A pebbled beach with a sunset and a distant bridge.

Find hotels in Shelter Island Heights, NY from AEDĀ 331

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Our top choices for Shelter Island Heights hotels

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (94 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is AEDĀ 2,411
AEDĀ 3,031 total
includes taxes & fees
16 Aug - 17 Aug
The Pridwin Hotel

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (40 reviews)
"location!"
United States
Sharon
The price is AEDĀ 1,342
AEDĀ 1,533 total
includes taxes & fees
29 Jul - 30 Jul
The Chequit

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (61 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is AEDĀ 1,162
AEDĀ 1,327 total
includes taxes & fees
6 Aug - 7 Aug
Shelter Island House

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very Good, (42 reviews)
The price is AEDĀ 1,151
AEDĀ 1,316 total
includes taxes & fees
26 Jul - 27 Jul
West Neck Guesthouse

Barlume Beach Montauk

Barlume Beach Montauk
2.0 star property
Montauk
5.0 out of 10, (2 reviews)
"I’d prefer to speak with management rather than leaving a review"
United States
Shannalee
The price is AEDĀ 1,827
AEDĀ 2,296 total
includes taxes & fees
29 Jul - 30 Jul
Barlume Beach Montauk

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (260 reviews)
"Highly recommend"
Australia
Jasmin
The price is AEDĀ 2,066
AEDĀ 3,095 total
includes taxes & fees
26 Jul - 27 Jul
Marram

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (287 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is AEDĀ 1,815
AEDĀ 2,346 total
includes taxes & fees
22 Jul - 23 Jul
The Surf Club

Montauk Yacht Club

Montauk Yacht Club
4.5 star property
Montauk
8.6 out of 10, Excellent, (1,000 reviews)
"Truly amazing stay! Can’t wait to come back"
United States
Alexandra
The price is AEDĀ 2,612
AEDĀ 3,403 total
includes taxes & fees
4 Aug - 5 Aug
Montauk Yacht Club

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (435 reviews)
"The location is amazing, and the customer service is excellent. Unfortunately, the mattress and the air conditioning were the worst I’ve ever experienced, which made my stay much less comfortable."
United States
Carlos
The price is AEDĀ 1,241
AEDĀ 1,458 total
includes taxes & fees
22 Jul - 23 Jul
Montauk Oceanside Suites

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (248 reviews)
"Was a great place to stay!"
United States
Amanda
The price is AEDĀ 2,070
AEDĀ 2,544 total
includes taxes & fees
22 Jul - 23 Jul
Montauk Blue Hotel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (320 reviews)
"Staff was friendly and helpful, room was neat and nice, and place had a great vibe. Would definitely stay again."
United States
Scott
The price is AEDĀ 1,570
AEDĀ 1,794 total
includes taxes & fees
2 Aug - 3 Aug
Daunt's Albatross Motel

SolƩ Beach

SolƩ Beach
3.0 star property
Downtown Montauk
7.6 out of 10, Good, (108 reviews)
"Great bed and location"
United States
James
The price is AEDĀ 1,612
AEDĀ 1,962 total
includes taxes & fees
16 Aug - 17 Aug
SolƩ Beach

A Wave Inn

A Wave Inn
2.5 star property
Downtown Montauk
7.6 out of 10, Good, (136 reviews)
"It’s was a really nice place for the price, everything is walking distance, nice spot."
United States
Giordan
The price is AEDĀ 1,199
AEDĀ 1,657 total
includes taxes & fees
22 Jul - 23 Jul
A Wave Inn

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (522 reviews)
"Great location and staff!"
United States
Colin
The price is AEDĀ 1,451
AEDĀ 1,658 total
includes taxes & fees
29 Jul - 30 Jul
Ocean Resort Inn

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very Good, (275 reviews)
"Great location and great MTK hotel! Right on the beach, which was really nice and the rooms were a perfect size. The staff was very kind and helpful, would recommend staying here!"
United States
Megan
The price is AEDĀ 1,720
AEDĀ 2,125 total
includes taxes & fees
22 Jul - 23 Jul
Ocean Surf Resort

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (533 reviews)
"Great place to stay. Close to beach and very clean and quaint."
United States
Grace
The price is AEDĀ 1,084
AEDĀ 1,238 total
includes taxes & fees
29 Jul - 30 Jul
Aqualina Inn Montauk

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (162 reviews)
"Loved this hotel and the atmosphere"
United States
Adelina
The price is AEDĀ 1,749
AEDĀ 2,418 total
includes taxes & fees
27 Jul - 28 Jul
Offshore Montauk

Harborside Motel

Harborside Motel
2.5 star property
Culloden Shores
8.8 out of 10, Excellent, (128 reviews)
"I will recommend it"
United States
Juan
The price is AEDĀ 900
AEDĀ 1,028 total
includes taxes & fees
3 Aug - 4 Aug
Harborside Motel

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (223 reviews)
The price is AEDĀ 2,039
AEDĀ 2,702 total
includes taxes & fees
22 Jul - 23 Jul
Hero Beach Club

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very Good, (923 reviews)
The price is AEDĀ 1,166
AEDĀ 1,386 total
includes taxes & fees
6 Aug - 7 Aug
Kenny's Tipperary Inn
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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.

A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
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

  • Stunning Beaches: Enjoy beautiful beaches with breathtaking sunsets, perfect for relaxation and romance.
  • Outdoor Adventures: Engage in various outdoor activities like golfing and family-friendly excursions amidst scenic landscapes.
  • Cultural Experiences: Discover historic buildings and local theater, showcasing the island’s rich culture.
  • Romantic Getaways: Shelter Island Heights is ideal for couples seeking intimate experiences and serene environments.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to unique properties, catering to every traveler's needs.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights, New York, where a variety of accommodation options await. From cozy bed and breakfasts to unique agritourism properties, you'll find the perfect place for your stay. Many hotels cater to pet-friendly travelers and families seeking adventure, ensuring a memorable vacation experience. Explore the best hotels in Shelter Island Heights, designed to meet every guest's needs and preferences.

  • Sound View Greenport: Nestled along the picturesque shoreline, Sound View Greenport is a charming 3.5-star hotel perfect for beach lovers and pet owners alike. Located 3.2km from Shelter Island Heights, this property offers direct beach access, allowing guests to soak in the sun and enjoy the serene waters. The hotel is pet-friendly, welcoming dogs and cats with amenities designed for their comfort. With a focus on business travel, it also provides convenient services for guests who need to stay connected while enjoying a relaxing getaway. The combination of beachside fun and modern amenities makes it an ideal choice for a delightful vacation.
  • The Harbor Front Inn: Just 1.6km away from Shelter Island Heights, The Harbor Front Inn is a 3.5-star hotel known for its inviting atmosphere and business-friendly facilities. This charming inn is pet-friendly, allowing dogs and providing amenities that cater to both guests and their furry companions. Guests appreciate the convenient in-room pet policy and the warm service that creates a home-away-from-home feel. Its prime location by the waterfront offers breathtaking views and easy access to local attractions, making it a fantastic spot for both leisure and business travelers.
  • Sag Harbor Inn: Located 9.7km from Shelter Island Heights, Sag Harbor Inn is a 3.5-star hotel that combines comfort with a convenient base for exploring the area. Ideal for business travelers, this inn offers modern accommodations and essential amenities to ensure a productive stay. Guests appreciate the tranquil environment and proximity to local dining and shopping options. With its blend of functionality and charm, Sag Harbor Inn provides a welcoming retreat for those looking to balance work and leisure during their visit.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, New York, where outdoor adventures and romantic beach getaways await. This picturesque destination offers stunning harbor views and scenic acres perfect for family-friendly excursions. Explore nearby neighborhoods and experience a blend of luxury and budget-friendly options, making it an ideal spot for every traveler. Whether you're seeking relaxation or adventure, Shelter Island Heights promises an unforgettable vacation experience.

  • Hamptons: The Hamptons, located a mere 16.1km from Shelter Island Heights, is a quintessential summer getaway known for its picturesque beaches and upscale lifestyle. This area attracts visitors mainly from June to August, offering a blend of outdoor activities, romantic settings, and vibrant nightlife. Enjoy basking on beautiful beaches, teeing off at world-class golf courses, or attending lively music concerts. With its charming seaside towns and scenic landscapes, the Hamptons promises a delightful experience filled with leisure and elegance.
  • Greenport: Just 1.6km away from Shelter Island Heights, Greenport is a charming village that offers a unique blend of outdoor activities and romantic escapes. The city sees a peak in visitors from June to August, drawn by its beautiful beaches and lush parks. Explore the delightful waterfront, indulge in local cuisine at quaint restaurants, or enjoy a round of golf. Greenport is also known for its vibrant arts scene and seasonal music concerts, making it a perfect spot for those seeking both relaxation and cultural experiences.
  • Shelter Island: Only 1.6km from Shelter Island Heights, Shelter Island is a serene oasis that invites nature lovers and couples alike. With a seasonal influx of travelers from June to August, this city is renowned for its stunning beaches and tranquil lakes. Engage in outdoor adventures like skiing in the winter or lounging on family-friendly beaches during the warmer months. The charming island vibe, combined with recreational areas and beautiful landscapes, offers a peaceful retreat for anyone looking to escape the hustle and bustle of everyday life.

Things to do near Shelter Island Heights

Shelter Island Heights is perfect for outdoor and romantic beach vacations. Enjoy activities like golfing, attending music concerts, and exploring local theater. Don't miss the chance to discover the island's natural beauty and spend a romantic evening soaking in the stunning views. Whether you're looking to relax or have fun, there's something for everyone to enjoy on this charming island.

Shopping

The Greenport Farmers' Market, just 1.6km away, offers a vibrant local shopping experience with fresh produce and unique artisanal products. The Style Bar, 9.7km away, features stylish clothing and accessories. If you're up for a drive, Love Lane, 11.6kms away, has charming shops perfect for family and business vibes.

Recreation

Enjoy a fun-filled day at Shelter Island Whale's Tail, a mini-golf course that offers family-friendly adventure and sports vibes just 1.6km away. For a more serene experience, head to Cedar Point County Park, 11.3km away, where you can unwind amidst nature’s tranquility and embrace wellness and relaxation.

Adventure

At Splish Splash Water Park, located 37.0km from Shelter Island Heights, enjoy thrilling water slides and family-friendly attractions for a day of splash-filled excitement. The Walking Dunes Trailhead, 27.4km away, invites hikers to explore scenic trails amidst unique landscapes, while Riverhead Raceway, 33.8km away, offers exhilarating motor racing experiences.

Nightlife

Experience the charm of Shelter Island Heights nightlife at the Greenport Carousel, just 1.6km away, perfect for family fun. For a romantic evening, catch a show at the Bay Street Theatre or Guild Hall, both offering rich culture and vibrant entertainment just a short drive away.

*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 on your trip to Shelter Island Heights, visit from January to March for the lowest hotel rates, particularly on Tuesdays. Avoid weekends, especially Saturdays, when prices peak. Use Expedia to compare room rates, filter for eco-friendly options, and consider package deals that combine flights and activities for additional savings. Explore the area on foot to cut down on transport costs, and take advantage of free activities in the area. Flexible booking options can help you snag last-minute discounts on lodging as well.

  • 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 customize your preferences, such as your budget, desired location, and type of hotel you're looking for. For instance, by selecting the Eco-certified filter, you can view a range of sustainable and environmentally-friendly hotels currently available. To find 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 hotel stay in Shelter Island Heights with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island Heights

Whether you're seeking a romantic getaway or an outdoor adventure, Shelter Island Heights offers a perfect beach vacation. Explore stunning beaches, scenic urban parks, and historic buildings that reflect the local culture. Enjoy the serene island vibes and don't miss the breathtaking sunsets at Sunset Beach. With a variety of attractions catering to diverse interests, your visit promises unforgettable experiences in this charming destination.

  • 67 Steps Beach: Located 4.8km from Shelter Island Heights, 67 Steps Beach offers a serene escape with its sandy shores and tranquil atmosphere. Perfect for sunbathing or a refreshing swim, this beach is ideal for relaxation and enjoying the beautiful coastal views.
  • Railroad Museum of Long Island: Just 1.6km away, this museum immerses visitors in the rich history of railroads on Long Island. Explore fascinating exhibits that showcase vintage trains and learn about the cultural significance of rail travel in the region.
  • Orient Point County Park: Situated 12.9km from Shelter Island Heights, this urban park is a family-friendly destination featuring scenic walking trails, picnic areas, and stunning waterfront views. It’s a great spot for outdoor activities and enjoying nature.

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

Traveling to Shelter Island Heights is convenient with several nearby airports. Islip, NY (ISP-MacArthur) is 70.8km away, offering 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, featuring the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both just 4.8km from the airport. Lastly, East Hampton, NY (HTO) is a mere 16.1km away, with luxurious options like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport, providing easy access for travelers.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveler data. This hotel offers a full-service spa and a private beach. Two other options for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Gurney's Montauk Resort & Seawater Spa. See all available top hotels, or vacation rentals in Shelter Island Heights.
What's the top vacation rental in Shelter Island Heights?
The Hampton Sack a cheerful relaxing beach cottage: Visitors like this Shelter Island Heights vacation home rental. It is equipped with a barbecue grill, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 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 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. A top sight in the area is The Hamptons Beaches. 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. Additionally, you'll find The Hamptons Beaches in the area. 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.