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9.1

86 reviews

The Pridwin Hotel

The Pridwin Hotel

81 Shore Road, Shelter Island Heights, 11964, New York, United States

Choose dates to view prices

Restaurant

Beachfront

Private beach area

Outdoor swimming pool

Free Private Parking

Free wifi

Fitness center

Steam room

The Pridwin Hotel

Welcome to The Pridwin Hotel, your charming gateway to a slice of paradise on Shelter Island Heights! Nestled at 81 Shore Road, this delightful 3-star haven is just 1.4mi from the city center, making it the perfect launchpad for your seaside adventures. Start your day with a refreshing dip in the free outdoor swimming pool, followed by a leisurely stroll on the private beach. At an unbeatable minimum price that will leave you smiling, you're in for a fun-filled escape without breaking the bank!

After you've soaked up the sun, indulge in an array of fantastic amenities, from the fitness center to the scenic sun deck, free beach chairs and loungers to the serene sauna. Need a little pampering? Treat yourself to a soothing massage or unwind in the steam room. If you're feeling adventurous, why not explore the water sports facilities or challenge friends to a fun match on the free tennis court? Dining options abound with a restaurant and bar where delicious meals and cool drinks await you. With 86 fabulous reviews, it's clear that other travelers have enjoyed their stay and are eager to share their experiences!

Whether you're heading out to explore the local golf course, enjoying a family meal with kids' options, or just relaxing in the beautiful garden, every corner of The Pridwin Hotel promises joy and relaxation. With complimentary WiFi and 24-hour front desk service, your every need is met and your getaway is as hassle-free as can be. So pack your bags and get ready for an unforgettable trip to The Pridwin Hotel—where beach vibes and good times collide!

As the sun begins to set over Shelter Island, The Pridwin Hotel transforms into a magical oasis where the night is just as inviting as the day. Treat yourself to a dining experience that’ll tantalize your taste buds at the hotel's very own Restaurant #1. Whether you're in the mood for a family-friendly meal or a romantic evening for two, the ambiance at this modern spot pairs perfectly with the delicious American and seafood dishes created from local ingredients. Don't forget to indulge in some refreshing drinks at the bar, which is a fantastic way to toast to your incredible getaway!

When the sun dips below the horizon, retreat to the hotel’s outdoor heated saltwater pool known for its beautiful views. Ideal for adults wanting to enjoy a peaceful swim, the pool area creates a serene environment for relaxation under the stars or poolside lounging. With a shallow end, it's a wonderful spot to unwind, meet fellow travelers, or simply soak up that beautiful island twilight. The combination of mood lighting and refreshing water creates a perfect backdrop for memorable evening chats.

Stay connected with complimentary WiFi while you're here, allowing you to share all of your fabulous adventures in real-time! With 24-hour front desk service, whatever you need—whether it’s local recommendations or assistance arranging activities—is just a call away. Make sure your camera is charged because every moment at The Pridwin Hotel is a snapshot waiting to happen. So kick back, relax, and let the friendly vibe and stunning scenery sweep you into vacation mode!

Closest airports

Tweed-New Haven Airport

29.8mi

Long Island Mac Arthur Airport

42.4mi

Bradley International Airport

62.2mi

Most popular amenities

Restaurant

Beachfront

Private beach area

Outdoor swimming pool

Free Private Parking

Free wifi

Fitness center

Steam room

Beach

Sauna

Air conditioning

Tennis court

Bar

Sun deck

Parking On Site

Terrace

24-hour front desk

Non-smoking rooms

Beach chairs/Loungers

Elevator

Kids' meals

Garden

Rooms

Premier Terrace in The Pridwin Hotel

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Premier, Terrace

1 King Size Bed

225 sqft

Wifi

Air conditioning

+

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Hillside Room in The Pridwin Hotel

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Hillside

1 King Size Bed

215 sqft

Wifi

Air conditioning

+

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Corner Preferred Room in The Pridwin Hotel

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Corner

1 King Size Bed

1 Sofa Bed

225 sqft

Wifi

Air conditioning

+

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Water View Room in The Pridwin Hotel

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Room With Water View

1 King Size Bed

215 sqft

Wifi

Air conditioning

+

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1 Bedroom, King Size

1 King Size Bed

+

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1 King Bed

Overlooking the hill

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Phone and iron/ironing board; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

Family, 1 Bedroom, Bay View

2 Double Beds

1 Queen Size Bed

1 Twin Bed

+

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2 Double Beds

2798-sq-foot (260-sq-meter) room with bay views

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Iron/ironing board and phone; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

Premium, King Size, 1 Bedroom

1 King Size Bed

+

More details

1 King Bed

2195-sq-foot (204-sq-meter) room with partial sea views

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Iron/ironing board and phone; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

Signature, King Size, 1 Bedroom, Bay View

1 King Size Bed

+

More details

1 King Bed

2195-sq-foot (204-sq-meter) room with bay views

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Iron/ironing board and phone; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

Deluxe Suite, 1 Bedroom

1 King Size Bed

1 Sofa Bed

+

More details

1 King Bed

2594-sq-foot (241-sq-meter) room with hill views

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Iron/ironing board, double sofa bed, and phone; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

1 Bedroom, Queen Size, Bay View, Single Use

1 Queen Size Bed

+

More details

1 Queen Bed

Overlooking the bay

Layout - Bedroom

Relax - In-room massage available

Internet - Free WiFi

Entertainment - Cable channels

Bathroom - Private bathroom, shower, free toiletries, and a hair dryer

Practical - Iron/ironing board and phone; rollaway/extra beds and cribs/infant beds available on request

Comfort - Air conditioning and daily housekeeping

Non-Smoking

Room, Terrace

Terrace

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Triple Room, Sea View

More details

Guest reviews

9.1

86 reviews

Categories of assessments

Cleanliness

Comfort

Location

Facilities

Staff

Value for money

WiFi quality

Featured reviews:

🇺🇸

Melis

10

May 2025

We had the most wonderful Mother’s Day weekend here. The service, food, and amenities were excellent, creating a truly peaceful atmosphere. Being by the water, listening to the birds, and sipping on delicious cocktails was simply priceless. We already loved Shelter Island, but staying at The Pridwin made us fall in love with it even more. It’s the perfect spot for a staycation, especially during the quieter off-season like May!

🇺🇸

Beth

10

July 2024

So nostalgic and reminisced of my childhood during the summer. Adirondack chairs around a fire or facing the water. Rocking chairs on the sprawling wrap around porch, lawn games, and striped awnings. It was delightful

The decor inside is a bit outdated, the carpet especially. They’ve made really nice renovations since the last time I said here and I was very impressed. I wouldn’t go so far as to say I didn’t like it I just think refresh for common spaces would be great.

🇺🇸

Joy

9.1

July 2024

I love this hotel, the decorations are lovely, the shared spaces are very nice and useful, the pool is fun, and the staff is super kind and helpful. We enjoyed the boat rides, breakfast, the fire pit, checkers, and ping pong. You feel like you are going back in time when you step on property in a good way. This is a super fun place to stay with children. I plan to go back next summer!

There was nothing I would change about the Pridwin.

🇺🇸

Anne

9.1

June 2023

Location is beautiful and charming. The hotel decor is beautiful, tastefully done, so charming, and high quality. My room was simple but very nicely appointed, immaculate, and bed was comfortable. Cocktails, dinner, and breakfast were superior! My dinner entree was really top notch in both flavor and presentation. All staff were very professional and extremely courteous.

The only criticism I had was the checkin and checkout process seemed inordinately slow. The staff while extremely polite, friendly, and professional seemed alittle unsure of the computer systems. The wait staff, again, couldn't have been nicer or more polite, but very green. The ones I encountered were young, teenage and 20 somethings, who clearly didn't have much, if any, restaurant experience. I realize it's not easy to find professional wait staff as seasonal workers for destination vacation properties.

🇺🇸

Carolyn

10

July 2023

I was impressed with how the clean the rooms were and overall resort was.. very cute and nice atmosphere. Restaurant was good and had a beautiful violinist playing. I liked that they turned your bed down for the night, put some more clean towels and put out water and glasses for water by the bed, was very nice! They also had a refrigerator stocked with cold drinks and snacks that were free which was an added bonus, don’t get that these days at most resorts. Overall enjoyed our stay and would go back again!

Didn’t have a lot of parking.

🇺🇸

Clifford

8.2

August 2023

The hotel is well designed, furnished, landscaped and is very clean

The Staff is friendly, but many are young people here on work visas so often they could not answer questions. Communication in general was not great.We did not receive the printed summary of weekly activities until shortly before we left. The Wednesday night BBQ while pleasant, did not have labels on dishes and there were not enough servers.

🇩🇪

Pooja

10

June 2023

Staff was very customer friendly - going out of their way to serve and make the stay exceptional. Property - It is recently renovated so everything is in top condition Food - Restaurant food is exceptional

Arrangement with booking.com - The reservation through Booking.com said breakfast is included but when we arrived the hotel stated change in terms with those bookings. Hotel gave 40 USD credit for each day. Would have been better to know this before hand.

🇺🇸

Thomas

10

June 2024

Excellent location on water, facilities very nicely updated - especially mini split AC quiet Nice pool area with enough loungers for all Very freindly/ helpful staff I don’t usually spring for the cost at hotel but felt it was well worth it considering all the above

Wasn’t impressed with food / prices at hotel

🇺🇸

Marianne

9.1

July 2024

The staff was wonderful. The facilities exceeded expectation. Absolutely wonderful.

We were trying to rent mokes, as our plans for the day were changed. The vendor didn't ever respond back to us, and staff didn't intercede. The front desk employees should be more informed regarding the spa details.

🇺🇸

Deborah

9.1

May 2025

Special wine dinner for Mothers Day was wonderful

First night we were in small room by service closet and were up all night with noise! They moved us second night to beautiful room. Also staff a bit unprepared for opening day

Points of Interest Around The Pridwin Hotel

Attractions

The Hamptons

14.3mi

Long Island Aquarium

18mi

Mystic Seaport Museum

29.3mi

Charles W. Morgan Whaleship

29.4mi

Mystic Dark Room

30.5mi

Restaurants

Restaurant #1

Cuisines

  • American
  • Seafood
  • Local

Ambiances

  • Family Friendly
  • Modern
  • Romantic

Pools

Location

  • Outdoor

Features

  • Heated
  • Salt water
  • Shallow end
  • With view

Age restrictions

  • Adults only

Availability

  • Seasonal

Amenities of The Pridwin Hotel

Restaurant

Beachfront

Private beach area

Outdoor swimming pool

Free Private Parking

Free wifi

Fitness center

Steam room

Beach

Sauna

Air conditioning

Tennis court

Bar

Sun deck

Parking On Site

Terrace

24-hour front desk

Non-smoking rooms

Beach chairs/Loungers

Elevator

Kids' meals

Garden

Stay rules - The Pridwin Hotel

  • Check-in / Check-out

  • Pets

  • Internet

  • Age restrictions

  • Curfew

  • Parking

  • Children and beds

  • Cards accepted at this property