Find Shelter Island motels from $65

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 97 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.

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.

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. Breakers Montauk: Central Shelter Island is 20.1 mi (32.3 km) away. A full-service spa and a seasonal outdoor pool are available during your stay, along with room amenities like comfy beds. Hampton Maid Motel: 15.1 mi (24.3 km) from the heart of Shelter Island. Enjoy access to the spa services, and freebies including WiFi and parking.

These are some of the parks and outdoorsy places: Sunset Beach, Crescent Beach, and Shell 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.

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.

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.