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Hotels in Shelter Island Heights

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Where to stay in Shelter Island Heights?

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

When is the best time to visit Shelter Island Heights?

Our prices for hotels in Shelter Island Heights are cheapest in March
Price trends for hotels in Shelter Island Heights
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Shelter Island Heights
December
Low crowds
High 8°C / low 4°C. Cloudy most days.
View properties in December
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December, Low crowds, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
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January, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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February, Low crowds, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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March, Low crowds, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, Moderate crowds, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, Moderate crowds, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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June, High crowds, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, High crowds, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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August, High crowds, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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September, High crowds, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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October, Moderate crowds, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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November, Moderate crowds, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
Monthly weather averages (˚C)

Top neighborhoods in Shelter Island Heights

The Heights

The The Heights neighborhood has lots to see including Sunset Beach and Shelter Island Country Club.

Hay Beach

Shelter Island's Hay Beach neighborhood offers attractions including Menhadden Lane Beach.

Top landmarks in Shelter Island Heights

Learn more about Shelter Island Heights

Shelter Island Heights is well-known for its attractions such as Sunset Beach and Crescent Beach. This beachside city has something for everyone including sights like Shelter Island Country Club and Sylvester Manor.

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

Check out reviews of Shelter Island Heights hotels guests love

Frequently asked questions

How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from ₩156,505 with options to suit your budget and needs. If you're after an affordable hotel in Shelter Island Heights that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Shelter Island Heights hotels?
Discover great deals on Shelter Island Heights hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Shelter Island Heights hotels.
Can I book Shelter Island Heights hotels with free cancellation?
It's easy to book a refundable Shelter Island Heights hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Shelter Island Heights beach hotels?
For a beach vacation in Shelter Island Heights, Crescent Beach is a top place to visit. Stay at a top-rated Shelter Island Heights beach hotel and make the most of your vacation. Check out The Pridwin Hotel if you're after a hotel that's near the water. With a private beach plus a seasonal outdoor pool and a full-service spa, our travelers rate it highly at 9.6 out of 10.
What are some top pet-friendly hotels in Shelter Island Heights?
Our travelers' favorite pet-friendly hotels in Shelter Island Heights include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Shelter Island Heights.
What are some of the best hotels in Shelter Island Heights for couples?
Stay at a top-rated Shelter Island Heights romantic hotel and make the most of your couple's vacation. Our travelers love The Pridwin Hotel, a hotel with a private beach and an ocean-view restaurant. Another romantic hotel with top reviews is The Rams Head Inn. This inn offers a private beach as well as in-room champagne service for a perfect stay. Use the "Traveler experience" filter in your search and select "Adults only" or "Romantic" to find even more hotels in Shelter Island Heights for couples on Hotels.com.
What are some of the best kid-friendly hotels in Shelter Island Heights?
Some of the best Shelter Island Heights hotels for kids include $The Pridwin Hotel and Shelter Island House. The Pridwin Hotel is a kid-friendly hotel with a guest score of 9.6 out of 10 plus family-friendly amenities like a private beach, children's meals, and a seasonal outdoor pool. Check out Shelter Island House with a guest score of 8.4. This popular hotel has a seasonal outdoor pool and free parking as well as free cribs in the guestrooms. Explore more kid-friendly hotels in Shelter Island Heights by using our "Family friendly" filter in your search on Hotels.com.
What are the top Shelter Island Heights hotels with a pool?
For a little extra luxury, discover some of the best Shelter Island Heights hotels with a pool. The Pridwin Hotel is a great hotel with a seasonal outdoor pool and a guest rating of 9.6 out of 10. Plus, you can make the most of its private beach and full-service spa. Shelter Island House is a popular hotel that features a seasonal outdoor pool along with a restaurant and a poolside bar. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Shelter Island Heights with a pool.
What are some of the best Shelter Island Heights hotels with free parking?
If you're driving, a great Shelter Island Heights hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Shelter Island Heights?
For hotels in central Shelter Island Heights, check out The Harbor Front Inn and Fordham House. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour gym this hotel offers. Fordham House is another popular central bed & breakfast with a free full breakfast and free parking, plus down comforters in the guestrooms. Pipes Cove and Menantic Creek are some of the most central neighborhoods for your Shelter Island Heights vacation.
Can I book a refundable hotel in Shelter Island Heights?
If you want the flexibility to change your travel plans to Shelter Island Heights, most accommodations offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Shelter Island Heights if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 34 vacation homes.

Find out more about Shelter Island Heights

Discover the Tranquil Charm of Shelter Island Heights: Where Nature Meets Serenity

Nestled between the North and South Forks of Long Island, Shelter Island Heights is a charming seaside getaway that exudes tranquility and romance. With its pristine beaches, lush landscapes, and stunning sunset views, this hidden gem invites visitors to unwind in nature’s embrace. Explore the quaint streets lined with historic homes, indulge in exquisite dining experiences, or simply relax on the serene shores. Perfect for couples seeking a romantic retreat or families desiring a peaceful escape, Shelter Island Heights offers a unique blend of island vibes and exceptional accommodations, making it a must-visit destination for any traveler.

Discover great hotels in Shelter Island Heights

Shelter Island Heights offers a range of hotel accommodations, from cozy country inns to luxurious waterfront resorts. Enjoy comfortable guest rooms with scenic views, and explore options for budget-friendly stays. Whether seeking tranquility or convenient amenities, you'll find a variety of choices to suit your vacation needs. Here are some of the best hotels in Shelter Island Heights that our travelers love:

  1. Harbor Knoll Bed & BreakfastOpens in a new window: Harbor Knoll Bed & Breakfast is a delightful 3.0-star Bed and Breakfast that offers a beach-themed vacation experience. With direct access to the beach and exceptional golf facilities, this hotel is perfect for leisure travelers seeking relaxation and recreation. Visitors rave about the charming atmosphere and the seamless blend of comfort and coastal living, making it an ideal getaway for those who appreciate sun-soaked days and outdoor activities.
  2. The Harbor Front InnOpens in a new window: The Harbor Front Inn is a sophisticated 3.5-star hotel that caters to business travelers looking for a pet-friendly environment. The property allows pets onsite, ensuring a welcoming atmosphere for those traveling with furry companions. This hotel impresses with its modern amenities and thoughtful design, which create a comfortable and productive stay. Guests appreciate the attention to detail and the ability to balance work and leisure, fostering a seamless travel experience.
  3. The MenhadenOpens in a new window: The Menhaden is a vibrant 3.5-star hotel tailored for adventure seekers. Offering a range of activities such as kayaking, windsurfing, and hiking, this property ensures an exhilarating stay for those eager to explore the great outdoors. With pet-friendly policies and an array of recreational opportunities, visitors enjoy a dynamic and engaging environment that fosters unforgettable experiences and lasting memories, making it a standout choice for adventurous travelers.

Top locations to stay in Shelter Island Heights

Some great areas to stay in when visiting Shelter Island Heights are Greenport, Sag Harbor, and Bridgehampton. Greenport offers a charming seaside atmosphere with nature trails, Sag Harbor is known for its picturesque harbor and boating activities, while Bridgehampton is famous for its equestrian culture and upscale accommodations. For first-time visitors, Sag Harbor is the best choice for its vibrant waterfront and quaint shops.

  1. Sag HarborOpens in a new window: Sag Harbor is a charming waterfront village that's perfect for travelers looking to experience a blend of history and modern culture. With its picturesque harbor, you can enjoy leisurely strolls along the waterfront and explore the quaint shops in the historic downtown area. The area is also known for its vibrant arts scene, including cultural attractions like galleries and theaters. Plus, you can indulge in local dining experiences that showcase fresh seafood and farm-to-table cuisine. Sag Harbor’s maritime heritage adds a unique touch, making it an inviting destination for both relaxation and exploration.
  2. GreenportOpens in a new window: Greenport is a delightful seaside village that offers a perfect escape for nature lovers and those seeking a laid-back atmosphere. The stunning waterfront views and access to beautiful parks make it ideal for outdoor activities like kayaking or simply soaking up the sun. Don’t miss the chance to visit the local vineyards, where you can taste some of the region's best wines. The charming shops and farmers' markets add a local flair, giving you a taste of the community's vibrant culture. Greenport is a peaceful yet engaging destination for travelers looking to unwind.
  3. BridgehamptonOpens in a new window: Bridgehampton is known for its picturesque landscapes and equestrian culture, making it a fantastic destination for those who appreciate the outdoors. The area is surrounded by beautiful horse farms and scenic trails, perfect for leisurely rides or walks. You can explore the local art galleries and boutiques, which showcase the creative spirit of the Hamptons. Additionally, the nearby beaches offer a relaxing spot to soak up the sun or enjoy water activities. With its blend of natural beauty and cultural experiences, Bridgehampton is a great choice for a tranquil getaway.

Things to do in Shelter Island Heights

Shelter Island Heights beckons travelers with its stunning coastal landscapes, where sandy beaches meet lush forests and tranquil lakes. Enjoy sunset strolls along the shore, exhilarating whalewatching excursions, and peaceful camping retreats. With opportunities for golfing, boating, and outdoor performances, this charming island offers a delightful escape into nature's embrace.

  • 67 Steps BeachOpens in a new window – Kick off your day at 67 Steps Beach, a serene spot perfect for sunbathing or enjoying a leisurely swim. With its beautiful shoreline, it's an ideal place to unwind and soak up the sun while listening to the soothing sounds of the waves.
  • Sag Harbor Marine ParkOpens in a new window – Head over to Sag Harbor Marine Park, where you can marvel at the boats bobbing in the marina. This picturesque setting is perfect for a stroll along the waterfront or a picnic with family and friends amidst the stunning views of the harbor.
  • Orient Point County ParkOpens in a new window – Explore the natural beauty of Orient Point County Park, an urban park that features lush landscapes and walking trails. This park is a fantastic spot for a nature walk, where you can appreciate the local flora and fauna while breathing in the fresh air.
  • Parrish Art MuseumOpens in a new window – Delve into creativity at the Parrish Art Museum, where you'll find an impressive collection of contemporary artworks. Take your time exploring the galleries and discover inspiring pieces that reflect the vibrant art scene of the region.
  • Harbes Family FarmOpens in a new window – Visit Harbes Family Farm for a fun and educational experience. This family-friendly destination offers a chance to learn about farming, pick fresh produce, and enjoy seasonal activities that are sure to delight visitors of all ages.

4 tips for savvy savings when booking a hotel in Shelter Island Heights

  1. Book for the cheapest times: The most affordable time to visit Shelter Island Heights is from January to March, when hotel prices tend to be lower. For a budget-friendly getaway, a stay of at least 2 to 3 days is perfect for discovering the area’s significant landmarks and cultural attractions. During your visit, you can enjoy various experiences such as camping, beach activities, whalewatching, opera performances, and golfing. With these options, Shelter Island Heights offers great value for money while allowing you to immerse yourself in its rich history and natural beauty.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Shelter Island Heights, visit the DealsOpens in a new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. By enabling email alerts or push notifications from Hotels.com, you could stay informed about flash sales and special promotions, helping you save on your stay. Additionally, Smart Shopping is a comparison tool available in the app that allows travelers to compare hotel prices and amenities, ensuring you’re among the first to know about any price drops or room availability for the best Shelter Island hotel deals.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay in a Shelter Island Heights hotel. For those seeking something special, boutique hotels can provide a more personalized experience and potentially better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If it appears to be on the higher side, we’ll suggest more affordable dates, which could help you secure a better deal.
  4. Consider your location: Staying near major attractions or city centers can be convenient, but it often comes with a higher price tag. If you’re looking for more affordable options, consider hotels in less central areas or neighborhoods, which usually tend to be cheaper while still providing reasonable access to the sights you want to see. You might also want to check out independent hotels a bit further out, as they can offer a more authentic and budget-friendly experience.

Best time to go to Shelter Island Heights

Shelter Island Heights experiences its lowest average temperature in January, at 35.6°F (2.0°C), while August is the hottest month, with an average temperature of 73.4°F (23.0°C). October are usually the wettest months. April, June, and July are the peak travel months in Shelter Island Heights, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, January, November, and December tend to be quieter times to visit, marked by light rainfall and mostly sunny to mostly cloudy conditions.

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