Find Shelter Island motels

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May 15 - May 16
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May 16 - May 17
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May 17 - May 19
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May 24 - May 26

Compare Motels in Shelter Island with updated reviews, rates, and availability.

Private beach, sun loungers, beach umbrellas, beach towels
Silver Sands
2.5 star property
9.6 out of 10, Exceptional, (42)
"We absolutely loved our stay at Silver Sands. The vibe was amazing! The retro styling and overall ambience sets the tone for a relaxing and unforgettable get away. The staff was professional and incredible friendly. The attention to detail was phenomenal. I highly recommended having breakfast at their dinner as well. Trust me you can't go wrong if you stay at Silver Sands."
The price is $345
$394 total
includes taxes & fees
16 May - 17 May
Silver Sands
Beach nearby, white sand
Hartmans' Briney Breezes Beach Resort
2.5 star property
9.6 out of 10, Exceptional, (89)
"Had an amazing stay here. The staff was so friendly and everything was incredibly clean. Will be back. "
Hartmans' Briney Breezes Beach Resort
Studio, 1 Queen Bed, Accessible | Hypo-allergenic bedding, iron/ironing board, free WiFi, bed sheets
Ocean Resort Inn
2.0 star property
9.6 out of 10, Exceptional, (326)
"Excellent property, all new renovations and close to everything. Joe is the best ! "
Ocean Resort Inn
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Seasonal outdoor pool, sun loungers
Aqualina Inn Montauk
2.5 star property
9.6 out of 10, Exceptional, (367)
"Would come back, it’s a nice place."
Aqualina Inn Montauk
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (81)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
Colonial Shores Resort
Property entrance
Southampton Village Motel
2.5 star property
9.2 out of 10, Wonderful, (42)
"My room was unacceptable, there was mold and the shower was flooding the bathroom all the time, the wifi did not work very well and the owner/manager was not helpful. I had to call every time we needed more towels and she was not welcoming or friendly at all. When we told her about the shower she did not show any remorse"
Southampton Village Motel
Property grounds
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (522)
"The property is well kept and beautiful. I will definitely come back. "
Hampton Maid Motel
View from room
Hero Beach Club
4.0 star property
9.0 out of 10, Wonderful, (139)
"Room was clean, comfortable, nicely done. The hotel is close to the beach, walking distance to town. Alex was very nice and helpful, we enjoyed our stay and would definitely come back."
Hero Beach Club
Outdoor pool
A Room At The Beach
3.0 star property
9.0 out of 10, Wonderful, (70)
"nice location "
A Room At The Beach
Terrace/patio
Shorewood Inn
2.5 star property
8.6 out of 10, Excellent, (510)
"Check in was great as the gentleman was very accomodating. Room was clean. Will stay there again. "
Shorewood Inn
Exterior
Daunt's Albatross Motel
2.0 star property
8.6 out of 10, Excellent, (218)
"This is a great small family owned motel right in town in Montauk. The rooms are all recently renovated with eclectic furniture, high end parachute bed lines, in room microwave & fridge. We stayed in the standard queen, which is on the smaller side but has a small table and chairs, dresser & plenty of space for 2 people. The bathrooms have a large stand up shower & public goods bath products. The pool deck is large (but closed for winter in April). Our favorite part was the courtyard area with...
Daunt's Albatross Motel
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (372)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
Bayview Resort
Aerial view
Harborside Motel
2.5 star property
8.6 out of 10, Excellent, (91)
"Excellent stay will be back"
Harborside Motel
Seasonal outdoor pool, pool umbrellas, sun loungers
Kenny's Tipperary Inn
2.0 star property
8.4 out of 10, Very Good, (694)
"Great place! Clean, modern rooms and nice staff. Good rates for the area. A good base of operation between the village of Montauk and the lighthouse. Will be back if I’m in the area again. Would love to experience the restaurant and pool (this time it was in the off season)."
Kenny's Tipperary Inn
Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn
2.0 star property
8.4 out of 10, Very Good, (353)
"I felt as if booking on this site may have resulted in my getting the smallest room ive ever stayed in. Generally clean, buy there was an odd odor i couldnt identify the cause of. The A/C/heater didnt work. The large sofa barely fit and was missing cushions. Not even a shelf to hold the cable box (just resting on the sofa!). To top it off i pulled a towel off the shelf and a huge bug plopped out. Checked out 1st thing in the am to explore the beautiful area around it. Honestly despite the very...
Hamlet Inn
View from property
Ocean Surf Resort
2.0 star property
8.4 out of 10, Very Good, (141)
"The location is perfect! You can walk right into town. The rooms are decent, but the beds and pillows are not very comfortable. I do wish there was better locks and maybe a small safe in the room. "
Ocean Surf Resort
Property grounds
Clinton Motel
2.5 star property
8.4 out of 10, Very Good, (186)
"I arrived late and left fairly early. The room was very clean, updated shower. Beds comfortable. Great place for sure. "
The price is $79
$91 total
includes taxes & fees
16 May - 17 May
Clinton Motel
Exterior
Sea Haven Resort Motel
2.0 star property
8.4 out of 10, Very Good, (9)
"Extremely welcoming and friendly staff! Our room was spacious and clean. Parking was free and plentiful. Would definitely stay again.Nice kingsize bed, we parked the car next to the room so it was very easy for us. "
Sea Haven Resort Motel
Outdoor pool
Baywatch Hotel & Marina
2.5 star property
8.4 out of 10, Very Good, (155)
"The cabin area we stayed in was very nice, very well kept and fully equipped. I would recommend this hotel to anyone"
Baywatch Hotel & Marina
Exterior
Breakers Montauk
3.0 star property
8.2 out of 10, Very Good, (92)
"Clean and comfortable accommodation, lovely quick walk to the beach! Would be even better if it had better ocean view."
Breakers Montauk
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See all available properties in Shelter Island
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.

Other property types in Shelter Island

Front of property - evening/night
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1019)
"The hotel was beautiful. Town is very close by and they offer a shuttle service to take you around. It's nice overall."
The price is $168
$211 total
includes taxes & fees
20 May - 21 May
Montauk Manor
Apartment | Private kitchen | Fridge, microwave, stovetop
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, (295)
"We enjoyed our stay!"
The price is $156
$188 total
includes taxes & fees
22 May - 23 May
Montauk Oceanside Suites
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.

Frequently asked questions

What can I expect from a motel trip to Shelter Island?
If you’re having trouble locating a motel in Shelter Island, consider some of the motels we suggest around the area or let us help you find a similar property from over 96 hotels and other accommodations. Simply filter using our search tools by price per night or cost-effective amenities such as free parking and free airport transportation.
What is a motel?
Motels often include free parking, and many have outdoor pools. Often one or two stories tall, motel properties usually have outdoor access to guestrooms from the parking lot. The term “motel” was conceived in 1925 in San Luis Obispo, California by the owner of the Milestone Mo-Tel.
What are the best motels in Shelter Island?
These are some of our customers’ top motels to choose from in the larger area. Kenny’s Tipperary Inn is located 20.7 mi (33.3 km) from the heart of Shelter Island. Enjoy access to the marina, and freebies including WiFi and parking. Silver Sands: A private beach and 2 restaurants are available during your stay, along with room amenities like free WiFi. Central Shelter Island is 2.7 mi (4.3 km) away. Shorewood Inn: Enjoy access to the snack bar/deli, and freebies including WiFi and parking. Located 15.5 mi (24.9 km) from the heart of Shelter Island. Hampton Maid Motel: Central Shelter Island is 15.1 mi (24.3 km) away. A seasonal outdoor pool and free WiFi are available during your stay, along with room amenities like a private balcony. Breakers Montauk: 20.1 mi (32.3 km) from the heart of Shelter Island. Enjoy access to the full-service spa, seasonal outdoor pool, and free parking.
What things can I to do in Shelter Island?
These are some of the parks and outdoorsy places: Sunset Beach, Crescent Beach, and Wades Beach. You’ll find these family-friendly sights in the area: Shelter Island Whale’s Tail, Railroad Museum of Long Island, and Peconic Bay Winery. During your trip, here are some other places to visit: Gardiner’s Bay Country Club, Shelter Island Historical Society, and Havens House.
What's the seasonal weather like in Shelter Island?
Weather can make or break a roadtrip, so we’ve gathered some data about year-round temperatures in Shelter Island to help you plan yours. 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 is 57 inches.
What are my options for getting around Shelter Island when staying in a motel?
We’ve gathered some information about local transportation options in Shelter Island to help you navigate your stay: Fly into East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) away from the city center. Otherwise, look for flights into Fishers Island, NY (FID-Elizabeth Field), which is 20.6 mi (33.1 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.