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The Heights Hotels, Shelter Island Heights

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3981 Cheap Hotels in The Heights - Specials, Reviews, & Last Minute Deals

House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (78)
"It was a peaceful and serene as it gets what a nice overnight stay we will have to come back again to explore more sometime soon. "
United States
Vincent
The price is NZ$373
includes taxes & fees
17 Nov - 18 Nov
House on Chase Creek
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1001)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is NZ$527
includes taxes & fees
12 Nov - 13 Nov
Saybrook Point Resort & Marina
Pier Blue Inn Old Saybrook - Essex
2.0 star property
8.0 out of 10, Very good, (1003)
"Great place to stay!"
United States
Nancy
The price is NZ$163
includes taxes & fees
9 Nov - 10 Nov
Pier Blue Inn Old Saybrook - Essex
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (65)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1012)
"The staff is extremely helpful and polite. The location is wonderful with a beautiful ocean view. I can’t say enough nice things about it!"
United States
Terence
The price is NZ$449
includes taxes & fees
10 Nov - 11 Nov
Water's Edge Resort & Spa
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (329)
"Staff and hotel are lovely "
United States
Steven
The price is NZ$498
includes taxes & fees
13 Nov - 14 Nov
Madison Beach Hotel
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.8 out of 10, Good, (1001)
"It was a nice clean hotel. "
Canada
Rhona
The price is NZ$181
includes taxes & fees
1 Dec - 2 Dec
Quality Inn Old Saybrook - Westbrook
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (964)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (526)
"Beautiful view and room. Staff friendly and accommodating. Excellent location. "
United States
John
The price is NZ$341
includes taxes & fees
7 Dec - 8 Dec
The Harbor Front Inn
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (283)
"Funky decor, nice seating areas, great location"
United States
Nicholas G
Zey Hotel
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (680)
"Love this place "
United States
Diane
The price is NZ$572
includes taxes & fees
7 Nov - 8 Nov
The Hampton Maid
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (435)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NZ$234
includes taxes & fees
7 Nov - 8 Nov
Hamlet Inn
Liberty Inn
2.0 star property
7.4 out of 10, Good, (639)
"The room was very clean. We stayed two nights and the maid service was excellent. "
United States
Kelcey
The price is NZ$150
includes taxes & fees
1 Dec - 2 Dec
Liberty Inn
Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
7.2 out of 10, Good, (457)
"the so-called breakfast was absolute minimum only thing available was make your own waffle"
United States
Brian
The price is NZ$145
includes taxes & fees
12 Nov - 13 Nov
Econo Lodge Inn & Suites Old Saybrook Westbrook
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (563)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is NZ$379
includes taxes & fees
9 Nov - 10 Nov
Sag Harbor Inn
Sea Crest Resort
2.5 star property
9.2 out of 10, Wonderful, (501)
"Perfect location!"
United States
Bernadette
Sea Crest Resort
Sound View Greenport
4.0 star property
8.6 out of 10, Excellent, (586)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is NZ$372
includes taxes & fees
19 Nov - 20 Nov
Sound View Greenport
The Niantic Inn
2.5 star property
9.0 out of 10, Wonderful, (119)
"Nice place and town "
United States
Anthony
The price is NZ$304
includes taxes & fees
24 Nov - 25 Nov
The Niantic Inn
Silver Sands Motel & Beach Bungalows
4.0 star property
9.8 out of 10, Exceptional, (137)
"amazing stay, very quaint and relaxing "
United States
rebecca
Silver Sands Motel & Beach Bungalows
East Hampton House Resort
3.0 star property
9.0 out of 10, Wonderful, (288)
"easy clean convenient beautiful grounds !!!"
United States
carlo
East Hampton House Resort
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.

Hotels in The Heights with free breakfast

Hotels in The Heights with a pool

Top guest rated hotels in The Heights

Our guide on where to stay in The Heights

Find the best The Heights areas for the activities you enjoy most.

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.

Top The Heights Hotel Reviews

Find out more about The Heights

Top reasons to visit The Heights

  • Stunning Beaches: The Heights boasts beautiful beaches with crystal-clear waters, perfect for swimming and sunbathing.
  • Outdoor Activities: Enjoy a range of sports, including golfing and relaxing at private clubs amidst scenic landscapes.
  • Rich Cultural Experience: Explore historic buildings and vibrant local culture, making it ideal for families.
  • Scenic Parks: Relax in lush parks, perfect for picnics and leisurely strolls with stunning mountain views.
  • Diverse Accommodation: Choose from spacious hotels and agritourism options, many featuring pet-friendly amenities.

Find great hotels near The Heights

Discover a variety of accommodation options in The Heights, Shelter Island Heights, where you can find spacious hotels and agritourism properties. Ideal for families and adventurers alike, many establishments offer pet-friendly amenities to ensure a comfortable stay. Whether you're seeking a relaxing getaway or a fun-filled family holiday, The Heights has something to cater to your every need, making it the perfect destination for your next vacation.

  • Sound View Greenport: Nestled 3.2km from The Heights, Sound View Greenport combines a family-friendly atmosphere with essential business amenities. This 3.5-star hotel is ideal for those travelling with children, offering safety features like window guards and complimentary cribs. Business travellers will appreciate the dedicated meeting rooms and conference space, ensuring a productive stay. Additionally, the hotel welcomes pets, allowing you to bring your furry friends along for the adventure.
  • Sag Harbor Inn: Located 9.7km from The Heights, Sag Harbor Inn is a charming 3.5-star accommodation tailored for business-minded guests. With a focus on providing a comfortable yet professional environment, the inn features meeting rooms equipped to cater to corporate needs. Its serene setting makes it a perfect retreat after a day of meetings, offering a peaceful ambiance for relaxation and reflection in the picturesque surroundings of Sag Harbor.
  • The Harbor Front Inn: Just 1.6km from The Heights, The Harbor Front Inn is a delightful choice for travellers seeking both business facilities and pet-friendly accommodations. This 3.5-star hotel boasts a welcoming environment for pets, allowing dogs to stay in your room while you enjoy the nearby attractions. With its focus on business services, including meeting facilities, the inn caters to those wanting a productive stay while also providing the comforts of home, making it an excellent choice for both work and leisure.

Where to stay near The Heights

For an unforgettable vacation in The Heights, indulge in outdoor sports and family-friendly activities amidst stunning mountain views. Enjoy easy access to lush parks and recreational spaces perfect for picnics and leisurely strolls. Nearby, explore the charming Shelter Island, rich in history and scenic beauty, ideal for excursions. Whether it's luxury stays or captivating landscapes, The Heights promises a delightful blend of adventure and relaxation for every traveller.

  • Hamptons: A mere 16.1km from The Heights, the Hamptons is famed for its stunning beaches and vibrant outdoor activities. This area draws visitors primarily in the summer months, offering a romantic atmosphere perfect for couples looking to unwind. Enjoy activities like golfing, attending music concerts, or relaxing at luxury resorts. The local beaches and tranquil lakes provide the ideal backdrop for a leisurely day in the sun, making it a must-visit for beach lovers.
  • Greenport: Located just 3.2km away, Greenport is a charming city that captures the essence of seaside living. With a similar seasonal visitor pattern, summer brings a buzz of outdoor and romantic activities. You can immerse yourself in the local culture by exploring its golf courses, enjoying live music, or attending events at the conference venues. The nearby beaches and family-friendly areas make Greenport a perfect spot for those seeking relaxation and leisure in a picturesque coastal setting.
  • Sag Harbor: Only 11.3km from The Heights, Sag Harbor is renowned for its historic charm and stunning waterfront views. Visitors flock here during the summer for a rich outdoor experience, with opportunities for beach outings and romantic strolls along the shore. Engage in thrilling activities like skiing in nearby fields or simply enjoy the scenic parks and family-friendly beaches that dot the area. Sag Harbor offers a delightful blend of relaxation and adventure, making it an attractive destination for travellers.

Things to do near The Heights

The Heights in Shelter Island Heights offers a fantastic blend of sports and outdoor activities, perfect for an entertaining holiday. You can enjoy golfing at the local golf course or relax at a country private club. With vibrant outdoor entertaining areas, it's an ideal spot for making the most of your time in this charming destination.

Shopping

The Heights offers a delightful shopping experience with local charm. Visit the Greenport Farmers' Market, 3.2km away, for fresh produce and artisanal goods. The Style Bar, 9.7km from The Heights, boasts trendy fashion, while Love Lane, 17.7km away, is perfect for family-friendly shopping.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience just 1.6km from The Heights, perfect for families and adventure seekers. For a more tranquil outing, Cedar Point County Park, 11.3km away, provides a peaceful environment for relaxation and wellness amidst nature.

Adventure

Splish Splash Water Park, located 35.4km from The Heights, offers exhilarating water slides and family-friendly attractions. For hiking enthusiasts, the Walking Dunes Trailhead, 27.4km away, presents breathtaking scenery and outdoor adventure. Experience high-speed thrills at Riverhead Raceway, situated 33.8km from The Heights, perfect for motorsport fans.

Nightlife

The Heights offers a delightful nightlife with the Greenport Carousel, just 1.6km away, perfect for outdoor fun. For culture and romance, visit the Bay Street Theatre, six miles from The Heights. If movies are your thing, the Regal UA East Hampton cinema, 19.3km away, is a must-visit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for The Heights

To save money on your trip to The Heights, consider visiting between January and March when hotel prices are at their lowest. Book your stay on a Tuesday for better rates, while avoiding Saturdays, which are the priciest. Use Expedia to filter accommodation options based on your budget and preferences, and look for package deals that combine flights, hotels, and activities for added savings. Additionally, take advantage of free local attractions and consider walking or using affordable public transport to explore the area without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing around The Heights is moderately seasonal. The cheapest months to stay around The 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 around The Heights is Tuesday. The most expensive day to stay around The Heights is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you’re looking for. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save a bit of cash by combining your stay at The Heights hotel with your flights and activities through an Expedia package deal.

Find the best attractions near The Heights

The Heights in Shelter Island Heights, New York, is perfect for a sports and outdoor-themed getaway. Visitors can enjoy stunning beaches, explore historic buildings, and relax in urban parks. The area offers a rich cultural experience suitable for families, with plenty of attractions nearby, including living areas and scenic spots like Table Hill. Whether you're after adventure or leisure, The Heights has something for everyone.

  • 67 Steps Beach: A picturesque beach perfect for soaking up the sun and enjoying the refreshing ocean breeze. With its unique 67 steps leading down to the sand, this beach offers a relaxing atmosphere just 4.8km from The Heights, ideal for swimming and beachcombing.
  • Railroad Museum of Long Island: Located only 1.6km away, this museum showcases the rich history of railroads in Long Island. With engaging exhibits and vintage trains, it offers a cultural experience that transports you through time.
  • Orient Point County Park: Situated 12.9km from The Heights, this urban park is perfect for families seeking outdoor adventures. Enjoy scenic walking trails, picnic areas, and stunning views of the Long Island Sound, making it a delightful day out.

Best time to go to The Heights

The best time to visit The Heights can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around The Heights falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature around The Heights falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyModerately LowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately 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 SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to The Heights

To reach The Heights on Shelter Island, you'll find several major airports nearby. Islip, NY (ISP-MacArthur) is situated 70.8km away, with hotel options like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed) is 49.9km away, featuring hotels such as The Blake Hotel and Graduate by Hilton, both 4.8km from the airport. East Hampton, NY (HTO) is the closest at 16.1km, with luxurious stays like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both just 4.8km from the airport.

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Frequently asked questions

What is The Heights like?
Guests are sure to enjoy their time checking out all that Shelter Island Heights's The Heights neighbourhood has to offer. Make sure that you visit Sunset Beach and Shelter Island Country Club as part of your The Heights travel plans.
Where is the best place to stay in The Heights?
Based on Expedia customer reviews, The Chequit is the highest ranked property in The Heights. This hotel offers a restaurant and free parking. Another top choice in the area is House on Chase Creek.
How many hotels can I expect to find in the The Heights area?
If you're searching for places to stay in Shelter Island Heights, choose from one of Expedia's 13 hotels and other accommodation options in The Heights.
If I need to cancel my hotel reservation in The Heights, will I receive a refund?
Yes! You'll find that most hotel bookings are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to review the top deals on offer in The Heights.
What are the top things to see and do in The Heights?
A few attractions you might want to check out while you're in The Heights are Sunset Beach and Shelter Island Country Club. While you're out sightseeing, Sylvester Manor and Crescent Beach are a couple of additional sights to visit in Shelter Island Heights.