Shelter Island 4 Stars Hotels

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Check availability on Shelter Island 4 Star Hotels

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

Our top choices for Shelter Island 4-star hotels

Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (790 reviews)
"Amazing resort. We had a great time at gurneys."
United States
russell
The price is NT$33,471
NT$45,888 total
includes taxes & fees
Jun 29 - Jun 30
Gurney's Montauk Resort & Seawater Spa
Courtyard Balcony King | Courtyard view

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Highly recommend"
Australia
Jasmin
The price is NT$20,224
NT$29,390 total
includes taxes & fees
Jun 30 - Jul 1
Marram
2 restaurants; breakfast, lunch, and dinner served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,003 reviews)
"Great stay. "
United States
Jeanne
The price is NT$22,628
NT$29,440 total
includes taxes & fees
Jun 25 - Jun 26
Montauk Yacht Club
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (653 reviews)
"Love being on the water"
United States
Gina
The price is NT$23,484
NT$29,526 total
includes taxes & fees
Jun 6 - Jun 7
Sound View Greenport
Ocean View 2 Queens | Premium bedding, down comforters, pillowtop beds, blackout drapes

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (135 reviews)
"Very nice rooms! Clean and the location is great! "
United States
Jeremy
The price is NT$7,511
NT$12,172 total
includes taxes & fees
Jun 24 - Jun 25
Offshore Montauk
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is NT$18,215
NT$22,892 total
includes taxes & fees
Jun 24 - Jun 25
The Pridwin Hotel
View from room

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (206 reviews)
"Great weekend trip "
United States
Timothy
The price is NT$11,900
NT$16,791 total
includes taxes & fees
Jun 23 - Jun 24
Hero Beach Club
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (370 reviews)
"Exceptionally clean and wonderful staff"
United States
Bevin
The price is NT$13,152
NT$15,124 total
includes taxes & fees
Jun 15 - Jun 16
Madison Beach Hotel
View from property

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (179 reviews)
"We absolutely loved our stay here. We felt like we had found a completely hidden gem. We will 100% be back."
United States
Rebecca
The price is NT$11,471
NT$14,416 total
includes taxes & fees
Jun 10 - Jun 11
Journey East Hampton
Outdoor pool

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (152 reviews)
"Amazing"
United Kingdom
Ming Da
The price is NT$25,315
NT$29,033 total
includes taxes & fees
Jun 15 - Jun 16
Topping Rose House
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (64 reviews)
"Peaceful beautiful stay. Wonderful staff. Wonderful restaurant."
United States
Micheal
The price is NT$22,471
NT$27,213 total
includes taxes & fees
Jun 9 - Jun 10
Canoe Place Inn and Cottages
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (158 reviews)
"Bar was excellent "
United States
raje
The price is NT$12,100
NT$13,824 total
includes taxes & fees
Jun 9 - Jun 10
The Maidstone
Beach nearby, white sand, sun loungers, beach umbrellas

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (95 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is NT$31,238
NT$37,474 total
includes taxes & fees
Jun 7 - Jun 8
The Roundtree, Amagansett
Breakfast and dinner served

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (513 reviews)
"It could use an upgrade for the Breakfast menu."
United States
EUGENE
The price is NT$8,768
NT$10,084 total
includes taxes & fees
Jun 7 - Jun 8
Copper Beech Inn
Exterior

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (292 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is NT$22,785
NT$28,635 total
includes taxes & fees
Jun 7 - Jun 8
Faraway Sag Harbor
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (153 reviews)
"Lovely lodging"
United States
Timothy
The price is NT$16,343
NT$18,671 total
includes taxes & fees
Jun 8 - Jun 9
Silver Sands Motel & Beach Bungalows
Outdoor dining

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (166 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is NT$20,782
NT$28,410 total
includes taxes & fees
Jun 8 - Jun 9
The 1770 House Restaurant & Inn
One Bedroom Condo King with Ocean view | Living area | 55-inch Smart TV with digital channels, Netflix, Hulu

Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is NT$20,729
NT$27,276 total
includes taxes & fees
Jun 23 - Jun 24
Offshore Spa & Residences
Garden

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
Canoe Place Waterfront Residences
Front of property

The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast
4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (13 reviews)
"very comfortable stay. "
United States
Valentine
The Farmhouse Bed and 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 NT$21,975 per night from Jun 15 to Jun 16
NT$21,975
NT$33,542 total
Jun 15 - Jun 16
includes taxes & fees
9/10 Wonderful! (85 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

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
Central Park summer

Top Shelter Island Hotel Reviews

Marram

Marram

10/10 Excellent
"Highly recommend"
Jasmin 1-night trip
Posted 2 days ago
Marram

Frequently asked questions

What are the best 4-star hotels in Shelter Island?
Make unforgettable memories in Shelter Island at Topping Rose House. A favorite with Expedia customers, this 4-star hotel offers loads of conveniences for a relaxing and comfortable stay.
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 NT$33,542

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.

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