Photo by tom owens

Find 4 Star Hotels in Shelter Island, NY from AED 588

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Check availability on Shelter Island 4 Star Hotels

Tonight
1 Apr - 2 Apr
Tomorrow
2 Apr - 3 Apr
This weekend
4 Apr - 6 Apr
Next weekend
11 Apr - 13 Apr

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

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, (616)
"It’s under construction so it’s not as nice as I typically would be. I wishes we had been warned . Although the staff is friendly and helpful"
The price is AED 1,524
AED 2,080 total
includes taxes & fees
2 Apr - 3 Apr
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, (220)
"Nice bar area. Rooms were clean but small. "
The price is AED 717
AED 901 total
includes taxes & fees
8 Apr - 9 Apr
Baron's Cove
Montauk Yacht Club
Indoor pool, 2 outdoor pools

Montauk Yacht Club

4.0 star property
8.4 out of 10, Very Good, (1026)
"Great property, great service, quiet location"
The price is AED 793
AED 906 total
includes taxes & fees
14 Apr - 15 Apr
Montauk Yacht Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (126)
"Clean and up to date "
The price is AED 843
AED 1,059 total
includes taxes & fees
13 Apr - 14 Apr
Journey East Hampton
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, sun loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very Good, (512)
"Beautiful setting "
The price is AED 777
AED 994 total
includes taxes & fees
14 Apr - 15 Apr
Sound View Greenport
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (280)
"Wonderful!"
The price is AED 796
AED 916 total
includes taxes & fees
16 Apr - 17 Apr
Madison Beach Hotel
Silver Sands Motel & Beach Bungalows
Beach bar

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (78)
"Lovely property, directly on the beach. "
The price is AED 716
AED 818 total
includes taxes & fees
10 Apr - 11 Apr
Silver Sands Motel & Beach Bungalows
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (130)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is AED 2,170
AED 2,492 total
includes taxes & fees
14 Apr - 15 Apr
Topping Rose House
Marram
Beachfront King | Blackout drapes, iron/ironing board, free WiFi, bed sheets

Marram

4.0 star property
8.4 out of 10, Very Good, (159)
"Friendly staff, some hidden fees but nice place"
The price is AED 617
AED 1,398 total
includes taxes & fees
15 Apr - 16 Apr
Marram
The Maidstone
Front of property - evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is AED 955
AED 1,091 total
includes taxes & fees
27 Apr - 28 Apr
The Maidstone
Canoe Place Inn and Cottages
Garden

Canoe Place Inn and Cottages

4.0 star property
10.0 out of 10, Exceptional, (38)
"Beautiful hotel! Everything is perfect so bar. The concierge was so friendly, helpful, and polite. "
The price is AED 5,197
AED 6,294 total
includes taxes & fees
5 Apr - 6 Apr
Canoe Place Inn and Cottages
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
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)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is AED 2,553
AED 3,062 total
includes taxes & fees
2 Apr - 3 Apr
The Roundtree, Amagansett
Hero Beach Club
View from room

Hero Beach Club

4.0 star property
9.0 out of 10, Wonderful, (163)
"Beautiful place to stay! Right next to the beach, it was quiet and had so many nice things to do all around the property. The bed was comfy and the rooms were very nice. "
The price is AED 588
AED 1,102 total
includes taxes & fees
7 Apr - 8 Apr
Hero Beach Club
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is AED 1,074
AED 1,469 total
includes taxes & fees
2 Apr - 3 Apr
The 1770 House Restaurant & Inn
Copper Beech Inn
Breakfast and dinner served

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (493)
"Peaceful, quiet, well appointed room. Attentive staff. Delicious breakfast!"
The price is AED 1,025
AED 1,178 total
includes taxes & fees
7 Apr - 8 Apr
Copper Beech Inn
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)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is AED 1,551
AED 1,773 total
includes taxes & fees
2 Apr - 3 Apr
East Hampton Art House Bed & Breakfast
434 on Main
Reception hall

434 on Main

4.0 star property
10.0 out of 10, Exceptional, (35)
"Great hosts"
434 on Main
The Rams Head Inn
Exterior

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The Rams Head Inn
James Pharmacy Bed & Breakfast
Garden

James Pharmacy Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (14)
"We loved staying in the historic pharmacy. We stayed in the Ann Petry room and it is well appointed, clean and charming. The property sits on the town's main street and is very walkable to shopping and dining. We look forward to our next stay. "
The price is AED 1,110
AED 1,673 total
includes taxes & fees
2 Apr - 3 Apr
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 AED 1,194 per night from Apr 2 to Apr 3
AED 1,194
AED 1,500 total
includes taxes & fees
2 Apr - 3 Apr
8.8/10 Excellent! (67 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

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Expedia guests enjoy staying at Topping Rose House. From its handy amenities to its attentive staff, everything about this 4-star hotel in Shelter Island is designed to offer an awesome vacation experience.
How much does it cost to stay in a 4-star hotel in Shelter Island?
To lock in a 4-star hotel in Shelter Island that fits your budget, make use of Expedia’s filters. Check out what’s available during your preferred dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical option first.

  • Search for the lowest price from AED 1,194

What's the difference between 5-star and 4-star hotels in Shelter Island?
Treat yourself to luxury living during your Shelter Island getaway by choosing a 4-star hotel. As well as featuring upscale surroundings, these properties are typically packed with amenities such as large beds, complimentary bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. 24-hour concierge assistance, elegant décor and world-class dining are only the start of the exclusive conveniences and services you’ll likely get access to.
Does Shelter Island have any 4-star all-inclusive resorts?
Use our “All inclusive” filter to search for your dream resort in Shelter Island where everything is taken care of, from your accommodations to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.