A pebbled beach with a sunset and a distant bridge.

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30 Sept - 1 Oct
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1 Oct - 2 Oct
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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
The Heights
United States
Kristin
NZ$357
includes taxes & fees
5 Oct - 6 Oct
The Chequit

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
NZ$434
includes taxes & fees
12 Oct - 13 Oct
House on Chase Creek

3. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
NZ$406
includes taxes & fees
4 Oct - 5 Oct
Shelter Island House

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
NZ$632
includes taxes & fees
1 Oct - 2 Oct
West Neck Guesthouse

5. Zey Hotel

Zey Hotel
Greenport
United States
Renee
NZ$342
includes taxes & fees
4 Oct - 5 Oct
Zey Hotel

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
NZ$464
includes taxes & fees
25 Oct - 26 Oct
The Harbor Front Inn

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
NZ$593
includes taxes & fees
26 Oct - 27 Oct
Silver Sands Motel & Beach Bungalows

8. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
NZ$535
includes taxes & fees
1 Oct - 2 Oct
American Beech Hotel

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
NZ$454
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NZ$512
includes taxes & fees
25 Oct - 26 Oct
Sound View Greenport

11. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
NZ$623
includes taxes & fees
5 Oct - 6 Oct
Oyster Estate

12. The Menhaden

The Menhaden
Greenport
United States
Lisa
NZ$783
includes taxes & fees
7 Oct - 8 Oct
The Menhaden

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
NZ$675
includes taxes & fees
25 Oct - 26 Oct
Cliffside Resort Condominiums

14. North Fork Resort

North Fork Resort
Greenport
United States
Harold
NZ$519
includes taxes & fees
7 Oct - 8 Oct
North Fork Resort

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
NZ$505
includes taxes & fees
30 Oct - 31 Oct
Sag Harbor Inn

16. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
NZ$256
includes taxes & fees
8 Oct - 9 Oct
Ocean Vista Resort

17. East Hampton House Resort

East Hampton House Resort
East Hampton North
United States
James
NZ$358
includes taxes & fees
28 Oct - 29 Oct
East Hampton House Resort

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
NZ$298
includes taxes & fees
6 Oct - 7 Oct
The Bentley Hotel Southampton

19. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
NZ$172
includes taxes & fees
4 Oct - 5 Oct
Shorewood Inn

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
NZ$158
includes taxes & fees
1 Oct - 2 Oct
Clinton Motel
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Our guide on where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a care-free afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment choices and theatre scene.
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Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
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Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
A pebbled beach with a sunset and a distant bridge.

Top Shelter Island Heights Hotel Reviews

Recent Reviews in Shelter Island Heights

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 12 hours ago
Montauk Yacht Club
Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"The beach was perfect"
Igor 1-night trip
Posted 14 hours ago
Ocean Vista Resort
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"I felt very comfortable and at ease. I had planned on getting a massage, but never made it. Next time I will book one. The beds were comfortable. The food was good, I enjoyed myself."
LOUISE 2-night trip
Posted 18 hours ago
Water's Edge Resort & Spa
Zey Hotel

Zey Hotel

10/10 Excellent
"Adorable, comfy, clean , and convenient with friendly staff."
Nina 2-night trip
Posted 1 day ago
Zey Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Bathroom in my unit was kind of outdated but still adequate Seen another unit and it was updated beautifully"
John 2-night trip
Posted 3 days ago
Ocean Surf Resort
The Chequit

The Chequit

8/10 Good
"The only real problem was the constant loud noise of air rushing outside the room from an air shaft along side the chimney. The staff was not able to quiet it. Most of the noise came in via the window a/c unit so removing it and closing the window would have helped. There refrigerator was warm when we arrived but, the evening clerk promptly got it running for us."
Peter 1-night trip
Posted 3 days ago
The Chequit

More cheap accommodation in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
NZ$159
1 Oct - 2 Oct
includes taxes & fees
Pier Blue Inn Old Saybrook - Essex
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
NZ$175
20 Oct - 21 Oct
includes taxes & fees
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
NZ$179
1 Oct - 2 Oct
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
Aderi Hotel Niantic

Aderi Hotel Niantic

239 Flanders Road Niantic CT
NZ$184
4 Oct - 5 Oct
includes taxes & fees
6.4/10 (739 reviews)
Aderi Hotel Niantic
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NZ$225
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
NZ$298
6 Oct - 7 Oct
includes taxes & fees
The Bentley Hotel Southampton

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Beaches: Shelter Island Heights boasts picturesque beaches perfect for soaking up the sun and enjoying scenic views.
  • Outdoor Activities: The area offers a range of outdoor pursuits, including golf at the local country club and exploring scenic parks.
  • Charming Accommodations: A variety of lodging options, from cosy hotels to pet-friendly stays, cater to all traveller needs.
  • Cultural Experiences: Visitors can explore historic buildings and immerse themselves in the local culture and vibrant atmosphere.
  • Family-Friendly Adventures: The community provides fun activities for families, making it an ideal holiday destination for all ages.

Find great hotels near Shelter Island Heights

Discover a charming selection of hotel accommodations in Shelter Island Heights, New York, perfect for your holiday getaway. From pet-friendly options to family-focused stays, the area offers a range of lodging types, including Agritourism properties and cosy hotels. Enjoy the adventure and beauty of this unique destination while finding the ideal place to relax and rejuvenate during your visit.

  • Sound View Greenport: Nestled merely 3.2km from Shelter Island Heights, Sound View Greenport is a charming 3.5-star hotel that caters to families and pet lovers alike. With direct access to the beach, guests can indulge in sun-soaked days by the water. The property prioritises family needs with amenities like window guards and complimentary cribs for little ones. Featuring a pet-friendly policy, it welcomes dogs and cats, ensuring your furry friends can join in the vacation fun. Rated 8.4 out of 10, this hotel blends comfort with a relaxed coastal vibe.
  • Sag Harbor Inn: Situated 9.7km from Shelter Island Heights, Sag Harbor Inn boasts a commendable guest rating of 9.4 out of 10, making it an excellent choice for business travellers. This 3.5-star inn offers an environment conducive to productivity while still providing a touch of local charm. The convenient location allows for easy access to nearby business hubs and leisure activities. Guests will appreciate the comfortable accommodations that balance work and relaxation, ensuring a pleasant stay for those on the go.
  • The Harbor Front Inn: Just 1.6km from Shelter Island Heights, The Harbor Front Inn presents a delightful option with a guest rating of 8.8 out of 10. This 3.5-star property is ideal for both pet-friendly travellers and business guests. With a welcoming atmosphere for dogs, the inn features specific pet policies to ensure a hassle-free stay. Its proximity to local attractions makes it a convenient base for exploring the area. Guests can enjoy a blend of professional amenities and homely comforts in this charming accommodation.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, New York, where outdoor adventures and family-friendly activities abound. This picturesque community offers scenic views, romantic getaways, and excursions perfect for all budgets. Explore the tranquil surroundings of Shelter Island, immerse yourself in the vibrant local atmosphere, and enjoy the unique neighborhoods nearby. Whether you seek relaxation or adventure, Shelter Island Heights caters to every traveller's desires.

  • Greenport: Located a mere mile from Shelter Island Heights, Greenport is a charming coastal city that attracts visitors year-round, with peak arrivals from June to August. Known for its outdoor and romantic experiences, this vibrant town boasts stunning beaches and recreational areas. Popular activities include golfing and attending local music concerts. As a visitor, you’ll appreciate the scenic beauty of the local parks and the family-friendly beaches, making it an ideal spot for a relaxing getaway.
  • Hamptons: Situated 16.1km from Shelter Island Heights, the Hamptons are a renowned holiday destination that draws seasonal crowds, particularly from June to August. This picturesque area is celebrated for its beautiful beaches and outdoor experiences, perfect for couples looking for a romantic escape. Visitors can enjoy a range of activities, including golfing and skiing in the winter months. With inviting beaches, lovely lakes, and a vibrant atmosphere, the Hamptons offer an unforgettable experience for all types of travellers.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, Shelter Island is a hidden gem that attracts seasonal visitors, especially during the summer months. This idyllic city is perfect for those seeking outdoor adventures and romantic retreats. With its beautifully maintained beaches, golf courses, and music events, there’s something for everyone. Local landmarks such as family-friendly beaches and serene lakes make it an excellent destination for relaxation and exploration, ensuring a memorable visit.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you'll find charming local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Tanger Outlets in Riverhead, located about 19.3km away, featuring a variety of brand-name stores at discounted prices.

Recreation

Bay Street Theatre offers engaging performances and workshops that foster creativity and connection. For relaxation, the Shelter Island Heights Health and Wellness Centre provides a range of holistic treatments and fitness classes designed to rejuvenate the mind and body amidst tranquil surroundings.

Adventure

At Riverhead Raceway, 33.8km from Shelter Island Heights, you can immerse yourself in the thrilling world of motor racing, feeling the adrenaline as cars speed by. Similarly, Waterford Speedbowl, located 38.6km away, offers exciting races that capture the spirit of competition and adventure.

Nightlife

Shelter Island Heights offers a relaxed nightlife vibe with charming bars and elegant restaurants. Enjoy live music at local venues, sip cocktails at waterfront bars, or savour fresh seafood while watching the sunset. The intimate atmosphere creates a unique and enjoyable experience for visitors seeking evening entertainment.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Shelter Island Heights

Shelter Island Heights offers a delightful mix of outdoor, family, and romantic activities, making it perfect for a vacation. Key attractions include the picturesque beaches, urban parks, and historic buildings. Visitors can enjoy the Shelter Island Country Club, explore nearby Fishers Island, and discover various local points of interest within the town. Whether you seek cultural experiences or outdoor adventures, Shelter Island Heights promises a memorable getaway.

  • East Hampton Main Beach: This picturesque beach, located 20.9km from Shelter Island Heights, offers a quintessential coastal experience with its sandy shores and refreshing ocean waves. It's an ideal spot for sunbathing, swimming, and enjoying stunning sunsets over the Atlantic.
  • Norman E. Klipp Marine Park: Situated just 3.2km away, this vibrant marine park is perfect for family outings. With opportunities for kayaking, picnicking, and exploring nature, it fosters a sense of adventure and togetherness amidst beautiful surroundings.
  • North Main Street Historic District: Located 20.9km from Shelter Island Heights, this charming neighbourhood showcases the rich history of the area with its well-preserved architecture and lively atmosphere, making it a delightful place to stroll and soak up city vibes.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyHighAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

To reach Shelter Island Heights, you can fly into several major airports. New York, NY (JFK-John F. Kennedy Intl.) is situated 130.4km away, with notable hotels like The William Vale and Arlo Williamsburg, both 17.7km from the airport. LaGuardia Airport (LGA) is 132.0km away, with luxurious options such as The Plaza, A Fairmont Hotel and Hilton Club The Quin New York, approximately 5 to 9.7km from LGA. Alternatively, Hartford, CT (BDL-Bradley Intl.) is 98.2km distant, featuring the DoubleTree by Hilton Hartford, just 1.6km from the airport. These airports provide convenient access to Shelter Island Heights for your holiday.

Frequently asked questions

What is the best area to stay in Shelter Island Heights?
The best area to stay in Shelter Island Heights is the village area itself, particularly around the historic Shelter Island Heights Historic District.This district is the heart of the community, characterised by its historic Victorian homes and tree-lined streets. It's where you'll find most of the island's amenities, including shops, restaurants, and the ferry terminal for easy access to Greenport. The area is very walkable, making it convenient to explore on foot.For couples seeking a relaxing getaway, staying within the historic district offers a quintessential island experience. You'll be close to dining options and can enjoy strolls along the streets admiring the architecture, or head down to Crescent Beach for a peaceful afternoon by the water. Many accommodations here offer a more intimate setting great for two.Families often find the historic district appealing due to its proximity to activities. The village green provides open space for children, and the calm waters of Crescent Beach are suitable for swimming and building sandcastles.
What are the best hotels in Shelter Island Heights that travellers recommend?
One of the best hotels in Shelter Island Heights that travellers recommend is The Pridwin Hotel.The 4-star Pridwin Hotel, with an outstanding 9.6 rating, offers a wonderful experience with its private beach access and a refreshing poolside bar. Guests frequently highlight the beautiful and clean rooms, the amazing amenities, and the great facilities. Many rooms boast breathtaking water and ocean views, and premium bedding and bathrobes add to the comfort. The hotel is conveniently located just 0.4 km from Crescent Beach and 0.9 km from Sunset Beach, making it ideal for beach enthusiasts.
What are the best family hotels in Shelter Island Heights?
For families visiting Shelter Island Heights, The Pridwin Hotel and The Rams Head Inn are both excellent choices.The 4-star Pridwin Hotel, with an outstanding 9.6 rating, is a fantastic option for families. Guests frequently highlight the beautiful and clean rooms, amazing amenities, and great facilities. Families will appreciate amenities such as sofa beds, kids' meals, and a pool with a gate for added safety. Many rooms offer water or ocean views, adding to the relaxing experience. The hotel is also conveniently located near Sunset Beach, just 0.9 km away, and Crescent Beach, a mere 0.4 km away.Another good option is the 4-star Rams Head Inn, rated 7.6. This hotel caters well to families, offering books and games for children, as well as highchairs. Guests can also enjoy a complimentary continental breakfast. It is located 2.5 km from Menhadden Lane Beach.
What are the best spa hotels in Shelter Island Heights?
For a top-tier spa experience in Shelter Island Heights, The Pridwin Hotel is an excellent choice.This 4-star hotel, boasting an impressive 9.6 rating, offers a full-service onsite spa that provides a wide range of treatments, including Swedish massage, deep tissue massage, body wraps, body scrubs, and hydrotherapy treatments. Guests can also enjoy facial treatments, manicures, pedicures, and a steam room. The Pridwin Hotel is conveniently located just 0.4 km from Crescent Beach and 1.6 km from Shelter Island Country Club, making it ideal for those who appreciate beautiful surroundings and nearby recreational activities. Guests frequently praise its beautiful and clean rooms, amazing amenities, great facilities, and delicious food.
What hotels in Shelter Island Heights offer free breakfast?
For hotels in Shelter Island Heights that offer complimentary breakfast, consider The Pridwin Hotel and The Rams Head Inn.The 4-star Pridwin Hotel, with an outstanding 9.6 rating, offers both free breakfast and continental breakfast. Guests frequently mention the beautiful, clean rooms, amazing amenities, and delicious food. This hotel also provides a free ferry terminal shuttle, free self-parking, and free WiFi. It boasts lovely water and ocean views and is conveniently located near Sunset Beach, just 0.9 km away, and Crescent Beach, 0.4 km away.Another option is the 4-star Rams Head Inn, rated 7.6, which also provides free breakfast and continental breakfast. This hotel offers free WiFi, free self-parking, and is situated approximately 2.5 km from Menhadden Lane Beach.
What are the top pet-friendly hotels in Shelter Island Heights?
For top pet-friendly accommodation in Shelter Island Heights, consider The Rams Head Inn.The 4-star Rams Head Inn, with a rating of 7.6, warmly welcomes pets, specifically dogs. This charming inn offers a delightful dining experience for couples and is conveniently located just 2.5 kilometres from Menhadden Lane Beach.
What are the most romantic hotels in Shelter Island Heights for couples?
For a romantic getaway in Shelter Island Heights, couples should consider The Pridwin Hotel or The Rams Head Inn.The 4-star Pridwin Hotel, with an impressive 9.6 rating, is a beautiful option. Guests frequently praise its amazing amenities, great facilities, and delicious food. Many rooms offer lovely water or ocean views, and the hotel provides complimentary breakfast, including a continental option, and free toiletries. It is conveniently located just 0.4 km from Crescent Beach and 1.6 km from Shelter Island Country Club, making it easy to explore the surroundings.Another option is the 4-star Rams Head Inn, rated 7.6, which features couples' dining. This hotel offers complimentary continental breakfast and free toiletries, along with free self-parking. It is located 2.5 km from Menhadden Lane Beach, providing a quiet setting for a romantic escape.
What are the best hotels in Shelter Island Heights near Crescent Beach?
For hotels in Shelter Island Heights near Crescent Beach, The Pridwin Hotel is an excellent choice.The 4-star Pridwin Hotel, with an impressive rating of 9.6, is located just 0.4 km from Crescent Beach. Guests consistently praise its beautiful and clean rooms, amazing amenities, and great facilities. The hotel also boasts delightful food, and its location is frequently highlighted as a major positive. Many rooms offer water or ocean views, and there is a pool available.
When is the best time to go to Shelter Island Heights?
The best time to go to Shelter Island Heights is during the summer months, from June to September, when the weather is warm and the island is fully operational.During this period, all the island's amenities, including restaurants, shops, and recreational activities, are open and readily available. The ferry service also runs more frequently, making travel to and from the island very convenient. This time of year is superb for those looking to enjoy the beaches and outdoor activities.For those who prefer a quieter experience with pleasant weather, late spring (May) and early autumn (October) are also excellent choices. The crowds are smaller, but the weather is still generally mild enough to enjoy walking, cycling, and the island's natural beauty.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Shelter Island Heights.
How can I save on a hotel booking in Shelter Island Heights with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Shelter Island Heights hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Shelter Island Heights?
Prices for hotels in Shelter Island Heights often vary, but you can find a great deal from NZ$158 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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