A pebbled beach with a sunset and a distant bridge.

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1 Oct - 2 Oct
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2 Oct - 3 Oct
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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
The Heights
United States
Kristin
SAR 560
SAR 640 total
includes taxes & fees
1 Nov - 2 Nov
The Chequit

2. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
SAR 756
SAR 863 total
includes taxes & fees
18 Oct - 19 Oct
Shelter Island House

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Tracey
SAR 808
SAR 924 total
includes taxes & fees
5 Oct - 6 Oct
House on Chase Creek

4. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
West Neck Guesthouse

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Keith
SAR 1,062
SAR 1,213 total
includes taxes & fees
13 Oct - 14 Oct
Silver Sands Motel & Beach Bungalows

6. Zey Hotel

Zey Hotel
Greenport
United States
Renee
SAR 634
SAR 724 total
includes taxes & fees
27 Oct - 28 Oct
Zey Hotel

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Jordan
SAR 551
SAR 736 total
includes taxes & fees
1 Nov - 2 Nov
The Harbor Front Inn

8. Oyster Estate

Oyster Estate
Greenport
United States
Elizabeth
SAR 976
SAR 1,230 total
includes taxes & fees
1 Nov - 2 Nov
Oyster Estate

9. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
SAR 942
SAR 1,226 total
includes taxes & fees
4 Oct - 5 Oct
American Beech Hotel

10. The Menhaden

The Menhaden
Greenport
United States
Lisa
SAR 1,297
SAR 1,632 total
includes taxes & fees
1 Nov - 2 Nov
The Menhaden

11. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
SAR 758
SAR 960 total
includes taxes & fees
1 Nov - 2 Nov
The Shoals Suites and Slips

12. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
SAR 778
SAR 996 total
includes taxes & fees
1 Nov - 2 Nov
Sound View Greenport

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
SAR 635
SAR 1,142 total
includes taxes & fees
1 Nov - 2 Nov
Cliffside Resort Condominiums

14. North Fork Resort

North Fork Resort
Greenport
United States
Harold
SAR 967
SAR 1,105 total
includes taxes & fees
4 Oct - 5 Oct
North Fork Resort

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Terri
SAR 822
SAR 940 total
includes taxes & fees
1 Nov - 2 Nov
Sag Harbor Inn

16. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
SAR 1,571
SAR 1,975 total
includes taxes & fees
1 Nov - 2 Nov
Faraway Sag Harbor

17. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Toni and Zak
SAR 589
SAR 742 total
includes taxes & fees
1 Nov - 2 Nov
Water's Edge Resort & Spa

18. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
Old Saybrook Center
United States
Christa
SAR 1,085
SAR 1,379 total
includes taxes & fees
1 Nov - 2 Nov
Saybrook Point Resort & Marina

19. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Veronica
SAR 560
SAR 639 total
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Long Island East End

20. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
SAR 747
SAR 829 total
includes taxes & fees
1 Nov - 2 Nov
The Captain Stannard
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most.

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

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
See properties

Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
See properties

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.
See properties

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

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Love the ocean views"
Julie 1-night trip
Posted 4 hours ago
Montauk Blue Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"The receptionist was extremely accommodating and made our stay incredible!"
Lynda 1-night trip
Posted 16 hours ago
Ocean Surf Resort
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"it was a good experience."
Jinwoo 1-night trip
Posted 1 day ago
Montauk Yacht Club
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 2 days ago
Water's Edge Resort & Spa
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 4 days ago
The Chequit

More cheap stays in Shelter Island Heights

Aderi Hotel Niantic

Aderi Hotel Niantic

239 Flanders Road Niantic CT
SAR 281
SAR 324 total
1 Nov - 2 Nov
includes taxes & fees
6.4/10 (739 reviews)
Aderi Hotel Niantic
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
SAR 294
SAR 338 total
5 Oct - 6 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
SAR 323
SAR 371 total
21 Oct - 22 Oct
includes taxes & fees
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
SAR 334
SAR 382 total
6 Oct - 7 Oct
includes taxes & fees
6.8/10 (893 reviews)
Budget Host East End
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
SAR 335
SAR 477 total
28 Oct - 29 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
SAR 472
SAR 646 total
7 Oct - 8 Oct
includes taxes & fees
The Bentley Hotel Southampton

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Outdoor Adventures: Shelter Island Heights is ideal for activities like golfing, hiking, and beach outings, catering to both families and adventure seekers.
  • Scenic Beaches: Enjoy picturesque views and relaxing strolls along the beautiful sunset beach, perfect for unwinding.
  • Charming Accommodations: Stay in delightful bed & breakfasts or agritourism properties that offer unique lodging experiences.
  • Cultural Experiences: Attend local music concerts and theater performances for a taste of the island's vibrant arts scene.
  • Romantic Getaways: Ideal for couples, with opportunities for scenic sunsets and intimate exploration of natural beauty.

Find great hotels near Shelter Island Heights

Discover the ideal hotel accommodations in Shelter Island Heights, New York, where charming bed & breakfasts and agritourism properties await you. Whether you're looking for pet-friendly options or family-friendly experiences, this picturesque area offers a variety of lodging to suit your needs. Explore the best hotels that ensure a memorable stay while enjoying the natural beauty and adventure that Shelter Island has to offer.

  • Sound View Greenport: A charming 3.5-star hotel located 3.2km from Shelter Island Heights, Sound View Greenport is the perfect destination for families and pet lovers. The hotel boasts direct beach access, allowing guests to enjoy sun-soaked days by the water. Families will appreciate the thoughtful amenities for children, including crib availability and window guards for safety. Pet owners will be delighted to know that the hotel permits dogs and cats, making it easy to bring your furry friends along for the vacation. With its relaxed atmosphere and family-friendly features, Sound View Greenport creates a memorable beach getaway.
  • The Harbor Front Inn: Situated only 1.6km from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star hotel ideal for both pet-friendly travelers and business professionals. Guests can enjoy the convenience of bringing their dogs along, as the hotel allows pets in rooms. The location offers stunning waterfront views and a serene environment, perfect for unwinding after a busy day. The Harbor Front Inn combines comfort and practicality, making it a solid choice for those needing a peaceful retreat or a productive stay.
  • Sag Harbor Inn: Located 9.7km from Shelter Island Heights, Sag Harbor Inn is a 3.5-star hotel that caters to business travelers seeking a convenient and comfortable stay. The inn offers a tranquil atmosphere, making it easy for guests to focus on work while still enjoying the beautiful surroundings of Sag Harbor. With its professional amenities and proximity to local business hubs, Sag Harbor Inn is an excellent choice for those looking to mix business with leisure in a picturesque setting.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, where outdoor adventures and scenic views await. Stroll through the picturesque heights neighborhood or relax by the beautiful harbor. Enjoy family-friendly excursions or indulge in romantic getaways while soaking in the area's natural beauty. Nearby, explore the lush landscapes and luxury experiences that make this destination a perfect blend of relaxation and adventure.

  • Greenport: Nestled just 1.6km from Shelter Island Heights, Greenport is a charming waterfront village that offers a delightful blend of outdoor activities and romantic settings. Known for its seasonal appeal, visitors flock here from June to August to bask in the sun at local beaches and parks. The vibrant atmosphere is perfect for couples looking for a romantic getaway or families seeking fun in recreational areas. Don’t miss the local golf course and music concerts, which add a lively touch to your stay. With its picturesque scenery and welcoming community, Greenport is a must-visit for anyone looking to explore the beauty of Long Island's North Fork.
  • Hamptons: Located 16.1km away from Shelter Island Heights, the Hamptons are renowned for their stunning beaches and upscale lifestyle. This iconic summer destination is particularly popular from June to August, when visitors seek outdoor adventures and romantic retreats. Enjoy a day at the beach, explore beautiful lakes, or indulge in recreational activities. The Hamptons also boast a rich cultural scene with music concerts and local events, making it a vibrant spot for travelers. Whether you're lounging by the shore or exploring charming villages, the Hamptons offer a perfect blend of relaxation and excitement.
  • Shelter Island: Just 1.6km from Shelter Island Heights, Shelter Island is a tranquil destination where nature meets charm. With seasonal visitor peaks from June to August, this city is ideal for outdoor enthusiasts and couples seeking a serene escape. Spend your days at the beach, exploring lakes, or enjoying activities at local ski resorts during the winter months. The island's family-friendly beaches and lush landscapes create a peaceful atmosphere perfect for a romantic getaway or a family vacation. Shelter Island offers a unique opportunity to unwind and connect with nature in a beautiful setting.

Things to do near Shelter Island Heights

Shelter Island Heights is perfect for outdoor adventures and family getaways, offering activities like golfing, music concerts, and theater performances. For a romantic evening, couples can enjoy a scenic sunset or explore the island's natural beauty together. Whether you're looking to relax or engage in fun activities, Shelter Island Heights presents a charming escape for all visitors.

Shopping

Discover the Greenport Farmers' Market, a public market just 1.6km away, perfect for local gifts and fresh produce. The Style Bar, located 9.7km away, offers unique fashion finds. If you're up for a drive, visit Love Lane, a charming shopping area 11.6kms away with family-friendly vibes.

Recreation

Shelter Island Whale's Tail offers a fun mini-golf experience filled with family-friendly adventure just 1.6km away, perfect for sports enthusiasts. Noyac Golf Club, located 11.3km away, provides a challenging golf course for outdoor lovers, while Cedar Point County Park, also 11.3km away, is ideal for relaxation and wellness.

Adventure

Splish Splash Water Park is an exhilarating destination 37.0km from Shelter Island Heights, offering thrilling water slides and family-friendly attractions. For a nature adventure, the Walking Dunes Trailhead, located 27.4km away, provides scenic hiking trails amidst stunning landscapes. Don’t miss the Riverhead Raceway, 33.8km away, for exciting motor racing experiences.

Nightlife

Experience the charm of Shelter Island Heights with a visit to the Greenport Carousel, just 1.6km away for a whimsical outdoor vibe. For a touch of romance and culture, catch a show at Bay Street Theatre or Guild Hall, both offering captivating performances within a short drive.

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

Booking tips and Expedia advantages for Shelter Island Heights

To save on your trip to Shelter Island Heights, visit between January and March for lower hotel rates, especially on Tuesdays. Avoid weekends, particularly Saturdays, when prices peak. Use Expedia to compare room rates, search for discounts, and consider booking a package that includes flights and activities for added savings. For public transport, walking is a great option, as the area is easy to navigate on foot. Look for free activities in the area to enjoy without spending extra money.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island Heights is moderately seasonal. The cheapest months to stay in Shelter Island Heights are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island Heights is Tuesday. The most expensive day to stay in Shelter Island Heights is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia’s search tool to tailor your options according to your budget, desired location, and preferred hotel type. To find the best prices and deals available, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Shelter Island Heights with your flights and activities by booking a package through Expedia.

Find the best attractions near Shelter Island Heights

Shelter Island Heights offers a delightful blend of outdoor adventures and family-friendly activities, making it ideal for romantic getaways as well. Visitors can explore beautiful beaches, scenic urban parks, and historic buildings. Enjoy the island vibes with a stroll along the sunset beach, perfect for soaking in the picturesque views. Whether you're seeking culture or outdoor experiences, Shelter Island Heights has something for everyone.

  • 67 Steps Beach: Experience the tranquil beauty of 67 Steps Beach, a picturesque spot located 4.8km from Shelter Island Heights. With its sandy shores and inviting waters, it's perfect for sunbathing, swimming, and enjoying beach vibes amidst stunning scenery.
  • Railroad Museum of Long Island: Located 1.6km away, this museum immerses you in the rich history of New York's railroads. Explore fascinating exhibits and artifacts that celebrate the culture and significance of rail travel in the region.
  • Orient Point County Park: About 12.9km from Shelter Island Heights, this urban park offers a perfect blend of outdoor activities for families. Enjoy scenic trails, picnic areas, and beautiful views, making it an ideal spot for a day of recreation.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island Heights falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island Heights falls in January, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

When planning your visit to Shelter Island Heights, there are several major airports to consider. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 49.9km away, offering options such as the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km from the airport. Lastly, East Hampton, NY (HTO) is the closest, just 16.1km away, featuring the luxurious 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Chequit is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and free parking. The Pridwin Hotel is another good option for your visit. See all available top hotels, or vacation rentals in Shelter Island Heights.
What's the top vacation rental in Shelter Island Heights?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: Visitors like this Shelter Island Heights vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
What's the best place to stay for a family trip to Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your family trip. Attractions in the area like East End Seaport Maritime Museum and Railroad Museum of Long Island are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best pet-friendly hotel in Shelter Island Heights?
The Chequit is a top hotel for people traveling with their pets, and offers a restaurant and a coffee shop for its human guests. SEVEN - Shelter Island Guest House is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.
What's the best hotel to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach. See more stays near the beach in Shelter Island Heights.
What's the best hotel for a golf vacation in Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip. See more golf hotels in Shelter Island Heights.
What are some accommodations with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach, and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness center, a bar, and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
What's the best hotel for staying near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like staying in Shelter Island Heights?
Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 43 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.
What is there to see in Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach, and Menhadden Lane Beach. A couple of additional sights to add to your agenda are Shelter Island Country Club and Sylvester Manor. Check out what more to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.