Hotels in Shelter Island

Name: The Pridwin Hotel
Price range: $671 total

Search over 4,713 hotels from $106

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Aug 17 - Aug 18

Tonight

Aug 18 - Aug 19

Tomorrow night

Top Rated Shelter Island Hotels

Free Cancellation

15.48 mi from city center

$92 nightly

$106 total

Aug 24 - Aug 25

Total with taxes and fees

Pier Blue Inn Old Saybrook - Essex features free WiFi in public areas and a picnic area. 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.

Pet friendly

Parking included

3.59 mi from city center

$345 nightly

$394 total

Sep 9 - Sep 10

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 concierge services and luggage storage. Other amenities at this beach hotel include a seasonal outdoor pool, a terrace, and a banquet hall.

On private beach

Pool

13.34 mi from city center

$219 nightly

$250 total

Sep 8 - Sep 9

Total with taxes and fees

Guests staying at The Atlantic Hotel enjoy an outdoor pool, outdoor tennis courts, and free WiFi in public areas. There's free parking if you drive. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and free newspapers.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

15.59 mi from city center

$266 nightly

$306 total

Aug 31 - Sep 1

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 dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this beach resort include a gym, a sauna, and outdoor tennis courts.

On private beach

Pool

20.51 mi from city center

$510 nightly

$582 total

Sep 16 - Sep 17

Total with taxes and fees

At Offshore Montauk, guests have access to a gym, a sauna, and free WiFi in public areas. You can put free parking to good use if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and free use of bicycles.

Pool

Pet friendly

18.43 mi from city center

$918 nightly

$1,049 total

Sep 10 - Sep 11

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 tours or tickets, 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

20.31 mi from city center

$314 nightly

$359 total

Sep 7 - Sep 8

Total with taxes and fees

Guests staying at Montauk Manor enjoy an indoor pool, a 24-hour gym, and a sauna. Transportation is made easy with an area shuttle. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and concierge services. Additional amenities include outdoor tennis courts, free WiFi in public areas, and a hot tub.

Pool

Hot Tub

21.1 mi from city center

$505 nightly

$577 total

Sep 13 - Sep 14

Total with 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

21.02 mi from city center

$525 nightly

$600 total

Sep 14 - Sep 15

Total with taxes and fees

Guests of Marram enjoy free WiFi in public areas, a seasonal outdoor pool, and a terrace. There's free parking if you drive. 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 wedding services, a garden, and a banquet hall.

Pool

Parking included

17 mi from city center

$203 nightly

$231 total

Aug 31 - Sep 1

Total with taxes and fees

Guests of Hampton's Vacation Inn enjoy free WiFi in public areas, an outdoor tennis court, and a seasonal outdoor pool. A stay here includes free parking. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include express check-out, a garden, and barbecue grills.

Pool

Pet friendly

20.68 mi from city center

$143 nightly

$163 total

Sep 13 - Sep 14

Total with taxes and fees

Guests of Kenny's Tipperary Inn enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. If you decide to drive, there's free parking. The front desk has multilingual staff that can help with luggage storage and tours/tickets. Additional amenities include express check-in, express check-out, and a terrace.

Pool

Pet friendly

1.92 mi from city center

$588 nightly

$671 total

Sep 13 - Sep 14

Total with 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

Don't see what you're looking for?

See all available properties in Shelter Island

View all properties

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.

How much is a Shelter Island hotel?

Check Shelter Island hotel room prices by star rating

Stay near popular Shelter Island attractions

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)

Why not spend a carefree afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

See properties

Where should you stay in Shelter Island?

What are the best hotels for a stay with my pet in Shelter Island?

Sunset Beach Hotel is a pet-friendly hotel with free WiFi, free parking, and private decks.

What are the best hotels in central Shelter Island?

These are some of the most popular hotels in the center of Shelter Island:

Sound View Greenport is hotel has a private beach, 2 bars, and free breakfast.
The Pridwin Hotel is hotel has a full-service spa, a private beach, and free breakfast.
Zey Hotel is hotel has free parking, concierge services, and a terrace.

Sunset Beach and Crescent Beach are a couple of sights to visit in the heart of Shelter Island.

What are the best hotels close to Sylvester Manor?

Learn about the local history at this landmark, which is 1.8 mi from central Shelter Island. There are 13 hotels within a mile of Sylvester Manor, giving you plenty to choose from, and here are some of the top ones:

American Beech Hotel: Located 2.2 mi away, this 3.5-star inn features a restaurant, a bar, and iPod docks.
Dering Harbor Inn: Located 0.7 mi away, this condo resort has an outdoor pool, free WiFi, and free parking.
House on Chase Creek: Located 0.8 mi away, this B&B has free breakfast, free WiFi, and free parking.

Shelter Island hotels essential information

Accommodation	4,713 hotels
Lowest Price	$106
Highest Price	$1,049
Popular hotels	Pier Blue Inn Old Saybrook - Essex, Sound View Greenport, The Atlantic Hotel, Water's Edge Resort & Spa, Offshore Montauk, Gurney's Montauk Resort & Seawater Spa, Montauk Manor, Montauk Yacht Club, Marram, Hampton's Vacation Inn, Kenny's Tipperary Inn, The Pridwin Hotel