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4 Stars Hotels in Dering Harbor, Shelter Island from CA $283

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Check availability on Dering Harbor 4 Star Hotels

Our top choices for Dering Harbor 4-star hotels

A spacious room with wicker furniture, large windows, and a view of the sea.

1. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $212
CA $283 total
includes taxes & fees
Dec 14 - Dec 15
Sound View Greenport
A pool area with umbrellas, potted plants, and a pathway leading to a building.

2. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (322 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $417
CA $523 total
includes taxes & fees
Dec 16 - Dec 17
Faraway Sag Harbor
A wooden pathway leading to beach chairs and umbrellas, surrounded by lush greenery and a view of the sea.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (193 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
The price is CA $295
CA $337 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A cozy interior with a bar area, seating, and a fireplace.

4. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is CA $257
CA $324 total
includes taxes & fees
Dec 2 - Dec 3
Oyster Estate
A modern building with a wooden exterior, a balcony, and a pathway lined with potted plants and stepping stones.

5. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (213 reviews)
"Great place, convenient location, very friendly staff"
United States
Erika
The price is CA $315
CA $395 total
includes taxes & fees
Nov 22 - Nov 23
Journey East Hampton
A multi-story hotel with balconies and a beach view.

6. Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.6 out of 10, Exceptional, (402 reviews)
"Beautiful hotel ,wonderful staff Everyone so kind, great customer service and breathtaking views and delicious food!"
United States
Eileen
The price is CA $385
CA $443 total
includes taxes & fees
Nov 23 - Nov 24
Madison Beach Hotel
A kitchen with a central island, two wicker chairs, and a bar area with glasses.

7. The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (183 reviews)
"lovely hotel - would stay again but would ask for a back room as the noise from the very busy road is constant. Otherwise awesome amenities, loved that you had a ghd hairdryer and straighteners. Every where smelt divine! Breakfast was lovely and a decent coffee."
Australia
Clara
The price is CA $288
CA $345 total
includes taxes & fees
Nov 22 - Nov 23
The Maidstone
A tented area with a pool view, wooden lounge chairs, and a table with a drink and food.

8. Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (78 reviews)
"We loved everything about this hotel… from the premises, decor, quality of food, respectful but friendly staff etc…Bravo!"
Canada
Corrado
The price is CA $584
CA $707 total
includes taxes & fees
Dec 3 - Dec 4
Canoe Place Inn and Cottages
A modern building with a pool, featuring a dining area with tables and chairs, and a glass entrance.

9. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (165 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is CA $866
CA $994 total
includes taxes & fees
Nov 16 - Nov 17
Topping Rose House
A large, two-story house with a wrap-around porch and a conservatory.

10. Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (530 reviews)
"Nice stay. Quite,"
United States
Joseph
The price is CA $398
CA $458 total
includes taxes & fees
Nov 16 - Nov 17
Copper Beech Inn
A beach with waves gently lapping onto the shore.

11. The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
9.8 out of 10, Exceptional, (101 reviews)
"Absolutely awesome place. Professional staff were extremely helpful. Pet and family friendly."
United States
Dwight
The price is CA $848
CA $1,017 total
includes taxes & fees
Nov 16 - Nov 17
The Roundtree, Amagansett
An outdoor dining area with trees and tables under string lights.

12. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (173 reviews)
"The room was beautiful, the location is great and the restaurant is just perfect. But what made the stay was the fabulous staff who made our stay! Many thanks and can't wait to return!"
United States
Leah
The price is CA $484
CA $662 total
includes taxes & fees
Nov 29 - Nov 30
The 1770 House Restaurant & Inn
A large, multi-story building with a swimming pool, outdoor seating, and a well-maintained garden.

13. East Hampton Art House Bed & Breakfast

East Hampton Art House Bed & Breakfast
4.0 star property
Clearwater Beach
9.6 out of 10, Exceptional, (65 reviews)
"The hosts were really nice and the breakfast is excellent!"
United States
IVAN
The price is CA $645
CA $737 total
includes taxes & fees
Nov 16 - Nov 17
East Hampton Art House Bed & Breakfast
A lakeside property with a dock, a large building, and surrounding greenery.

14. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (128 reviews)
"Wonderful- so charming and comfortable; upscale yet casual"
United States
Ann
The Pridwin Hotel
A four-poster bed with a green area rug, a white armchair, a television mounted on the wall, and a chandelier.

15. James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
4.0 star property
Old Saybrook Center
9.2 out of 10, Wonderful, (26 reviews)
"Great location for an overnight stay"
United States
Diane
James Pharmacy Bed & Breakfast
A two-story house with a covered porch and a chimney.

16. The Farmhouse Bed and Breakfast

The Farmhouse Bed and Breakfast
4.0 star property
Cutchogue
10.0 out of 10, Exceptional, (16 reviews)
"The place is lovely. We loved the garden the house the host th alpacas and the beach parking pass. It is really expensive to stay in that area but the place is great"
United States
Bent
The Farmhouse Bed and Breakfast
Exterior

17. The Baker House 1650

The Baker House 1650
4.5 star property
East Hampton
9.4 out of 10, Exceptional, (33 reviews)
"Absolutely best place to stay in East Hampton! Charming B&B with incredible staff. "
United States
Marcelle
The Baker House 1650
A brick pathway leading to a large, two-story building with a symmetrical facade, surrounded by manicured hedges and trees.

18. Jedediah Hawkins Inn

Jedediah Hawkins Inn
4.0 star property
Jamesport
9.8 out of 10, Exceptional, (18 reviews)
"It was our first time in this hotel and the area,it was very relaxing. Great service"
United States
OMAR
Jedediah Hawkins Inn
A modern kitchen with a central island, bar stools, stainless steel appliances, and wooden flooring.

19. The Mainstay

The Mainstay
4.0 star property
Southampton
The Mainstay
A modern kitchen with a central island, stainless steel appliances, and ample natural light from large windows.

20. Shinnecock Sanctuary

Shinnecock Sanctuary
4.0 star property
Southampton
Shinnecock Sanctuary
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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 Dering Harbor.
Mill House Inn

Mill House Inn

31 North Main Street East Hampton NY
The price is CA $464 per night from Nov 16 to Nov 17
CA $464
CA $670 total
Nov 16 - Nov 17
includes taxes & fees
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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.

Top Dering Harbor Hotel Reviews

Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"One of my favorite hotels! Every detail was immaculate."
Melissa 1-night trip
Posted 2 days ago
Faraway Sag Harbor

Find out more about Dering Harbor

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Dering Harbor are calling your name. Known for providing first-rate service in amazing locations, each of the Dering Harbor 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Dering Harbor. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Dering Harbor, Shelter Island, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Dering Harbor hotels with 4 Stars provide everything you need to unwind in style.

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