Hotels in Shelter Island Heights

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Dec 6 - Dec 7
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Top Rated Shelter Island Heights Hotels

The Pridwin Hotel

The Pridwin Hotel

4 out of 5
81 Shore Road Shelter Island Heights NY
1.4 mi from city center
A local mainstay since 1927, The Pridwin Hotel offers a private beach, a full-service spa, and a gym. There's free parking and a free ferry terminal shuttle. The 24-hour front desk has multilingual staff ready to assist with concierge services and luggage storage. Other amenities at this beach hotel include a steam room, free WiFi in public areas, and meeting rooms.
On private beach
Pool
The Chequit

The Chequit

3 out of 5
23 Grand Ave Shelter Island Heights NY
0.04 mi from city center
Guests of The Chequit enjoy features like free WiFi in public areas. Free parking is included with your stay. Staff members can help with accommodation requests, and provide front-desk service during limited hours.
Pet friendly
Parking included
Shelter Island House

Shelter Island House

3.5 out of 5
11 Stearns Point Rd Shelter Island Heights NY
0.8 mi from city center
Guests of Shelter Island House enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you drive, put free parking to good use. Front-desk staff can assist with luggage storage, concierge services, and securing valuables. Other amenities at this golf hotel include a meeting room, a terrace, and a garden.
Pool
Breakfast included
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

4 out of 5
290 Old Montauk Highway Montauk NY
19.54 mi from city center
$434 nightly
The price is $496 total per night
$496 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Gurney's Montauk Resort & Seawater Spa have access to a private beach, a full-service spa, and an indoor pool. The front desk is staffed 24/7 to help with concierge services, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, meeting rooms, and a conference center.
On private beach
Pool
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
14.22 mi from city center
$77 nightly
The price is $89 total per night
$89 total
Dec 11 - Dec 12
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and barbecue grills. Free parking is included with your stay. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. This smoke-free hotel also has a picnic area.
Pet friendly
Parking included
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
2.29 mi from city center
$237 nightly
The price is $271 total per night
$271 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Sound View Greenport enjoy features like a private beach, free WiFi in public areas, and conference space. Self parking is available for USD 29 per night. The front desk is staffed 24 hours a day to help with luggage storage and concierge services. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and a banquet hall.
On private beach
Pool
Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Free Cancellation
Reserve now, pay when you stay
14.27 mi from city center
$210 nightly
The price is $242 total per night
$242 total
Dec 14 - Dec 15
Total with taxes and fees
Guests of Water's Edge Resort & Spa have access to a private beach, a full-service spa, and an indoor pool. You can put free valet parking to good use if you drive. The 24-hour front desk has staff standing by to help with concierge services, dry cleaning/laundry, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.
On private beach
Pool
Montauk Blue Hotel

Montauk Blue Hotel

2 out of 5
108 South Emerson Avenue Montauk NY
21.72 mi from city center
At Montauk Blue Hotel, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. Self parking is offered for USD 35 per day. The front desk has multilingual staff that can help with luggage storage, and offer advice about sights and eateries nearby. Other amenities at this beach hotel include a terrace, a picnic area, and a vending machine.
Pool
Hot Tub
Best Western Niantic - New London/Mystic Area

Best Western Niantic - New London/Mystic Area

2.5 out of 5
265 Flanders Road Niantic CT
Free Cancellation
Reserve now, pay when you stay
20.46 mi from city center
$92 nightly
The price is $106 total per night
$106 total
Dec 8 - Dec 9
Total with taxes and fees
At Best Western Niantic - New London/Mystic Area, guests have access to a 24-hour gym, free WiFi in public areas, and a business center. There's free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a seasonal outdoor pool, a meeting room, and laundry facilities.
Pool
Pet friendly
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

2.5 out of 5
100 Essex Rd Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
16.21 mi from city center
$101 nightly
The price is $116 total per night
$116 total
Dec 14 - Dec 15
Total with taxes and fees
At Quality Inn Old Saybrook - Westbrook, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a microwave in a common area.
Pool
Breakfast included
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

3.5 out of 5
2 Bridge St Old Saybrook CT
Free Cancellation
Reserve now, pay when you stay
13.76 mi from city center
$312 nightly
The price is $359 total per night
$359 total
Dec 15 - Dec 16
Total with taxes and fees
Saybrook Point Resort & Marina features a marina, a full-service spa, and 2 outdoor pools. There's free parking and a free train station shuttle. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Other amenities at this spa hotel include an indoor pool, a gym, and a sauna.
Pool
Hot Tub
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

2.5 out of 5
5 King Arthur Dr Niantic CT
Free Cancellation
20.5 mi from city center
$76 nightly
The price is $87 total per night
$87 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Sleep Inn & Suites Niantic North enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. A stay here includes free parking. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include conference space, coffee/tea in a common area, and a computer station.
Pool
Breakfast included
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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.

Where is a good place to stay in Shelter Island Heights?

What are the best family-friendly hotels in Shelter Island Heights?

Check out these hotels for your family's stay in Shelter Island Heights. The Pridwin Hotel is a hotel offering a private beach, a restaurant, and free parking. You and your family can also consider Shelter Island House, a hotel offering a restaurant, free parking, and free breakfast.

What are some favorite hotels in central Shelter Island Heights?

These are some of our travelers' favorite hotels in central Shelter Island Heights:

  • The Chequit is a hotel offering free WiFi, free parking, and a cafe.
  • Shelter Island House is a hotel offering free breakfast, free WiFi, and free parking.

Enjoy the natural setting of Shelter Island Heights and experience the beaches. Sights to visit in the heart of Shelter Island Heights include Sunset Beach, Railroad Museum of Long Island and Greenport Carousel.

What are the best hotels to stay near Crescent Beach?

Those who head to Crescent Beach often decide to stay in the area. Sitting 1 mile from the center of Shelter Island Heights, this stretch of coastline can easily be reached from a number of hotels. The Pridwin Hotel (0.2 miles away) is a terrific base if you don't want to waste more time than you need to getting there. You'll also find great amenities and service at SEVEN - Shelter Island Guest House (0.6 miles away) and Shelter Island House (0.6 miles away).

Shelter Island Heights hotels essential information

Accommodation
4,718 hotels
Lowest Price
$87
Highest Price
$496
Popular hotels
The Pridwin Hotel, The Chequit, Shelter Island House, Gurney's Montauk Resort & Seawater Spa, Pier Blue Inn Old Saybrook - Essex, Sound View Greenport, Water's Edge Resort & Spa, Montauk Blue Hotel, Best Western Niantic - New London/Mystic Area, Quality Inn Old Saybrook - Westbrook, Saybrook Point Resort & Marina, Sleep Inn & Suites Niantic North

Recent Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

5/5 Excellent
"A welcoming place with some nice touches."
A verified traveler stayed at Pier Blue Inn Old Saybrook - Essex
Posted 5 days ago
Pier Blue Inn Old Saybrook - Essex

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