A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights hotels from RM369

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20 Aug - 21 Aug
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21 Aug - 22 Aug
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21 Aug - 23 Aug
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Our top choices for Shelter Island Heights hotels

Breakfast included
Hotel
Pool
Pet friendly
Reserve now, pay later

1. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
RM2,169
RM2,725 total
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

2. The Chequit

The Chequit
The Heights
United States
Kristin
RM1,187
RM1,356 total
includes taxes & fees
8 Sept - 9 Sept
The Chequit

3. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
RM997
RM1,139 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
RM1,284
RM1,467 total
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
RM1,272
RM1,454 total
includes taxes & fees
23 Aug - 24 Aug
West Neck Guesthouse

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
RM1,908
RM2,179 total
includes taxes & fees
20 Sept - 21 Sept
Silver Sands Motel & Beach Bungalows

7. Zey Hotel

Zey Hotel
Greenport
United States
shaun
RM822
RM939 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
RM1,121
RM1,490 total
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
RM1,244
RM1,783 total
includes taxes & fees
7 Sept - 8 Sept
Cliffside Resort Condominiums

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
RM1,101
RM1,605 total
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

11. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
RM1,321
RM1,665 total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

12. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
RM1,180
RM1,450 total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

13. The Menhaden

The Menhaden
Greenport
United States
Lisa
RM2,104
RM2,566 total
includes taxes & fees
25 Aug - 26 Aug
The Menhaden

14. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
RM1,602
RM1,993 total
includes taxes & fees
7 Sept - 8 Sept
American Beech Hotel

15. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
RM1,304
RM1,490 total
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
RM1,437
RM1,642 total
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

17. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
RM321
RM369 total
includes taxes & fees
23 Aug - 24 Aug
Lamplighter Motel - Clinton, Connecticut

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
RM411
RM472 total
includes taxes & fees
13 Sept - 14 Sept
Quality Inn Old Saybrook - Westbrook

19. Clinton Motel

Clinton Motel
Clinton
United States
John
RM321
RM369 total
includes taxes & fees
2 Sept - 3 Sept
Clinton Motel

20. The Captain Stannard

The Captain Stannard
Westbrook Center
United Kingdom
Jessica
RM949
RM1,054 total
includes taxes & fees
23 Aug - 24 Aug
The Captain Stannard
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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

Shelter Island Country Club

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

Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
See properties

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

See all hotels in Shelter Island Heights
A 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

Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 5 hours ago
Sound View Greenport
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"Beautiful place"
Annmarie 1-night trip
Posted 9 hours ago
Montauk Yacht Club
North Fork Resort

North Fork Resort

10/10 Excellent
"THERE WAS ONLY ONE THING. THE LAST MORNING THERE WAS NO HOT H2O HOWEVER THE PROBLEM WAS FIXED."
KATHLEEN 2-night trip
Posted 22 hours ago
North Fork Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Clean and comfortable room. Very dated furniture."
Leon 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Debra 1-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Great hotel"
Maria 1-night trip
Posted 2 days ago
Montauk Blue Hotel
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean rooms and pet friendly! Good location"
Tiara 3-night trip
Posted 2 days ago
Kenny's Tipperary Inn
Offshore Montauk

Offshore Montauk

8/10 Good
"We had a fabulous time at Offshore for two nights midweek. The only negative was the construction next to the pool, but we spent our time at the beach anyway. I know they're building a restaurant next to the pool, and we would happily stay there again and look forward to the new addition. The only other minor issue is the grounds could be kept up a bit better around the front parking lot."
Anthony 2-night trip
Posted 2 days ago
Offshore Montauk
Zey Hotel

Zey Hotel

10/10 Excellent
"James was amazing"
ROBIN 3-night trip
Posted 3 days ago
Zey Hotel

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
RM380
RM436 total
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very good! (1,023 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
RM388
RM446 total
10 Sept - 11 Sept
includes taxes & fees
8/10 Very good! (1,011 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
RM507
RM580 total
23 Aug - 24 Aug
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
RM686
RM885 total
7 Sept - 8 Sept
includes taxes & fees
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
RM822
RM939 total
31 Aug - 1 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
RM800
RM1,015 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

  • Stunning Beaches: Shelter Island Heights boasts serene beaches perfect for sunbathing and relaxation.
  • Outdoor Activities: Enjoy golfing, hiking, and exploring picturesque recreational areas amid lush landscapes.
  • Rich History: Wander through the historic district and discover charming buildings that reflect the island's heritage.
  • Romantic Getaways: This destination is ideal for couples seeking a tranquil escape and memorable experiences.
  • Diverse Accommodation: Choose from inviting bed and breakfasts to unique agritourism properties catering to all budgets.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights, where a variety of accommodation options await you. From inviting bed and breakfast establishments to unique agritourism properties, there's something to suit every traveller's needs. Enjoy pet-friendly facilities and family-friendly experiences as you explore this picturesque destination. With a range of hotels and homes available, your perfect getaway in Shelter Island Heights is just a reservation away.

  • Sound View Greenport: Nestled a mere 3km from Shelter Island Heights, Sound View Greenport offers a delightful beach experience for families and business travellers alike. This 3.5-star hotel, with a commendable guest rating of 8.4, boasts direct access to the beach, making it an excellent choice for those looking to unwind by the sea. Families will appreciate the thoughtful amenities provided for children, including complimentary cribs and safety features such as window guards. The relaxed atmosphere and scenic views enhance its appeal for a memorable coastal retreat.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn stands out with its impressive guest rating of 9.4, reflecting its commitment to quality service. This charming 3.5-star hotel is particularly suited for business travellers seeking a tranquil environment. The inn's tasteful dรฉcor and convenient amenities create a productive yet relaxing atmosphere where guests can unwind after a day of meetings. Its proximity to local attractions adds to the overall convenience, making it a strategic choice for those visiting for work.
  • The Harbor Front Inn: Just 2km away from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star property with a guest rating of 8.8. This inn is not only ideal for business travellers but also for pet owners, as it accommodates pets with a specific policy in place. Guests can enjoy the scenic waterfront views while taking advantage of the pet-friendly amenities, which include provisions for dogs and a waived fee for service animals. The combination of comfort, convenience, and a pet-friendly policy makes it a distinctive choice for your stay.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, a delightful destination perfect for outdoor adventures and family getaways. Explore the scenic beauty of Shelter Island, with its serene beaches and lush landscapes. This island community offers a rich atmosphere, blending luxury and budget-friendly options, making it ideal for romantic escapes or family excursions. Nearby neighbourhoods add to the allure, providing a unique blend of experiences for every traveller. Enjoy the best of New Yorkโ€™s coastal charm during your visit.

  • Greenport: Situated a mere mile from Shelter Island Heights, Greenport is a charming city that attracts visitors with its quaint maritime charm and vibrant community. The travel experience here is particularly delightful from June to August when the coastal scenery comes alive. Greenport is renowned for its outdoor, romantic, and beach experiences, making it ideal for couples and families alike. Visitors can enjoy activities such as golfing, attending music concerts, or simply relaxing at the local beaches and parks. The beautiful family beach and recreational areas provide perfect spots for sunbathing and leisurely strolls.
  • Hamptons: Located 16km from Shelter Island Heights, the Hamptons are synonymous with elegance and beachside leisure. This upscale area sees a surge in visitors from June to August, drawn by its stunning beaches, outdoor activities, and romantic locales. The Hamptons offer a plethora of attractions, including golf courses and scenic lakes, where one can indulge in various outdoor pursuits. The local beaches are perfect for sunbathing, while the serene atmosphere makes it a wonderful getaway for those seeking relaxation and luxury.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, Shelter Island is a serene destination that boasts beautiful landscapes and a laid-back vibe. The seasonal influx of tourists peaks during the summer months, making it a popular retreat for those seeking outdoor, romantic, and beach experiences. Visitors can partake in golfing, skiing, and enjoy live music concerts. The islandโ€™s scenic beaches, family-friendly shores, and tranquil lakes create a perfect backdrop for a memorable holiday, ensuring that every traveller finds something to love.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can enjoy local boutiques and charming shops for unique gifts and souvenirs. If you're up for a drive, about 19km away is the Tanger Outlets in Riverhead, featuring a range of brand-name stores and excellent shopping opportunities.

Recreation

The Shelter Island Heights Wellness Retreat offers a tranquil environment with yoga sessions overlooking the water, meditation classes, and holistic therapies. For outdoor enthusiasts, nearby beaches provide opportunities for swimming, kayaking, and leisurely strolls along scenic paths, allowing for relaxation amidst nature's beauty.

Adventure

At Riverhead Raceway, located 34km from Shelter Island Heights, you can immerse yourself in thrilling motor racing events that exude an exhilarating sports atmosphere. Meanwhile, Waterford Speedbowl, 39km away, offers another exciting racing experience, perfect for adrenaline enthusiasts seeking adventure and competition.

Nightlife

In Shelter Island Heights, the nightlife offers a relaxed charm. Enjoy a drink at the lively Sunset Beach, or savour local cuisine at the intimate Vine Street Cafรฉ. For a laid-back evening, the Shelter Island Heights Yacht Club provides a picturesque setting by the water.

*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 visit to Shelter Island Heights, consider travelling during the off-peak season from January to March when hotel prices are at their lowest. Tuesdays are the least expensive days to book a stay, while Saturdays tend to be pricier. Utilise Expediaโ€™s search wizard to find budget-friendly accommodations, filter for eco-certified options, and consider package deals that combine flights, hotels, and activities for additional savings. Walking is an excellent way to explore the area without the expense of public transport.

  • 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: Utilise Expedia's search wizard to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels currently available. To discover the most competitive prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your hotel reservation in Shelter Island Heights with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island Heights

Shelter Island Heights offers a delightful blend of outdoor activities, family-friendly experiences, and romantic getaways. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it ideal for those seeking cultural and outdoor adventures. Notable attractions include the historic district and various popular sites that showcase the charm of Shelter Island Heights. Whether you're a beach lover or a history enthusiast, this quaint destination promises something for everyone.

  • Norman E. Klipp Marine Park: Located 3km from Shelter Island Heights, this marine park offers a delightful combination of adventure and family-friendly vibes. Explore the scenic waterfront, enjoy water-based activities, and take in the stunning views of the surrounding area.
  • Crescent Beach: Situated within Shelter Island Heights, Crescent Beach is the ideal spot to unwind and soak up the sun. With its inviting beach atmosphere, you can relax on the sandy shores, swim in the refreshing waters, or engage in leisurely beach activities.
  • Orient Point County Park: Approximately 13km away, this urban park is perfect for families seeking outdoor fun. With expansive green spaces, walking trails, and picnic areas, it offers a refreshing escape from the city while still being close to urban amenities.

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
January35.6ยฐF (2.0ยฐC)Light RainMostly SunnyLowModerately Low
February35.8ยฐF (2.1ยฐC)Light RainMostly CloudyAverageModerately Low
March39.7ยฐF (4.3ยฐC)Light RainMostly SunnyAverageModerately Low
April47.5ยฐF (8.6ยฐC)Light RainMostly SunnyHighAverage
May55.8ยฐF (13.2ยฐC)Light RainMostly SunnyAverageAverage
June64.9ยฐF (18.3ยฐC)Light RainMostly SunnyHighModerately High
July73.0ยฐF (22.8ยฐC)Light RainMostly SunnyHighModerately High
August73.4ยฐF (23.0ยฐC)Light RainMostly SunnyAverageModerately High
September68.2ยฐF (20.1ยฐC)Light RainMostly SunnyAverageAverage
October59.7ยฐF (15.4ยฐC)Light RainMostly SunnyAverageAverage
November49.6ยฐF (9.8ยฐC)Light RainMostly SunnyLowAverage
December42.1ยฐF (5.6ยฐC)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

Accessing Shelter Island Heights is convenient via several major airports. New York's JFK Airport, located 130km away, offers nearby luxurious accommodations such as The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport is slightly further at 132km, with excellent hotel options like Hilton Club The Quin New York and The Plaza, both approximately 5-10km from the airport. Alternatively, Bradley International Airport in Hartford, CT, is 98km away, with nearby hotels including DoubleTree by Hilton Hartford, just 2km from the airport. Each airport provides accessible transport options to ensure a smooth journey.

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 East End Seaport Maritime Museum and Railroad Museum of Long Island 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.
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 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Shelter Island Heights is 1452 mm.

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