A pebbled beach with a sunset and a distant bridge.

Find hotels in Shelter Island Heights, NY from NT$2,830

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Our top choices for Shelter Island Heights hotels

1. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
NT$15,994
NT$20,100 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
NT$6,792
NT$7,760 total
includes taxes & fees
Oct 5 - Oct 6
House on Chase Creek

3. The Chequit

The Chequit
The Heights
United States
Kristin
NT$6,531
NT$7,461 total
includes taxes & fees
Oct 4 - Oct 5
The Chequit

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
NT$6,349
NT$7,254 total
includes taxes & fees
Oct 4 - Oct 5
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
NT$9,891
NT$11,300 total
includes taxes & fees
Sep 14 - Sep 15
West Neck Guesthouse

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
NT$8,206
NT$10,276 total
includes taxes & fees
Oct 4 - Oct 5
The Harbor Front Inn

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sirikhwan
NT$10,593
NT$12,102 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows

8. The Menhaden

The Menhaden
Greenport
United States
Lisa
NT$12,466
NT$15,504 total
includes taxes & fees
Sep 13 - Sep 14
The Menhaden

9. Zey Hotel

Zey Hotel
Greenport
United States
Renee
NT$5,324
NT$6,083 total
includes taxes & fees
Sep 15 - Sep 16
Zey Hotel

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
NT$9,228
NT$13,247 total
includes taxes & fees
Sep 28 - Sep 29
Sound View Greenport

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
NT$9,208
NT$13,333 total
includes taxes & fees
Sep 30 - Oct 1
Cliffside Resort Condominiums

12. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
NT$10,137
NT$11,581 total
includes taxes & fees
Sep 17 - Sep 18
North Fork Resort

13. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
NT$10,853
NT$13,674 total
includes taxes & fees
Oct 5 - Oct 6
Oyster Estate

14. American Beech Hotel

American Beech Hotel
Greenport
United States
Mary
NT$8,511
NT$10,990 total
includes taxes & fees
Sep 9 - Sep 10
American Beech Hotel

15. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
NT$6,367
NT$8,063 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
NT$10,222
NT$11,679 total
includes taxes & fees
Oct 4 - Oct 5
Sag Harbor Inn

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
NT$3,191
NT$3,670 total
includes taxes & fees
Oct 4 - Oct 5
Quality Inn Old Saybrook - Westbrook

18. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
NT$2,700
NT$3,105 total
includes taxes & fees
Sep 10 - Sep 11
Pier Blue Inn Old Saybrook - Essex

19. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
NT$7,380
NT$8,192 total
includes taxes & fees
Sep 29 - Sep 30
The Captain Stannard

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
NT$2,461
NT$2,830 total
includes taxes & fees
Sep 15 - Sep 16
Clinton Motel
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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 Greenport Carousel and Greenport Harbor Brewing Company 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

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

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

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 marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Good location. Clean room. Friendly staff. Need towels by the sink. Coffee maker, but no coffee."
Gerald 1-night trip
Posted 2 hours ago
Pier Blue Inn Old Saybrook - Essex
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Old Saybrook never disappoints. The rooms have been remodel Edinburgh the last six months but the resort has managed to retain its old world chatm. Eventhough there were three weddings at the property during our visit, the staff were attentive to us and we weren't as re remained their only guests. We will visit again."
Deborah 5-night trip
Posted 11 hours ago
Saybrook Point Resort & Marina
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Excellent staff and location. The food was mediocre"
Pasquale 1-night trip
Posted 12 hours ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"A Beautiful and Peaceful Stay at Sound View Greenport I had a wonderful stay at Sound View Greenport and would highly recommend it to anyone looking for a relaxing getaway on the North Fork of Long Island. It’s a great place for couples, families, or anyone who simply wants to escape the busy city and enjoy some quiet time by the water. Greenport is also nearby, making it convenient to explore the local restaurants, shops, vineyards, and other attractions. If you’re planning a trip to Greenport or the North Fork, Sound View is definitely a place worth considering. I would happily stay here again! 🌅🌊❤️"
Sangay 2-night trip
Posted 1 day ago
Sound View Greenport
Budget Host East End

Budget Host East End

10/10 Excellent
"Came out for the 80th Annual powwow n Shinnecock and stayed here and not disappointed. From checking in to check out Thurs place was home for the night. Will be returning next year again and booking this place again."
Garrett 1-night trip
Posted 1 day ago
Budget Host East End
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Heated pool and hot tub in a covered glass enclosure is a great amenity on a rainy day!"
Eileen 3-night trip
Posted 1 day ago
Montauk Blue Hotel
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Great!"
Eva 3-night trip
Posted 2 days ago
Montauk Yacht Club
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"Nice hotel and very clean, and the staff were very courteous and helpful. Beach is walking distance right down the road. Perfect location if you're looking for something by the beach."
Demetra 4-night trip
Posted 6 days ago
Kenny's Tipperary Inn

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
NT$2,700
NT$3,105 total
Sep 10 - Sep 11
includes taxes & fees
8/10 Very Good! (1,014 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
NT$2,808
NT$3,208 total
Sep 10 - Sep 11
includes taxes & fees
6.8/10 (877 reviews)
Budget Host East End
Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
NT$3,652
NT$4,339 total
Oct 4 - Oct 5
includes taxes & fees
Kenny's Tipperary Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
NT$3,762
NT$5,087 total
Oct 1 - Oct 2
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
NT$4,385
NT$6,383 total
Sep 27 - Sep 28
includes taxes & fees
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
NT$4,668
NT$6,877 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (268 reviews)
Montauk Blue Hotel

Hotels in Shelter Island Heights with star-rating

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Outdoor Adventures: Engage in various outdoor activities, from golfing at the Shelter Island Country Club to exploring scenic parks and beaches.
  • Charming Accommodations: Enjoy a selection of cozy bed and breakfasts and unique agritourism properties, perfect for families and pet owners.
  • Rich Local Culture: Discover the Historical District and immerse yourself in the local culture and heritage of Shelter Island.
  • Romantic Spots: Find picturesque locations ideal for romantic getaways, perfect for couples looking to unwind.
  • Family-Friendly Activities: Experience a variety of family-focused attractions that cater to all ages, ensuring fun for everyone.

Find great hotels near Shelter Island Heights

In Shelter Island Heights, you'll discover a charming selection of accommodations, including cozy bed and breakfasts and unique agritourism properties. Ideal for families and pet owners alike, these lodgings offer a perfect blend of adventure and relaxation. Experience the beauty of Shelter Island Heights while enjoying amenities tailored to enhance your vacation, whether you're seeking a peaceful retreat or a family-friendly getaway.

  • Sound View Greenport: Sound View Greenport is a charming 3.5-star hotel that offers a family-friendly beach experience just 3km from Shelter Island Heights. With a guest rating of 8.4 out of 10, this hotel is ideal for those looking to unwind by the shore. Guests appreciate the direct beach access and amenities tailored for children, including complimentary cribs and safety features like Window Guards. The property fosters a relaxed atmosphere, making it a great choice for both family vacations and business trips.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn is a standout 3.5-star hotel with a guest rating of 9.4 out of 10, perfect for business travelers. The inn features a sophisticated, tranquil environment that caters to those seeking a productive stay. With its proximity to local dining and business centers, guests can easily balance work and leisure. The elegant accommodations and attentive service make it a desirable option for professionals visiting the area.
  • The Harbor Front Inn: Just 2km from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star hotel with a guest rating of 8.8 out of 10. This property is particularly appealing to pet owners, as it offers pet-friendly accommodations along with specific policies for dogs. The inn’s comfortable rooms and convenient location make it suitable for both business travelers and vacationers. Guests enjoy the combination of a relaxed atmosphere with the option to bring their furry friends along for the stay.

Where to stay near Shelter Island Heights

Explore the charm of Shelter Island Heights, where outdoor adventures and family-friendly activities abound. This picturesque community offers scenic landscapes, romantic spots, and excursions tailored for every traveler. Nearby neighborhoods enhance your experience with a blend of luxury and budget-friendly options. From the serene beaches of Shelter Island to the welcoming island atmosphere, your vacation promises unforgettable moments in this unique New York destination.

  • Greenport: Located merely a mile from Shelter Island Heights, Greenport is a charming coastal city that attracts visitors with its vibrant outdoor scene and romantic beach experiences. The town comes alive from June to August, making it an ideal summer destination. While there, you can enjoy activities like golfing, attending live music concerts, or simply unwinding in local parks and beaches. With its picturesque waterfront and quaint shops, Greenport is perfect for leisurely strolls and enjoying fresh seafood at local eateries.
  • Hamptons: Situated about 16km from Shelter Island Heights, the Hamptons are a quintessential summer retreat known for their stunning beaches and upscale ambiance. This area experiences a surge in visitors from June to August, offering a plethora of outdoor activities, including golfing and water sports. The Hamptons are also famous for their luxurious accommodations and picturesque lakes, making it a favored spot for romantic getaways. Whether you’re exploring charming villages or relaxing on the sandy shores, the Hamptons exude a unique blend of relaxation and sophistication.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, this serene island city is a hidden gem that boasts a seasonal tourist influx, especially during the summer months. Visitors flock to Shelter Island for its peaceful beaches and outdoor activities, including golfing and music concerts. With its family-friendly beaches and beautiful lakes, the island offers a tranquil escape from the hustle and bustle of everyday life. The idyllic atmosphere makes it a perfect destination for romantic outings and leisurely family trips alike.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local shops offering unique gifts and souvenirs. If you're up for a drive, visit the nearby Tanger Outlets in Riverhead, located about 19km away, where you can find a wide range of brand-name stores at discounted prices.

Recreation

Experience the tranquility of the Shelter Island Yoga Studio, where you can join calming yoga classes and meditation sessions. For outdoor enthusiasts, the nearby Mashomack Preserve offers scenic trails for hiking and nature walks, providing a peaceful escape into nature's beauty.

Adventure

At Riverhead Raceway, located 34km from Shelter Island Heights, adrenaline junkies can enjoy thrilling motor racing events in a vibrant atmosphere. Meanwhile, Waterford Speedbowl, 39km away, offers an exciting racing experience with a lively crowd and a range of competitive events for motorsport enthusiasts.

Nightlife

Shelter Island Heights offers a relaxed nightlife vibe with charming bars like the Chequit, where you can enjoy craft cocktails, and the Islander, known for its laid-back atmosphere and local brews. Take in the serene surroundings while mingling with locals and fellow travelers under the stars.

*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 in and around Shelter Island Heights

Shelter Island Heights is perfect for outdoor, family, and romantic getaways, offering a variety of attractions like beaches, urban parks, and historic buildings. Explore the town of Shelter Island, visit the Shelter Island Country Club, and wander through the Historical District to experience the local culture. Whether you seek relaxation or adventure, Shelter Island Heights has something for everyone, making it an ideal destination for a memorable vacation.

  • Crescent Beach: Enjoy a relaxing day at Crescent Beach, nestled in Shelter Island Heights. This picturesque beach offers a serene environment, ideal for sunbathing, swimming, and leisurely strolls along the shore while soaking in the tranquil beach vibes.
  • Orient Point County Park: Located 13km from Shelter Island Heights, this urban park is perfect for families seeking outdoor adventures. Explore scenic walking trails, picnic areas, and stunning views of the coastline, making it a great spot for nature lovers and outdoor enthusiasts.
  • Sag Harbor Marine Park: Just 11km away, this marina invites you to embrace adventure with opportunities for boating and fishing. Enjoy the outdoor atmosphere and the beauty of the beach while taking in the lively marine activity.

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.

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

Traveling to Shelter Island Heights is convenient with several major airports nearby. John F. Kennedy International Airport (JFK) is located 130km away, with luxurious hotel options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport (LGA), 132km away, offers upscale accommodations such as Hilton Club The Quin and The Plaza, both within 10km. Additionally, Bradley International Airport (BDL) is 98km from Shelter Island Heights, with accessible hotels like DoubleTree by Hilton Hartford, just 2km away. Each airport provides various transportation services to facilitate your journey to Shelter Island Heights.

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. Other good choices for your stay include The Pridwin Hotel and West Neck Guesthouse. 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 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 45 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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