Photo by tom owens

Find 4 Star Hotels in Shelter Island, NY from SAR 794

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Check availability on Shelter Island 4 Star Hotels

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

Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.6 out of 10, Excellent, (1000)
"Beautiful property with very friendly staff. We had a dog with us and they brought a bed and bowls for him to our room."
The price is SAR 1,197
SAR 1,795 total
includes taxes & fees
26 May - 27 May
Montauk Yacht Club
Gurney's Montauk Resort & Seawater Spa
Outdoor wedding area

Gurney's Montauk Resort & Seawater Spa

4.0 star property
8.2 out of 10, Very Good, (630)
"Beautiful property. We really enjoyed our stay!"
The price is SAR 1,969
SAR 2,688 total
includes taxes & fees
26 May - 27 May
Gurney's Montauk Resort & Seawater Spa
Baron's Cove
Front of property - evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (243)
"Great place to stay in Sag Harbor. Walk to town, and easy drives to all Hamptons. Will return. "
The price is SAR 1,122
SAR 1,409 total
includes taxes & fees
1 Jun - 2 Jun
Baron's Cove
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (88)
"Absolutely loved our experience at Silver Sands! So relaxing and the staff was so friendly. We definitely plan to return yearly "
Silver Sands Motel & Beach Bungalows
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (522)
"We loved the location of our room which opened right onto the sound. Stunning sunsets!!"
The price is SAR 977
SAR 1,285 total
includes taxes & fees
26 May - 27 May
Sound View Greenport
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (287)
"We always love it there."
The price is SAR 1,113
SAR 1,280 total
includes taxes & fees
29 May - 30 May
Madison Beach Hotel
Marram
Beachfront King | Blackout drapes, iron/ironing board, free WiFi, bed sheets

Marram

4.0 star property
8.6 out of 10, Excellent, (162)
"We had a very nice time at Marram."
The price is SAR 1,144
SAR 2,014 total
includes taxes & fees
10 Jun - 11 Jun
Marram
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (132)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is SAR 1,669
SAR 2,098 total
includes taxes & fees
26 May - 27 May
Journey East Hampton
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (130)
"Lovely property"
The price is SAR 2,044
SAR 2,336 total
includes taxes & fees
26 May - 27 May
The Maidstone
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (165)
"Absolutely perfect- The staff makes you feel like you own a part of it."
The price is SAR 794
SAR 1,271 total
includes taxes & fees
27 May - 28 May
Hero Beach Club
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (41)
"Beautiful hotel! Everything is perfect so bar. The concierge was so friendly, helpful, and polite. "
The price is SAR 2,419
SAR 2,930 total
includes taxes & fees
29 May - 30 May
Canoe Place Inn and Cottages
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (131)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is SAR 1,727
SAR 1,986 total
includes taxes & fees
26 May - 27 May
Topping Rose House
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (151)
"Nice, quiet & quaint bed and breakfast near all, friendly staff"
The price is SAR 1,941
SAR 2,654 total
includes taxes & fees
26 May - 27 May
The 1770 House Restaurant & Inn
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"WELL APPOINTED"
The price is SAR 1,122
SAR 1,409 total
includes taxes & fees
28 May - 29 May
The Pridwin Hotel
Offshore Montauk
Laptop workspace, blackout drapes, free WiFi

Offshore Montauk

4.0 star property
The price is SAR 1,128
SAR 1,663 total
includes taxes & fees
16 Jun - 17 Jun
Offshore Montauk
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"Fantastic hotel, great location."
The price is SAR 3,732
SAR 4,477 total
includes taxes & fees
27 May - 28 May
The Roundtree, Amagansett
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (494)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is SAR 1,047
SAR 1,203 total
includes taxes & fees
26 May - 27 May
Copper Beech Inn
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"The hosts were really nice and the breakfast is excellent!"
The price is SAR 2,858
SAR 3,266 total
includes taxes & fees
26 May - 27 May
East Hampton Art House Bed & Breakfast
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.4 out of 10, Exceptional, (16)
"Great and historic. "
The price is SAR 1,546
SAR 2,166 total
includes taxes & fees
26 May - 27 May
James Pharmacy Bed & Breakfast
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Shelter Island.
Mill House Inn

Mill House Inn

31 North Main Street, East Hampton, NY
The price is SAR 1,782 per night from Jun 5 to Jun 6
SAR 1,782
SAR 2,239 total
includes taxes & fees
5 Jun - 6 Jun
9/10 Wonderful! (69 reviews)
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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.

Learn more about Shelter Island

Escape to Shelter Island! Enjoy its island views, natural setting, and beaches.

See all hotels in Shelter Island
Great shot of Sunset Beach on Shelter Island from our boat, before heading closer to anchor and swim in. A beautiful little slice of Southern France right here on Long Island Sound! If you get a chance, definitely check this place out.
Photo by tom owens
Open Photo by tom owens