelter Island 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"Absolutely the nicest hotel in the area. "
The price is NT$17,041
per night
Jun 4 - Jun 5
Canoe Place Inn and Cottages
Front of property
434 on Main
4.0 star property
10.0 out of 10, Exceptional, (34)
"Great hosts"
434 on Main
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is NT$19,204
per night
May 27 - May 28
The Roundtree, Amagansett
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Reception
The 1770 House Restaurant & Inn
4.0 star property
9.8 out of 10, Exceptional, (135)
"beautiful inn with a scenic setting"
The price is NT$18,558
per night
May 27 - May 28
The 1770 House Restaurant & Inn
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is NT$24,577
per night
May 27 - May 28
East Hampton Art House Bed & Breakfast
Food and drink
Jedediah Hawkins Inn
4.0 star property
9.8 out of 10, Exceptional, (18)
"We had a wonderful stay. The accommodations and services was outstanding and the property was absolutely beautiful. I have already recommended the hotel to my coworkers and family and will definitely be visiting again! "
Jedediah Hawkins Inn
Front of property - evening/night
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (244)
"Very special: comfortable and relaxing. Gorgeous views. Caring staff."
The price is NT$9,036
per night
May 29 - May 30
Madison Beach Hotel
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is NT$22,450
per night
Jun 3 - Jun 4
Topping Rose House
Indoor pool, seasonal outdoor pool, sun loungers
The Baker House 1650
4.5 star property
9.4 out of 10, Exceptional, (32)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
The price is NT$22,593
per night
May 29 - May 30
The Baker House 1650
Garden
James Pharmacy Bed & Breakfast
4.0 star property
9.4 out of 10, Exceptional, (7)
"quiet and safe, close to everything yet off the 'main' part of the road. bright and airy, loved the room and decor was gorgeous. we were already at the beach, didn't need to see more beach decor. pass to harveys beach was nice, but the beach was gross. breakfast voucher was great, restaurant was quick and delicious"
The price is NT$10,904
per night
May 24 - May 25
James Pharmacy Bed & Breakfast
View from room
Hero Beach Club
4.0 star property
9.0 out of 10, Wonderful, (139)
"Room was clean, comfortable, nicely done. The hotel is close to the beach, walking distance to town. Alex was very nice and helpful, we enjoyed our stay and would definitely come back."
The price is NT$10,167
per night
May 27 - May 28
Hero Beach Club
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (89)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is NT$9,440
per night
May 27 - May 28
Journey East Hampton
Breakfast and dinner served
Copper Beech Inn
4.0 star property
8.6 out of 10, Excellent, (455)
"The room was large, very nice and clean. "
The price is NT$6,745
per night
May 28 - May 29
Copper Beech Inn
Lobby sitting area
Sound View Greenport
4.0 star property
8.4 out of 10, Very Good, (428)
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
The price is NT$8,916
per night
May 27 - May 28
Sound View Greenport
Beachfront King | Blackout drapes, iron/ironing board, free WiFi, bed sheets
Marram
4.0 star property
8.4 out of 10, Very Good, (125)
"N/A"
The price is NT$11,458
per night
May 27 - May 28
Marram
Premium bedding, down comforters, minibar, in-room safe
Montauk Yacht Club
4.0 star property
8.4 out of 10, Very Good, (950)
"This place was redone so beautifully! The staff was incredible. Everything was so clean! We can’t wait to go back! We loved that it was even per friendly! Tim from the concierge was the most genuine person, leaving my kids a hand written note that they will never forget. Can’t say enough great things about this place! We stay in Montauk every year, this stay easily was my favorite one yet! Even the American girl dolls we brought were treated like royalty by the pool!"
The price is NT$12,224
per night
May 27 - May 28
Montauk Yacht Club
Outdoor wedding area
Gurney's Montauk Resort & Seawater Spa
4.0 star property
8.2 out of 10, Very Good, (568)
"Great time beautiful property"
The price is NT$18,155
per night
May 27 - May 28
Gurney's Montauk Resort & Seawater Spa
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The Maidstone
Luxury Villa (6 Bedrooms) | Living area | TV
Villa Direen - Modern East Hampton Villa
4.0 star property
Villa Direen - Modern East Hampton Villa
Balcony
The Mainstay
4.0 star property
The Mainstay

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