A pebbled beach with a sunset and a distant bridge.

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11 Aug - 12 Aug
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12 Aug - 13 Aug
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Our top choices for Shelter Island Heights hotels

1. House on Chase Creek

House on Chase Creek
The Heights
United States
Jeanine
Rp4.397.293
Rp5.023.867 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

2. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
Rp5.615.019
Rp6.415.237 total
includes taxes & fees
19 Aug - 20 Aug
Shelter Island House

3. The Chequit

The Chequit
The Heights
United States
Kristin
Rp5.193.337
Rp5.933.388 total
includes taxes & fees
8 Sept - 9 Sept
The Chequit

4. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
Rp10.088.443
Rp12.678.614 total
includes taxes & fees
8 Sept - 9 Sept
The Pridwin Hotel

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
Rp5.566.193
Rp6.359.486 total
includes taxes & fees
17 Aug - 18 Aug
West Neck Guesthouse

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
David
Rp4.944.046
Rp6.568.657 total
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

7. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
Rp6.027.822
Rp7.594.679 total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

8. Zey Hotel

Zey Hotel
Greenport
United States
Alex
Rp4.314.465
Rp4.929.276 total
includes taxes & fees
25 Aug - 26 Aug
Zey Hotel

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
Rp5.162.977
Rp6.342.576 total
includes taxes & fees
2 Sept - 3 Sept
The Shoals Suites and Slips

10. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
Rp7.009.674
Rp8.718.593 total
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
Rp5.485.252
Rp7.862.510 total
includes taxes & fees
9 Sept - 10 Sept
Cliffside Resort Condominiums

12. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
Rp8.344.850
Rp9.533.991 total
includes taxes & fees
7 Sept - 8 Sept
Sag Harbor Inn

13. The Menhaden

The Menhaden
Greenport
United States
Lisa
Rp9.195.658
Rp11.221.956 total
includes taxes & fees
9 Sept - 10 Sept
The Menhaden

14. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
Rp1.795.918
Rp2.065.306 total
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Old Saybrook - Westbrook

15. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
Rp1.743.719
Rp2.005.250 total
includes taxes & fees
12 Aug - 13 Aug
Pier Blue Inn Old Saybrook - Essex

16. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
Rp4.990.042
Rp7.222.547 total
includes taxes & fees
9 Sept - 10 Sept
Sound View Greenport

17. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
Rp1.402.645
Rp1.613.042 total
includes taxes & fees
18 Aug - 19 Aug
Lamplighter Motel - Clinton, Connecticut

18. Clinton Motel

Clinton Motel
Clinton
United States
David
Rp1.562.440
Rp1.796.806 total
includes taxes & fees
12 Aug - 13 Aug
Clinton Motel

19. The Captain Stannard

The Captain Stannard
Westbrook Center
United Kingdom
Jessica
Rp4.153.232
Rp4.610.087 total
includes taxes & fees
12 Aug - 13 Aug
The Captain Stannard

20. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
Rp11.740.494
Rp16.049.987 total
includes taxes & fees
1 Sept - 2 Sept
The 1770 House Restaurant & Inn
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas 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

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

Stay near popular Shelter Island Heights attractions

Crescent Beach

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

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

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

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"a"
Heather 1-night trip
Posted 1 hour ago
The Pridwin Hotel
Zey Hotel

Zey Hotel

10/10 Excellent
"We had a wonderful stay at ZEY Hotel in Greenport! The hotel is absolutely beautiful, with so much charm, character, and a unique boutique feel. The rooms and common areas are beautifully decorated, and the whole property has a warm and relaxing atmosphere. The location is perfect—right in the heart of Greenport and within easy walking distance of the restaurants, shops, waterfront, and everything the village has to offer. We really enjoyed our stay and loved the overall vibe of the hotel. It was the perfect place for a relaxing Greenport getaway. We would definitely stay at ZEY Hotel again and highly recommend"
Jennifer 1-night trip
Posted 1 hour ago
Zey Hotel
Aqualina Inn Montauk

Aqualina Inn Montauk

10/10 Excellent
"This place was perfect for our weekend getaway to Montauk"
Matthew 2-night trip
Posted 4 hours ago
Aqualina Inn Montauk
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"This is one of our most favorites! The rooms are amazing ( we prefer to spend a little extra for the ocean view). Dinner there is great!. The staff is exceptional."
Jen 1-night trip
Posted 13 hours ago
Water's Edge Resort & Spa
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"It was a very nice hotel. The room was clean and comfortable, the staff was friendly, and the location was convenient. We had a great stay and really enjoyed our time there."
Egor 3-night trip
Posted 14 hours ago
Pier Blue Inn Old Saybrook - Essex
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Pretty gosh darn great stay"
Paul 1-night trip
Posted 16 hours ago
The Shoals Suites and Slips
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Amazing stay& amazing staff 10/10"
Sarah 3-night trip
Posted 2 days ago
Montauk Yacht Club
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Great location, nice pool,"
Vanessa matias 3-night trip
Posted 4 days ago
The Atlantic Hotel

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
Rp1.660.093
Rp1.909.106 total
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very good! (1,014 reviews)
Sleep Inn & Suites Niantic North
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
Rp1.743.719
Rp2.005.250 total
12 Aug - 13 Aug
includes taxes & fees
8/10 Very good! (1,005 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
Rp2.190.789
Rp2.502.976 total
13 Aug - 14 Aug
includes taxes & fees
6.8/10 (854 reviews)
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
Rp3.000.595
Rp3.872.055 total
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
Rp3.595.388
Rp4.107.797 total
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (374 reviews)
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
Rp3.499.510
Rp4.442.066 total
8 Sept - 9 Sept
includes taxes & fees
The Atlantic Hotel

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Scenic Outdoor Activities: Enjoy a variety of outdoor pursuits, from golfing to exploring picturesque parks and beautiful beaches.
  • Charming Accommodation: Stay in inviting hotels and agritourism properties, many of which are pet-friendly.
  • Rich Local History: Visit the Shelter Island Heights Historical District and discover the area's intriguing heritage.
  • Family-Friendly Atmosphere: Engage in numerous activities suitable for families, ensuring a delightful experience for all ages.
  • Romantic Getaways: Enjoy the serene environment, perfect for couples seeking a romantic retreat.

Find great hotels near Shelter Island Heights

Experience the charm of Shelter Island Heights, where a selection of inviting hotels and agritourism properties await. Perfect for families and adventure seekers alike, many accommodations offer pet-friendly options, ensuring a delightful stay for all. Whether you choose the welcoming Shelter Island House or other local gems, you're sure to find the ideal retreat to enjoy the beauty of this serene destination.

  • Sound View Greenport: Located a mere 3km from Shelter Island Heights, Sound View Greenport is a 3.5-star hotel renowned for its family-friendly and pet-friendly atmosphere. With direct access to the beach, it offers a wonderful seaside experience, making it ideal for families seeking a relaxing getaway. Guests appreciate amenities tailored for children, such as complimentary cribs and window guards for added safety. This property welcomes pets, ensuring that your furry companions can join in on the holiday fun, with specific policies in place to accommodate dogs and cats.
  • Sag Harbor Inn: Situated 10km from Shelter Island Heights, Sag Harbor Inn is a charming 3.5-star accommodation that is particularly suited for business travellers. Its high guest rating of 9.4 out of 10 speaks volumes about the quality of service and facilities provided. The inn combines comfort and professionalism, making it an excellent choice for those visiting the area for work. Guests can expect a serene environment, ideal for productivity while enjoying the surrounding picturesque views of Sag Harbor.
  • The Harbor Front Inn: Just 2km from Shelter Island Heights, The Harbor Front Inn offers a delightful blend of business and leisure. Boasting a 3.5-star rating and a commendable guest rating of 8.8 out of 10, this property is perfect for both professionals and pet owners. Guests appreciate the welcoming atmosphere for dogs, with amenities that include in-room pet permissions and specific policies for furry friends. The Harbour Front Inn's prime location allows visitors to explore the charms of the area while enjoying a comfortable and convenient stay.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, a delightful destination perfect for outdoor enthusiasts and families alike. Enjoy scenic excursions around the island community, where you can explore picturesque parks and waterfronts. Nearby, the vibrant neighbourhoods offer a blend of luxury and budget-friendly options, ensuring a memorable stay. Immerse yourself in the local atmosphere, filled with family-friendly activities and romantic spots, making it an ideal getaway in New York.

  • Greenport: A charming coastal town located a mere mile from Shelter Island Heights, Greenport offers a delightful blend of outdoor adventures and romantic escapes. Its seasonal visitor influx peaks during the summer months, making it a bustling hub for beach lovers and outdoor enthusiasts. Visitors can enjoy activities like golfing and attending lively music concerts, while the local beaches and parks provide perfect spots for relaxation and family fun. The picturesque marina and quaint shops add to Greenport's appeal, ensuring a memorable travel experience.
  • Hamptons: Situated 16km from Shelter Island Heights, the Hamptons are renowned as a glamorous getaway, particularly popular during the summer season. Visitors flock here for its stunning beaches, outdoor activities, and romantic settings. The area boasts beautiful golf courses and picturesque lakes, making it an ideal destination for both relaxation and recreation. With its charming villages, fine dining establishments, and vibrant nightlife, the Hamptons offer an unforgettable experience for those seeking a mix of leisure and luxury.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, this serene island city attracts seasonal visitors who are drawn to its tranquil beaches and outdoor activities. Peak travel occurs in the summer, with fewer visitors in the autumn months. Shelter Island is perfect for couples looking for romantic getaways, with opportunities for golfing, music concerts, and scenic hikes. The island's beautiful beaches and lakes provide an ideal backdrop for leisurely days spent soaking up the sun or exploring nature, making it a must-visit destination.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can browse local shops for unique gifts and souvenirs. If you're up for a drive, consider visiting the nearby shops in Greenport, where you’ll discover charming boutiques and artisanal products that reflect the local culture.

Recreation

Explore the Shelter Island Heights Wellness Centre, where you can enjoy rejuvenating spa treatments and yoga classes amidst tranquil surroundings. For outdoor enthusiasts, the nearby beaches offer opportunities for kayaking and paddleboarding, providing a refreshing way to connect with nature while unwinding.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 34km from Shelter Island Heights, where the atmosphere buzzes with excitement. Alternatively, visit Waterford Speedbowl, situated 39km away, and immerse yourself in the adrenaline-pumping action of competitive racing events.

Nightlife

Explore the lively atmosphere at the Shelter Island Heights Pavilion, where you can enjoy refreshing cocktails and stunning views. For a more relaxed vibe, visit the Sunset Beach Bar to sip on a variety of wines while soaking in the serene surroundings.

*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

For an economical trip to Shelter Island Heights, consider visiting between January and March when hotel prices are at their lowest. Tuesdays are the cheapest days to stay, while Saturdays are the priciest. Utilise Expedia's search tool to filter for budget-friendly accommodation, and explore the option of combining your hotel, flights, and activities into a package for further savings. Additionally, take advantage of free local attractions and public transport options to explore the area without overspending.

  • 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: Expedia's search tool enables you to customise your search according to your budget, desired location, and additional preferences. You can arrange the results to display prices from lowest to highest, ensuring that the most affordable hotels appear at the top. Furthermore, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your hotel booking in Shelter Island Heights with your flights and activities by opting for an Expedia package.

Find the best attractions in and around Shelter Island Heights

Shelter Island Heights is an ideal destination for outdoor enthusiasts, families, and couples seeking a romantic getaway. Visitors can explore beautiful beaches, urban parks, and historic buildings, all while immersing themselves in the local culture. Notable attractions include the Town of Shelter Island, Fishers Island, the Shelter Island Heights Historical District, and the Shelter Island Country Club, offering a variety of experiences for every traveller.

  • Crescent Beach: Nestled within Shelter Island Heights, Crescent Beach offers a serene escape with its tranquil shores and inviting beach vibes. It's an ideal spot for sunbathing and swimming, complemented by picturesque views and a relaxed atmosphere.
  • Orient Point County Park: Located 13km from Shelter Island Heights, this urban park presents a blend of city and outdoor experiences. Families can explore its spacious grounds, enjoy picnics, and partake in various recreational activities amidst nature's beauty.
  • Sag Harbor Marine Park: Just 11km away, Sag Harbor Marine Park is a vibrant marina where adventure awaits. Guests can engage in water sports or simply relish the coastal scenery, making it a delightful destination for outdoor enthusiasts.

Best time to go to Shelter Island Heights

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

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

The nearest major airports for your trip to Shelter Island Heights

Accessing Shelter Island Heights is convenient via three major airports. New York, NY (JFK-John F. Kennedy Intl.) is situated 130km away, with nearby hotels such as The William Vale and Arlo Williamsburg, both rated 5 stars and approximately 18km from the airport. LaGuardia Airport (LGA) is 132km from Shelter Island Heights, with luxurious options like Hilton Club The Quin and The Plaza, A Fairmont Hotel, both 5-star establishments just 5-10km away. Lastly, White Plains, NY (HPN-Westchester County) is 113km distant, offering upscale hotels like The Opus Westchester, a 5-star hotel just 6km from the airport, with extensive transportation services available.

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 traveller data. This hotel offers a full-service spa and a private beach. Other good choices for your stay include The Chequit 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, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in 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 child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and East End Seaport Maritime Museum are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay 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 accommodation for a golf trip to 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 accommodation options 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 centre, 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.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 44 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting 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 itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island Heights is 1452 mm.

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