Photo by Brian V. Rowe

Hotels in Shelter Island Heights

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Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

Where to stay in Shelter Island Heights?

Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
Perched on the bay, this coastal retreat offers a private beach, outdoor pool, and spa with hydrotherapy treatments. The seasonal restaurant serves local cuisine while proximity to Crescent Beach and Sunset Beach enhances your island getaway.
The price is CNY2,290
CNY2,878 total
includes taxes & fees
May 28 - May 29
The Pridwin Hotel
Front of property - evening/night

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (57 reviews)
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
The price is CNY1,368
CNY1,563 total
includes taxes & fees
Jun 3 - Jun 4
Shelter Island House
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, free WiFi, bed sheets

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very Good, (37 reviews)
Wake up to a fresh continental breakfast at this coastal B&B offering a seasonal outdoor pool and complimentary bicycles for island exploration. Located near Shelter Island Country Club and Sunset Beach, guests enjoy free WiFi and parking in this tranquil garden setting.
The price is CNY1,488
CNY1,700 total
includes taxes & fees
May 31 - Jun 1
West Neck Guesthouse
View from property

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (82 reviews)
Overlooking Chase Creek, this inviting guesthouse sits adjacent to a golf course in tranquil Shelter Island Heights. Free WiFi and parking enhance your stay while the garden and terrace offer peaceful spots to unwind near Shelter Island Country Club.
The price is CNY1,877
CNY2,144 total
includes taxes & fees
May 26 - May 27
House on Chase Creek
Outdoor dining

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
Wake to island tranquility at this Shelter Island Heights hotel with premium bedding. Near Shelter Island Country Club and Sunset Beach, this refined retreat offers free WiFi and parking. Convenient to Greenport Station for day trips.
The price is CNY3,879
CNY4,431 total
includes taxes & fees
May 26 - May 27
The Chequit
Courtyard Balcony King | Courtyard view

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (254 reviews)
Enjoy The Hamptons Beaches just a short drive away from this Montauk hotel. Unwind in the seasonal outdoor pool or relax in the garden. Free WiFi and self parking add value, while South Edison Beach and Montauk Point beckon nearby.
The price is CNY1,803
CNY3,419 total
includes taxes & fees
May 31 - Jun 1
Marram
Apartment | Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
Pristine beach access meets ocean-side convenience at this Montauk aparthotel. Enjoy the outdoor pool, fitness center, and sauna after exploring South Edison and Kirk Park beaches. Rooms feature practical refrigerators and microwaves, with added perks like room service.
The price is CNY1,522
CNY2,108 total
includes taxes & fees
May 26 - May 27
The Surf Club
Exterior

The Montauk Beach House

The Montauk Beach House
3.5 star property
Downtown Montauk
8.8 out of 10, Excellent, (143 reviews)
The price is CNY1,592
CNY1,819 total
includes taxes & fees
Jun 1 - Jun 2
The Montauk Beach House
2 restaurants; breakfast, lunch, and dinner served

Montauk Yacht Club

Montauk Yacht Club
4.0 star property
Montauk
8.6 out of 10, Excellent, (1,002 reviews)
Unwind at this Montauk haven featuring a private beach and marina with kayaking and boat tours. Just minutes from Montauk Point, enjoy 2 restaurants, outdoor tennis courts, and indulgent massages after a day of paddle boarding.
The price is CNY2,032
CNY3,098 total
includes taxes & fees
May 26 - May 27
Montauk Yacht Club
Apartment | Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
Wake up to ocean breezes at this beachside aparthotel just minutes from Montauk Point. Each suite includes convenient refrigerators and microwaves for easy dining. With free WiFi, complimentary parking, and proximity to South Edison Beach, seaside adventure awaits.
The price is CNY1,349
CNY1,615 total
includes taxes & fees
May 26 - May 27
Montauk Oceanside Suites
Hypo-allergenic bedding, laptop workspace, blackout drapes

Montauk Blue Hotel

Montauk Blue Hotel
2.0 star property
Downtown Montauk
9.2 out of 10, Wonderful, (209 reviews)
Soak in ocean views at this coastal retreat with both indoor and outdoor pools. A short drive from Montauk Point and South Edison Beach, the convenient location lets you explore natural beauty by day and unwind in the hot tub by night.
The price is CNY1,253
CNY1,691 total
includes taxes & fees
May 26 - May 27
Montauk Blue Hotel
Front of property

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (312 reviews)
Experience Montauk's natural beauty with complimentary bike rentals to nearby beaches and hiking trails. This motel offers free WiFi, parking, and a seasonal pool, all just minutes from South Edison Beach and Montauk Point.
The price is CNY1,369
CNY1,564 total
includes taxes & fees
May 27 - May 28
Daunt's Albatross Motel
Front of property

Solé Beach

Solé Beach
3.0 star property
Downtown Montauk
7.4 out of 10, Good, (104 reviews)
Steps from South Edison Beach, this Montauk motel offers complimentary WiFi and parking, with a 24-hour front desk for all your needs. Just a short drive from Montauk Point and a quick 3-minute trip to Montauk Station.
The price is CNY1,573
CNY1,797 total
includes taxes & fees
May 28 - May 29
Solé Beach
Beach nearby

A Wave Inn

A Wave Inn
2.5 star property
Downtown Montauk
7.6 out of 10, Good, (135 reviews)
Immerse yourself in the charm of Montauk at this beachside haven with a rejuvenating outdoor pool. Located near South Edison and Kirk Park beaches, this hotel offers convenient perks including free WiFi and complimentary self parking.
The price is CNY752
CNY1,390 total
includes taxes & fees
May 26 - May 27
A Wave Inn
On the beach, sun loungers, beach umbrellas, beach towels

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
Feel the coastal charm at this beachside motel with a seasonal outdoor pool. Just minutes from Kirk Park Beach with free WiFi and parking. Ocean activities like kayaking and scuba diving are nearby, while helpful staff ensure a pleasant stay in clean, comfortable rooms.
The price is CNY986
CNY1,126 total
includes taxes & fees
May 27 - May 28
Ocean Resort Inn
View from property

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very Good, (241 reviews)
Embracing the Atlantic shoreline, this beach motel offers a perfect oceanfront getaway. Enjoy hiking trails nearby or relax at South Edison Beach. Travelers praise the exceptional staff while the seasonal pool provides refreshing breaks from sandy adventures.
The price is CNY877
CNY1,002 total
includes taxes & fees
May 31 - Jun 1
Ocean Surf Resort
Beach nearby, sun loungers, beach umbrellas, beach towels

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (498 reviews)
Sun-soaked escape in the Hamptons featuring a seasonal outdoor pool and free WiFi. Just a short drive from Montauk Point and South Edison Beach with hiking trails nearby. Guests love the walkable location, helpful staff, and impeccably clean rooms.
The price is CNY850
CNY971 total
includes taxes & fees
May 26 - May 27
Aqualina Inn Montauk
Ocean View 2 Queens | Premium bedding, down comforters, pillowtop beds, blackout drapes

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (132 reviews)
The price is CNY1,462
CNY2,447 total
includes taxes & fees
Jun 22 - Jun 23
Offshore Montauk
Aerial view

Harborside Motel

Harborside Motel
2.5 star property
Culloden Shores
8.8 out of 10, Excellent, (124 reviews)
Tucked in Montauk, this charming motel offers a seasonal outdoor pool and tennis courts for sun-soaked recreation. Free WiFi and parking enhance your beach getaway, with Montauk Point and Marine Basin attractions nearby.
The price is CNY1,258
CNY1,437 total
includes taxes & fees
May 26 - May 27
Harborside Motel
View from room

Hero Beach Club

Hero Beach Club
4.0 star property
Montauk
9.0 out of 10, Wonderful, (205 reviews)
Soak up beach vibes at this Montauk motel offering a seasonal outdoor pool and rejuvenating spa treatments. Just minutes from Kirk Park Beach and Second House Museum, this retreat includes free WiFi, parking, and garden relaxation.
The price is CNY1,869
CNY2,827 total
includes taxes & fees
May 26 - May 27
Hero Beach Club
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.
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When is the best time to visit Shelter Island Heights?

Our prices for hotels in Shelter Island Heights are cheapest in February
Price trends for hotels in Shelter Island Heights
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Shelter Island Heights
May
High 15°C / low 12°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Shelter Island Heights

Photo by Erisa Dilo
Open Photo by Erisa Dilo

The Heights

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

view of wetland from the Marine Park Salt Marsh Nature Trail in brooklyn, new york (with gil hodges bridge to the rockaways int he background) cloud reflections in bay, water (shell bank creek)

Hay Beach

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

Top landmarks in Shelter Island Heights

Crescent Beach

4.7/5 (13 reviews)
If you can't wait to get to the beach, you might enjoy a trip to Crescent Beach located 1.2 mi (1.9 km) from central Shelter Island Heights. Catch the sunset by the shore at Sunset Beach, just a short walk away.
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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.

See all hotels in Shelter Island Heights
Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Check out reviews of Shelter Island Heights hotels guests love

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

4/10 Poor
"The mold was seen visible in the bathroom and the floors were not clean. Old furniture and asked for a rebate to no avail. Was told the property was updated. Beds are old and furniture is not new. TV has very few stations. Was not satisfied at all."
Debra 2-night trip
Posted 2 hours ago
Pier Blue Inn Old Saybrook - Essex

Frequently asked questions

How much does a hotel room cost in Shelter Island Heights?
You can find top hotels in Shelter Island Heights from CNY971 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 beachy vacation in Shelter Island Heights, Crescent Beach and Menhadden Lane Beach are some of the best places 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:
  • The Chequit: A hotel with a guest rating of 9 out of 10
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. 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 The Heights 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 30 vacation homes.

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