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Our top choices for Shelter Island Heights hotels

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (80 reviews)
  • cleanliness
    Tranquil golf course retreat on Shelter Island with waterfront views and gardens.
"Great stay. The host is amzing and very helpful. The house is peaceful and safe!"
United States
Marshella
The price is NT$3,276
NT$3,744 total
includes taxes & fees
Feb 10 - Feb 11
House on Chase Creek

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (300 reviews)
  • cleanliness
    Seasonal outdoor pool and free bikes in scenic Montauk, minutes from beaches.
"Clean room, courteous staff and great location "
United States
James
Daunt's Albatross Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
  • cleanliness
    Unwind at this cozy B&B moments from Southampton's pristine beaches.
"Great spot!"
United States
Keith
Harpoon House

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Escape to a golf retreat with poolside relaxation in scenic Wainscott.
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is NT$8,982
NT$10,262 total
includes taxes & fees
Feb 4 - Feb 5
Wainscott Woods Retreat

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
  • cleanliness
    Relax minutes from Sebonack Golf Course in this cozy Southampton retreat.
"Great staff"
United States
Douglas
The price is NT$3,558
NT$4,553 total
includes taxes & fees
Feb 28 - Mar 1
Sea Haven Resort Motel

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312 reviews)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (99 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is NT$3,653
NT$5,971 total
includes taxes & fees
Mar 5 - Mar 6
Offshore Montauk

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (885 reviews)
  • cleanliness
    Experience coastal charm at Kenny's Tipperary Inn with hiking trails nearby.
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
  • cleanliness
    Quaint inn with a seasonal pool near The Hamptons Beaches and Cooper's Beach.
"Room was in good condition however I found the shower to be extremely small despite having great water pressure and extremely nice temperature."
United States
gail
The price is NT$2,719
NT$3,514 total
includes taxes & fees
Feb 4 - Feb 5
Hamlet Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (718 reviews)
  • cleanliness
    Unwind in serene Riverhead near top vineyards with complimentary amenities.
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
  • cleanliness
    Enjoy easy access to Hamptons beaches and relax by the refreshing pool.
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is NT$3,304
NT$3,940 total
includes taxes & fees
Feb 4 - Feb 5
Southampton Long Island Hotel

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
  • cleanliness
    Perfect beachside retreat in Southampton with poolside lounging and outdoor courts.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is NT$6,293
NT$7,702 total
includes taxes & fees
Feb 4 - Feb 5
Southampton Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is NT$2,045
NT$2,352 total
includes taxes & fees
Feb 4 - Feb 5
Lamplighter Motel - Clinton, Connecticut

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (797 reviews)
  • cleanliness
    Splash into fun near water parks and beaches with a seasonal pool to enjoy.
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is NT$2,945
NT$3,365 total
includes taxes & fees
Feb 6 - Feb 7
Budget Host East End Hotel in Riverhead

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (722 reviews)
  • cleanliness
    Experience a private beach retreat on The Hamptons shoreline with cabanas and beachside service.
"Very nice place and atmosphere will definitely be there again "
United States
NASHAT
The price is NT$10,272
NT$14,082 total
includes taxes & fees
Feb 4 - Feb 5
Gurney's Montauk Resort & Seawater Spa

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (301 reviews)
  • cleanliness
    Enjoy a seaside retreat in Clinton with a seasonal outdoor pool and free WiFi.
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is NT$2,391
NT$2,750 total
includes taxes & fees
Feb 4 - Feb 5
Clinton Motel

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Explore Southold's vineyards from this charming B&B with a seasonal pool.
"Wonderful stay"
United States
Judy
Vine & Sand

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (981 reviews)
  • cleanliness
    Located near the Southampton coast, enjoy oceanfront convenience to popular golf courses.
"Clean hotel and conveniently located! "
United States
Maria
The Atlantic Hotel

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (380 reviews)
  • cleanliness
    Modern boutique hotel in Riverhead with complimentary amenities and fitness options.
"Very comfortable, clean, well-appointed room with a modern yet cozy feel. We stayed one night for a wedding. Would highly recommend!"
United States
Marcia
The price is NT$5,178
NT$5,916 total
includes taxes & fees
Feb 16 - Feb 17
The Preston House & Hotel
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.
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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

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.

View of Dering Harbor
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

More cheap stays in Shelter Island Heights

Hotels in Shelter Island Heights with star-rating

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Scenic Beaches: Enjoy relaxation and stunning views at the beautiful beaches, perfect for sunbathing and swimming.
  • Outdoor Adventures: Explore the island through hiking, biking, and golfing, catering to outdoor enthusiasts.
  • Romantic Atmosphere: Experience picturesque sunsets and serene surroundings, ideal for romantic getaways.
  • Cultural Experiences: Attend local music concerts and theater performances for a taste of the vibrant arts scene.
  • Diverse Accommodations: Choose from a range of hotels, from budget-friendly to luxurious, to suit all travelers.

Find great hotels near Shelter Island Heights

Discover a charming getaway in Shelter Island Heights, New York, where a variety of accommodations await you. From pet-friendly options to family-friendly experiences, the local hotels cater to all types of travelers. Whether you're seeking adventure or a peaceful retreat, you'll find the perfect place to relax and enjoy your vacation. Explore the best hotels in the area and make your stay memorable in this beautiful coastal destination.

  • Sound View Greenport: Nestled along the picturesque shores, Sound View Greenport is a charming 3.5-star hotel perfect for families and beach lovers. Located 3.2km from Shelter Island Heights, this hotel offers direct beach access, making it an ideal spot for sun-seekers. The hotel is family-friendly, featuring amenities such as complimentary cribs and window guards for children, ensuring a safe and enjoyable stay for your little ones. Guests appreciate the serene atmosphere, where they can unwind and enjoy the coastal views, making it a delightful choice for both relaxation and adventure.
  • The Harbor Front Inn: Situated only 1.6km from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star hotel that caters to both business travelers and pet owners. The inn's pet-friendly policy allows dogs, making it an excellent choice for those wishing to travel with their furry companions. With amenities like in-room pet accommodations and waived fees for service animals, your pets will feel right at home. Guests enjoy a charming waterfront location, providing easy access to local attractions and a cozy atmosphere. The Harbor Front Inn is perfect for those seeking comfort and convenience during their stay.
  • Sag Harbor Inn: Just 9.7km from Shelter Island Heights, Sag Harbor Inn is a refined 3.5-star hotel that provides a peaceful retreat for business travelers. With its elegant décor and thoughtful amenities, guests can enjoy a relaxing environment that fosters productivity. The inn is conveniently located near the vibrant Sag Harbor village, offering access to dining, shopping, and cultural experiences. With its commitment to exceptional service and a tranquil atmosphere, Sag Harbor Inn is an excellent choice for professionals and those seeking a calm getaway.

Where to stay near Shelter Island Heights

Explore the charming Shelter Island Heights, where outdoor adventures and romantic beach getaways await. This picturesque area boasts beautiful harbors and scenic acres, perfect for family-friendly excursions. Enjoy the luxurious ambiance of nearby neighborhoods while taking in the stunning views. Whether you’re seeking budget-friendly options or high-end experiences, Shelter Island Heights provides the ideal balance for an unforgettable vacation in New York.

  • Hamptons: Located about 16.1km from Shelter Island Heights, the Hamptons are synonymous with luxury and relaxation. This iconic area offers beautiful beaches, charming villages, and an outdoor lifestyle that attracts visitors year-round, particularly from June to August. Here, you can indulge in romantic beach strolls, enjoy a round of golf, or attend vibrant music concerts. The scenic coastline and lush recreational areas make it a perfect getaway for those seeking both tranquility and adventure.
  • Greenport: just 1.6km from Shelter Island Heights, Greenport is a quaint seaside village that offers a perfect blend of outdoor activities and romantic settings. With seasonal visitor numbers peaking in the summer, Greenport is known for its charming waterfront, family-friendly beaches, and local parks. Travelers can enjoy golfing, attend lively music concerts, or simply bask in the natural beauty of this picturesque town. The relaxed atmosphere and stunning views make it an ideal stop for a leisurely day trip.
  • Shelter Island: A mere mile away from Shelter Island Heights, Shelter Island is a serene destination that boasts beautiful beaches and tranquil lakes. This city experiences seasonal peaks from June to August, attracting visitors looking for outdoor adventures and romantic escapes. With opportunities for skiing in the winter and leisurely beach days in the summer, Shelter Island offers a diverse range of activities. Explore its scenic parks and enjoy family-friendly beaches, making it a perfect retreat for nature lovers.

Things to do near Shelter Island Heights

Shelter Island Heights offers a perfect setting for outdoor and romantic beach vacations. Visitors can enjoy activities like exploring the island, hitting the golf course, and attending music concerts or theater performances. Don't miss the chance to have a romantic evening as you soak in the picturesque views and tranquil atmosphere that this charming destination has to offer.

Shopping

For a delightful shopping experience in Shelter Island Heights, visit the Greenport Farmers' Market, just 1.6km away, for fresh local goods. The Style Bar, located 9.7km away, offers trendy fashion, while BookHampton, 11.3km away, is perfect for book lovers. If you're up for a drive, check out larger malls nearby.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini golf experience with family and friends, just 1.6km from Shelter Island Heights. For golf enthusiasts, Noyac Golf Club offers an outdoor escape with beautiful greens, located 11.3km away. Relax at Cedar Point County Park, a serene spot perfect for unwinding.

Adventure

At Splish Splash Water Park, 37.0km from Shelter Island Heights, enjoy thrilling water slides and family-friendly attractions. Hike the Walking Dunes Trailhead, located 27.4km away, to experience breathtaking outdoor scenery. For adrenaline junkies, experience fast-paced races at Riverhead Raceway, 33.8km from your location.

Nightlife

Enjoy a charming evening at the Greenport Carousel, just 1.6km away, perfect for families. For a dose of culture and romance, catch a show at Bay Street Theatre, 9.7km from Shelter Island Heights, or Guild Hall, 19.3km away, both offering captivating performances.

*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 money during your visit to Shelter Island Heights, consider traveling between January and March when hotel prices are at their lowest, especially on Tuesdays. Book through Expedia to find the best deals by filtering prices from lowest to highest and exploring package deals that combine hotels, flights, and activities. Look for flexible booking options and last-minute discounts to maximize savings. Enjoy free activities like exploring the beautiful parks and waterfront areas, which offer a serene experience without any cost.

  • 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 refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To discover the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Shelter Island Heights hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Shelter Island Heights

Shelter Island Heights is perfect for outdoor enthusiasts and romantic beach getaways, offering a blend of culture and family-friendly experiences. Explore the beautiful beaches, scenic urban parks, and historic buildings that define this charming destination. Don't miss the inviting island vibes, the serene Shelter Island, and breathtaking views at Sunset Beach, making it an ideal spot for relaxation and exploration.

  • 67 Steps Beach: Nestled 4.8km from Shelter Island Heights, 67 Steps Beach offers a serene escape with its stunning waterfront views and sandy shores. Enjoy the laid-back beach vibes as you soak up the sun or take a refreshing dip in the water.
  • Railroad Museum of Long Island: Located only 1.6km away, this museum showcases the rich history of the Long Island Railroad. Explore fascinating exhibits and artifacts that highlight the cultural significance of rail travel in the region, making it a must-visit for history enthusiasts.
  • Orient Point County Park: Situated 12.9km from Shelter Island Heights, this urban park is perfect for families. Enjoy outdoor activities like hiking, picnicking, and birdwatching in a beautiful natural setting that blends city conveniences with lush landscapes.

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.

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 trip to Shelter Island Heights, New York, consider flying into one of the nearby airports. New Haven, CT (HVN-Tweed - New Haven Regional) is located 49.9km away and offers several hotel options, such as the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all within 4.8km of the airport. East Hampton, NY (HTO) is just 16.1km away, with luxurious accommodations like Mill House Inn, Topping Rose House, and The Roundtree, Amagansett, all accessible within a short drive. Additionally, Fishers Island, NY (FID-Elizabeth Field) is 33.8km away, featuring options like Mystic Marriott Hotel and Spa and Whitehall Mansion Inn, both close to the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
Located 19.6 mi (31.5 km) from the heart of Shelter Island Heights, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. See all available top hotels, or 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 Railroad Museum of Long Island and East End Seaport Maritime Museum 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 Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. Other good choices for you and your pet include The Chequit and SEVEN - Shelter Island Guest House. 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?
House on Chase Creek is a top guesthouse that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Shelter Island House 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 46 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.

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