Book 2 Star Hotels in Shelter Island Heights
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Featured Shelter Island Heights 2 Stars Hotels

The Pridwin Hotel
81 Shore Road, Shelter Island Heights, NY
1.4 mi from city center
$362 nightly
The price is $413 total per night
$413 total
Jun 9 - Jun 10
Total includes taxes and fees
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 luggage storage and concierge services. Other amenities at this beach hotel include a steam room, free WiFi in public areas, and meeting rooms.
On private beach
Pool

The Chequit
23 Grand Ave, Shelter Island Heights, NY
0.04 mi from city center
$489 nightly
The price is $558 total per night
$558 total
Jun 8 - Jun 9
Total includes taxes and fees
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

Greenporter Hotel
326 Front St, Greenport, NY
1.29 mi from city center
$209 nightly
The price is $239 total per night
$239 total
Jun 9 - Jun 10
Total includes taxes and fees
At Greenporter Hotel, guests have access to a 24-hour gym, free WiFi in public areas, and a hot tub. You can put free parking to good use if you drive. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Hot Tub

Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd, Old Saybrook, CT
Free Cancellation
Reserve now, pay when you stay
14.22 mi from city center
$87 nightly
The price is $100 total per night
$100 total
Jun 29 - Jun 30
Total includes 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. This smoke-free hotel also has a picnic area.
Pet friendly
Parking included

Gurney's Montauk Resort & Seawater Spa
290 Old Montauk Highway, Montauk, NY
19.54 mi from city center
$711 nightly
The price is $812 total per night
$812 total
Jun 8 - Jun 9
Total includes 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, luggage storage, and securing valuables. 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

Beachcomber Resort at Montauk
727 Old Montauk Highway, Montauk, NY
20.98 mi from city center
$357 nightly
The price is $404 total per night
$404 total
Jun 8 - Jun 9
Total includes taxes and fees
At Beachcomber Resort at Montauk, guests have access to a gym, a sauna, and free WiFi in public areas. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Other amenities at this beach hotel include an outdoor tennis court, a seasonal outdoor pool, and a vending machine.
Pool
Free WiFi

Montauk Blue Hotel
108 South Emerson Avenue, Montauk, NY
21.72 mi from city center
$169 nightly
The price is $193 total per night
$193 total
Jun 15 - Jun 16
Total includes taxes and fees
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 vending machine, and a picnic area.
Pool
Hot Tub

Montauk Yacht Club
32 Star Island Rd, Montauk, NY
22.02 mi from city center
$419 nightly
The price is $479 total per night
$479 total
Jun 8 - Jun 9
Total includes taxes and fees
Montauk Yacht Club features a private beach, a marina, and 2 outdoor pools. There's free parking and limo/town car service. The front desk has multilingual staff on hand 24/7 to help with luggage storage, concierge services, and securing valuables. 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 hotel include an indoor pool, a children's pool, and a gym.
On private beach
Pool

Best Western Niantic - New London/Mystic Area
265 Flanders Road, Niantic, CT
Free Cancellation
Reserve now, pay when you stay
20.46 mi from city center
$110 nightly
The price is $127 total per night
$127 total
Jun 16 - Jun 17
Total includes 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 meeting room, laundry facilities, and a banquet hall.
Pet friendly
Parking included
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See all available properties in Shelter Island Heights
View all propertiesLowest 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.
Shelter Island Heights hotels essential information
Accommodation | 4,791 hotels |
---|---|
Lowest Price | $100 |
Highest Price | $812 |
Popular hotels | The Pridwin Hotel, The Chequit, Pier Blue Inn Old Saybrook - Essex, Montauk Blue Hotel, Montauk Yacht Club, Gurney's Montauk Resort & Seawater Spa, Greenporter Hotel, Beachcomber Resort at Montauk, Best Western Niantic - New London/Mystic Area |
Recent Reviews

Montauk Blue Hotel
5/5 Excellent
"This property is absolutely adorable! Blue and White sitting RIGHT ON THE OCEAN! We had our own little deck and then there is a long full deck for everyone to lie out in the sun. Beach is pristine and gorgeous! You can fall asleep listening to the waves. Walkable to downtown Montauk, little shops and restaurants. Only downside was the air conditiioning unit was really really loud. When it 'clicked on', it make so much noise. Need to replace and put in wall units that are super quiet. But, my Mom and I stayed her and loved it. Absolutely adorable! And, the location can NOT be beat! You will love it!"
A verified traveler stayed at Montauk Blue Hotel
Posted 15 hours ago