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Windward Shores

8.6Very good237 reviews
Resort
2062 Montauk Highway · Amagansett

Facilities at a glance

  • Free Wi-Fi
  • Parking
  • Outdoor pool
  • Bar
  • Daily housekeeping
  • Family rooms

About this place

Luxurious Oceanfront Resort Scenic Grounds and Recreational Amenities Nestled on 5 acres of landscaped grounds, Windward Shores Ocean Resort offers a tranquil escape with 2 tennis courts, an inviting outdoor pool, and complimentary Wi-Fi. Spacious Accommodations with Modern Comforts Each unit boasts a fully equipped kitchen, dining area, and a private patio, providing guests with the convenience of home. Relax in the well-appointed living space while enjoying entertainment on the flat-screen cable TV. Convenient Location and Premium Services With a prime location near Napeague Harbor and just a short drive from Montauk and East Hampton, guests can easily explore the area. Don't miss the seasonal cabana service for added relaxation during your stay. To experience a blend of comfort and luxury by the ocean, book your stay at Windward Shores Ocean Resort today.

Choose your room

Pick check-in and check-out to see live room prices.

67 room types

Choose your room
Room typeGuestsShow prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 7Show prices

West Two Bedroom Suite

57 m²2 × Twin beds, Queen bed, Sofa bed
Sleeps 6Show prices

Studio

34 m²Sofa bed, Queen bed
Sleeps 4Show prices

Deluxe Studio

34 m²Sofa bed, Queen bed
Sleeps 4Show prices

Deluxe Two-Bedroom Apartment

57 m²Queen bed, 2 × Twin beds, Sofa bed
Sleeps 6Show prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Studio

Sofa bed, Queen bed
Sleeps 4Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Apartment with Sea View

2 × Twin beds, Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Sofa bed, Queen bed, 2 × Twin beds
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

King Studio

Sofa bed, Queen bed
Sleeps 4Show prices
Choose your room
Room typeGuestsShow prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Studio

Sofa bed, Queen bed
Sleeps 4Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 8Show prices

Apartment with Sea View

King bed, Queen bed, Sofa bed
Sleeps 6Show prices

West 2BD 2 Queens

2 × Queen bed, Sofa bed
Sleeps 6Show prices

Partial Ocean View 2BD Corner Queen and 2 Twins

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 6Show prices

West 2BD Corner Queen and 2 Twins

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 6Show prices

Ocean View 2BD Corner King and Queen

King bed, Queen bed, Sofa bed
Sleeps 6Show prices

Oceanfront 2BD 2 Queens

2 × Queen bed, Sofa bed
Sleeps 6Show prices

West 2BD Queen and 2 Twins

57 m²Queen bed, 2 × Twin beds, Sofa bed
Sleeps 6Show prices

Oceanfront 2BD Queen and 2 Twins

57 m²Queen bed, 2 × Twin beds, Sofa bed
Sleeps 6Show prices

Run Of House

34 m²Twin beds
Sleeps 3Show prices

Studio

King bed, Sofa bed
Sleeps 4Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Studio

Double bed, Queen bed
Sleeps 4Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 6Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Double bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

Sofa bed, 2 × Queen bed
Sleeps 8Show prices

Two-Bedroom Apartment

Queen bed, 2 × Twin beds, Sofa bed
Sleeps 8Show prices

Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Superior Studio

Sofa bed, Queen bed
Sleeps 6Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Two-Bedroom Apartment

2 × Queen bed, Sofa bed
Sleeps 8Show prices

Deal of the Day

33 m²Queen bed
Sleeps 4Show prices

What this place offers

Internet

  • Free Wi-Fi

Parking

Pool & wellness

  • Outdoor pool

Food & drink

  • Bar

Services

  • Laundry
  • Daily housekeeping

Family

  • Family rooms

Outdoor

  • Beachfront
  • Garden
  • Terrace

General

  • Non-smoking rooms

Activities

  • Tennis court

Location

  • Address

    2062 Montauk Highway, Amagansett, 11930, United States

    0.5 km from the center of Amagansett

Questions about this stay

Quick answers from the information this property gives us.

  • What are the check-in and check-out times?

    Check-in from 16:00. Check-out by 11:00.

  • Is Wi-Fi included?

    Yes, this property lists free Wi-Fi.

  • Is parking available?

    Yes, this property lists parking. Check the room offer for any fee.

  • Does the property have a pool?

    Yes, this property lists a swimming pool.

Good to know

  • Check-in & check-out

    Check-in from 16:00 · check-out until 11:00

  • Pets

    Pets are not allowed

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