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Find Romantic Hotels in Shelter Island Heights, NY

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Top Shelter Island Heights Romantic Hotels

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (79)
"Shelter Island is definitely a gem"
The Pridwin Hotel
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.

Find out more about Shelter Island Heights

Find out more about Shelter Island Heights

Shelter Island Heights attractions for couples

Shelter Island Heights is a hidden gem that offers a delightful mix of relaxation and adventure for travelers. Start your exploration at the charming Shelter Island Heights Historic District, where you can stroll past beautiful Victorian architecture and lush gardens, immersing yourself in the quaint coastal vibes. For families, the nearby Sunset Beach is a must-visit, featuring soft sands and calm waters, perfect for a day of swimming and beach games. Nature enthusiasts will appreciate the Mashomack Preserve, where you can hike through scenic trails and spot local wildlife, offering a peaceful escape into nature. If you're looking for a unique experience, the Shelter Island Arts and Crafts Fair showcases local artisans and their work, making for a perfect afternoon of shopping and community engagement. While staying in this picturesque area, you can find upscale accommodations that offer personalized services, gourmet dining, and easy access to the island's attractions, ensuring a pampered experience that aligns with your high expectations.

Find the best romantic hotels in Shelter Island Heights

For couples seeking a romantic escape to Shelter Island Heights, these charming hotels offer the perfect blend of comfort and intimacy. Experience stunning views, serene surroundings, and exceptional amenities for an unforgettable getaway.

The Pridwin Hotel

  • Why it's great for a couples retreat: The Pridwin Hotel is a top choice for romantic travelers looking to indulge in luxury and tranquility. With an impressive guest review rating of 9.6, this hotel features an exquisite spa offering hydrotherapy treatments, Swedish massages, and body treatments, perfect for couples seeking relaxation together. The hotel’s beautiful beach access and stunning ocean views create the perfect backdrop for a romantic retreat.
  • Other amenities: Additional amenities include complimentary breakfast options, a heated pool, and a terrace for sunset views. Guests can unwind at the poolside bar or enjoy a game of billiards. The hotel also offers beach sun loungers and umbrellas, ensuring comfort on sunny days. For those interested in outdoor activities, nearby golf courses and fitness classes are available, making it an ideal haven for couples.
  • Nearby attractions: Crescent Beach - 0.07 miles, Sunset Beach - 0.54 miles, Shelter Island Whale's Tail - 2.46 miles

House on Chase Creek

  • Why it's great for a couples retreat: House on Chase Creek is an ideal romantic getaway for guests looking for a cozy and intimate setting. With a solid review rating of 9.4, this charming hotel boasts beautiful terraces and patios, perfect for enjoying quiet evenings together. Its close nearby the beach allows couples to enjoy romantic strolls along the shore, enhancing their getaway experience.
  • Other amenities: This hotel also features a fireplace for cozy nights, ensuring warmth and ambiance. Additional amenities include free toiletries, air conditioning, and self-parking. The nearby golf course offers recreational options for couples seeking adventure, while the serene atmosphere creates a perfect retreat for relaxation.
  • Neighborhood: The Heights
  • Nearby attractions: Crescent Beach - 1.3 miles, Sunset Beach - 1.18 miles, Shelter Island Country Club - 0.54 miles

The Chequit

  • Why it's great for a couples retreat: The Chequit is a charming and romantic escape, perfect for couples looking to unwind in a cozy setting. With an excellent review rating of 8.8, this hotel features premium bedding and beautiful interiors that create an inviting atmosphere. Its location near the beach allows couples to enjoy leisurely walks and stunning sunsets together.
  • Other amenities: Guests can benefit from self-parking and the inviting garden space, perfect for romantic picnics. The hotel also offers Frette Italian sheets for an extra touch of luxury during your stay. For those looking for a bit of adventure, nearby beaches provide opportunities for exploration and relaxation, making this a lovely choice for couples.
  • Neighborhood: The Heights
  • Nearby attractions: Crescent Beach - 1.37 miles, Sunset Beach - 1.12 miles, Shelter Island Country Club - 0.54 miles

Shelter Island House

  • Why it's great for a couples retreat: Shelter Island House provides a romantic escape with its inviting atmosphere and comfortable amenities, earning a review rating of 8.4. Couples will appreciate the terrace and garden areas for peaceful moments together, while the complimentary breakfast ensures a delightful start to the day. The hotel's nearby beaches invites romantic walks by the water, ideal for lovebirds.
  • Other amenities: In addition to its romantic offerings, guests can enjoy air conditioning, a fully-equipped kitchen, and designer toiletries for a touch of luxury. The hotel also features a concierge service to assist with local activities, ensuring a seamless stay. Guests can unwind with a soothing massage or enjoy refreshments at the poolside bar.
  • Nearby attractions: Crescent Beach - 0.52 miles, Sunset Beach - 0.39 miles, Shelter Island Whale's Tail - 1.7 miles

West Neck Guesthouse

  • Why it's great for a couples retreat: West Neck Guesthouse offers a serene and romantic atmosphere for couples seeking a peaceful getaway. With a review rating of 8.2, this guesthouse is known for its charming comfort and intimate setting. Guests can enjoy a complimentary breakfast to start their day before heading out to explore the nearby beaches, which provide a lovely backdrop for romantic outings.
  • Other amenities: This hotel also features a kitchenette for added convenience, along with premium bedding and bathrobes for a touch of luxury. The garden area invites couples to relax and connect in nature, while the accessible pool offers a refreshing retreat. Self-parking and daily housekeeping ensure a comfortable stay, allowing couples to focus on each other.
  • Nearby attractions: Crescent Beach - 0.7 miles, Sunset Beach - 0.57 miles, Shelter Island Whale's Tail - 1.35 miles

Top Shelter Island Heights Hotel Reviews

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Frequently asked questions

Searching for romantic hotels in Shelter Island Heights?
If you and your partner need some romantic time away, we've got just the ticket. Our guests also enjoy Shelter Island Heights for its island views and beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Sunset Beach, Crescent Beach, or Shelter Island Country Club. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Shelter Island Heights?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures 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.
What is there to do in Shelter Island Heights?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Shelter Island Heights. Couples looking to see some of the area's natural features will enjoy Shelter Island Heights for its island views and beaches. You might think about visiting Sunset Beach, Crescent Beach, or Shelter Island Country Club.
What's the best way to get to Shelter Island Heights and around town during my romantic getaway?
These transportation options in Shelter Island Heights might help your romantic trip get off to a smooth start: To get to Shelter Island Heights, book a flight to East Hampton, NY (HTO), which is the closest major airport, located 10.2 mi (16.4 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.