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3 Stars Hotels in Dering Harbor, Shelter Island from CA $181

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Our top choices for Dering Harbor 3-star hotels

1. Water's Edge Resort & Spa

A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.

Location: Westbrook Center
Guest rating: 9/10 (Wonderful, 1004 reviews)
Price: CA $256, CA $319 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for Dering Harbor 3-star hotels
Review: It was a lovely property and close to stores and places to eat., by ERIKA

2. Zey Hotel

A two-story house with a covered patio, outdoor seating, and a well-maintained lawn.

Location: Greenport
Guest rating: 9.2/10 (Wonderful, 449 reviews)
Price: CA $222, CA $254 total, includes taxes & fees, Dec 16 - Dec 17, for Our top choices for Dering Harbor 3-star hotels
Review: Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything., by JoAnn

3. Saybrook Point Resort & Marina

A marina with boats docked, a fire pit table, and outdoor seating.

Location: Old Saybrook Center
Guest rating: 9.6/10 (Exceptional, 1003 reviews)
Price: CA $384, CA $491 total, includes taxes & fees, Dec 7 - Dec 8, for Our top choices for Dering Harbor 3-star hotels
Review: Location was amazing and restaurant was great, by Jenny

4. The Harbor Front Inn

Location: Greenport
Guest rating: 9/10 (Wonderful, 676 reviews)
Price: CA $181, CA $248 total, includes taxes & fees, Dec 13 - Dec 14, for Our top choices for Dering Harbor 3-star hotels
Review: Clean and comfortable room. Great location to walk around town. Nice continental breakfast., by Jessika

5. The Chequit

An outdoor patio area with string lights, tables, chairs, and a fire pit.

Location: The Heights
Guest rating: 9/10 (Wonderful, 78 reviews)
Price: CA $257, CA $293 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: We enjoyed our stay!, by Nicholas

6. East Hampton House Resort

Location: East Hampton North
Guest rating: 9/10 (Wonderful, 355 reviews)
Price: CA $198, CA $265 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: The room was spacious and clean and the balcony was lovely. Would love to return at a different time of the year when the grounds could be better appreciated. It is in a great location between East Hampton and Amagansett with plenty of dining options., by Frederica

7. The Shoals Suites and Slips

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

Location: Southold
Guest rating: 9.4/10 (Exceptional, 351 reviews)
Price: CA $265, CA $338 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing., by William

8. Sag Harbor Inn

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

Location: Sag Harbor
Guest rating: 9.4/10 (Exceptional, 689 reviews)
Price: CA $313, CA $357 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast., by Annie

9. Windward Shores Ocean Resort

Location: Napeague
Guest rating: 8.8/10 (Excellent, 334 reviews)
Price: CA $188, CA $254 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: Omg so peaceful and beautiful. Felt like I was in paradise. My fiancee and I enjoyed every moment except checking out because we did not want to leave. Such beauty it was worth the 3 hour car ride. Perfect getaway.💜🙏, by Banessa

10. The Penny Lane

A beach with sand dunes and a clear view of the ocean.

Location: Hampton Bays
Guest rating: 9.2/10 (Wonderful, 131 reviews)
Price: CA $227, CA $260 total, includes taxes & fees, Nov 22 - Nov 23, for Our top choices for Dering Harbor 3-star hotels
Review: We had a very nice stay. Very well maintained and helpful staff., by Jacob

11. Harpoon House

A porch with a turquoise bicycle, patterned chairs, and a glass table.

Location: Southampton
Guest rating: 8.4/10 (Very good, 210 reviews)
Price: CA $225, CA $257 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: Wonderful place great location I definitely recommend!, by Yuliya V

12. The Sagaponack

Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

Location: Wainscott
Guest rating: 8.8/10 (Excellent, 300 reviews)
Price: CA $294, CA $392 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: We loved the 1 bedroom bungalow! One could sleep while the other read or watched TV. The bed was very comfortable. The kitchenette was very convenient. While there was a little road noise, the thoughtfully provided sound machine canceled that out. The best part for us was the location; right in the middle of the Hamptons, Montauck and Sag Harbor. Would definitely stay here again!, by PAUL

13. Southampton Inn

Location: Southampton
Guest rating: 8.6/10 (Excellent, 604 reviews)
Price: CA $285, CA $349 total, includes taxes & fees, Nov 19 - Nov 20, for Our top choices for Dering Harbor 3-star hotels
Review: First time staying there, loved it. Great location, shuttle to beach, good times!, by Kevin

14. North Fork Resort

A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

Location: Greenport
Guest rating: 9.6/10 (Exceptional, 73 reviews)
Price: CA $445, CA $508 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: Everything was perfect 💞, by Altynai

15. The Hermitage

Location: Amagansett
Guest rating: 9.2/10 (Wonderful, 185 reviews)
Price: CA $215, CA $293 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: Staff very friendly and attentive, cleaning very good and location espectacular.!, by Yesenia

16. Inn at Harbor Hill Marina

A two-story house with a porch, multiple windows, and a well-maintained lawn.

Location: Niantic
Guest rating: 9.8/10 (Exceptional, 1001 reviews)
Price: CA $227, CA $261 total, includes taxes & fees, Dec 1 - Dec 2, for Our top choices for Dering Harbor 3-star hotels
Review: Breakfast off a menu and cooked to order was a lovely surprise!, by Lillian

17. Cliffside Resort Condominiums

Location: Greenport
Guest rating: 9/10 (Wonderful, 300 reviews)
Price: CA $274, CA $471 total, includes taxes & fees, Nov 26 - Nov 27, for Our top choices for Dering Harbor 3-star hotels
Review: Great condo. Very nice location and grounds., by William

18. The Hedges Inn

A large, white, two-story house with a covered porch, surrounded by well-maintained gardens and trees.

Location: East Hampton
Guest rating: 9.8/10 (Exceptional, 86 reviews)
Review: The staff was warm, welcoming, knowledgeable & helpful! The food was superb! The room was impeccable from cleanliness to the amenities provided! We absolutely loved our stay and cannot wait to return. , by Lauren

19. The Menhaden

A two-story building with large windows, a sign reading "The Menhaden," and bicycles parked outside.

Location: Greenport
Guest rating: 9.6/10 (Exceptional, 197 reviews)
Price: CA $363, CA $479 total, includes taxes & fees, Dec 14 - Dec 15, for Our top choices for Dering Harbor 3-star hotels
Review: Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back., by Daniel

20. The Huntting Inn

A beach with a lifeguard tower, sandy dunes, and the ocean.

Location: Egypt Lane Historic District
Guest rating: 9/10 (Wonderful, 134 reviews)
Price: CA $481, CA $564 total, includes taxes & fees, Nov 16 - Nov 17, for Our top choices for Dering Harbor 3-star hotels
Review: Good location, by Josie

Top Dering Harbor Hotel Reviews

The Shoals Suites and Slips

Address: 61600 Main Rd, Southold, NY, 11971, US
Location: Southold
Star rating: 3.5/5
Guest rating: 9.4/10 (351 reviews)
Review: Such a great stay. We were so disappointed we were only staying for one night. We will be definitely staying here again., by Drew, July 16, 2025, rated 10/10 Excellent

American Beech Hotel

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

Location: Greenport
Review: The hotel has a great cozy feel, our room was large and well appointed. All rooms appear to be up narrow and steep stairs so this property wouldn't be appropriate for small children or anyone with mobility issues. Beds were very comfortable. Shower was a little too small. There was no light for the second set of stairs to our room which was a bit of a hazard. We also ate at the restaurant and would have spent more time there but they blast the same electronic music from sun up to well after..., by Lorraine, August 27, 2021, rated 10/10 Excellent

The Chequit

Address: 23 Grand Ave, Shelter Island Heights, NY, 11965, US
Location: The Heights
Star rating: 3/5
Guest rating: 9/10 (78 reviews)
Review: Absolutely beautiful! I really hope to be back there again soon!, by Peter, September 1, 2024, rated 10/10 Excellent

Saybrook Point Resort & Marina

Address: 2 Bridge St, Old Saybrook, CT, 06475, US
Location: Old Saybrook Center
Star rating: 3.5/5
Guest rating: 9.6/10 (1003 reviews)
Review: Everything was perfect!, by Annalie, October 13, 2026, rated 10/10 Excellent

The Captain Stannard

A living room with a stone fireplace, grey sofas, and a coffee table.

Location: Westbrook Center
Review: Our stay was great! My flight got in early, and the innkeeper was very kind to let me check in early. The room was clean, comfortable, and safe. The doors to the inn are locked with a keypad that every traveler has a unique code for safety. The first floor common area has a guestbook, a cabinet full of puzzles and other games, a TV, a kitchenette, and lots of seating. The kitchen has a large refrigerator that guests can access along with coffee, tea, and glassware. They also provide postcards..., by Casey, October 9, 2023, rated 10/10 Excellent

Bridgehampton Inn

A long outdoor dining table set with white tablecloths, sunflowers, and clear glassware.

Location: Bridgehampton
Review: We had a wonderful stay at the Bridgehampton Inn from the moment we were welcomed at the entrance. Charming rooms, beautiful property and gardens, walkable to the shops and restaurants in town. Their store Loaves and Fishes is filled with great kitchen treasures. Breakfast which was included daily was amazing as was the dinner we enjoyed one evening. Great location to explore all of the Hamptons which we did! Can’t say enough about the staff. Every one of them went out of their way to..., by Liliana, October 14, 2024, rated 10/10 Excellent

East Hampton House Resort

Address: 226 Pantigo Road, East Hampton, NY, 11937, US
Location: East Hampton North
Star rating: 3/5
Guest rating: 9/10 (355 reviews)
Review: Great location, clean, by franca, August 15, 2025, rated 10/10 Excellent

The Scranton Seahorse Inn

Location: Madison Center
Review: Michael is very charming and cate about his people. If he can not be present at your arrival he will communicate with you and give all instructions needed. The place is always super clean and charming. Outstanding breakfast is waiting for you every single morning! This B&B is one of the best B&B I have been so far! Wondeefull job Michael!, by Francd, July 23, 2018, rated 10/10 Excellent

The Sagaponack

Address: 3720 Montauk Hwy, Wainscott, NY, 11962, US
Location: Wainscott
Star rating: 3/5
Guest rating: 8.8/10 (300 reviews)
Review: Lovely place, would stay again, by Brad, June 27, 2026, rated 10/10 Excellent

Find out more about Dering Harbor

The top 3 Stars hotels in Dering Harbor, Dering Harbor may offer some of the best discounts and rates, but these properties are anything but average. Travelers love Dering Harbor 3 Stars hotels for their top quality services, just-like-home amenities, and wallet-friendly prices. You can even get access to fantastic perks like delectable restaurants, so-cool cocktail bars, and spacious fitness centres.

Use the travel tools at Expedia.ca to find a cheap deal on a 3 Stars upscale hotel in Dering Harbor for a first-class experience, or book an inexpensive rate on one of the cheap 3 Stars hotels in Dering Harbor neighbourhoods near the city’s best attractions. We’ll even help you find vacation packages to go with your three star hotel in Dering Harbor. From last-minute work trips to long-awaited family getaways, we offer all the essentials you need to enjoy your jaunt through Dering Harbor.