631-537-3177

AREA LODGING

We are now accepting listings for our accommodations page for the 2026 season.

All listings on this page are advertisements purchased by the individual properties. While inclusion on this list should not be considered a recommendation or endorsement by the Hampton Classic,  we do expect all users to conduct themselves professionally. We also ask that you price your rentals appropriately, as listings should not be treated as auctions.

Area Chambers of Commerce will be happy to provide other lodging information and assistance. ~Southampton Chamber: www.southamptonchamber.com (631) 283-0402 ~East Hampton Chamber: www.easthamptonchamber.com (631) 324-0362~Sag Harbor Chamber: www.sagharborchamber.com (631) 725-0011~Hampton Bays Chamber: www.hamptonbayschamber.com (631) 728-2211~Westhampton Chamber: www.whbcc.com (631) 288-3337~Riverhead Chamber: https://www.riverheadchamber.com (631) 727-7600

Bridgehampton

Home on Birchwood Lane - Available for Hampton Classic. Tucked away on a quiet cul-de-sac, this chic designer home offers 4 bedrooms, 3 baths, plus a stylish pool house with kitchenette and full bath. Sun-drenched interiors feature soaring ceilings, an open-concept layout, and seamless indoor-outdoor living. The heated saltwater gunite pool, lush landscaping, outdoor shower, and expansive deck create a private oasis perfect for entertaining or unwinding after show days. A well-equipped gym adds modern ease. 2-week minimum | $2,500 per night No pets. Street parking for trucks. A refined, turn-key escape in the heart of the Hamptons. Contact Stephanie .Unter@gmail.com

East Hampton

Journey East Hampton Hotel, 490 Pantigo Road - Experience the charm and tranquility of Journey East Hampton hotel. Settle into our thoughtfully designed rooms or secluded cottages, unwind in the warmth of the sauna, and enjoy peaceful moments across our hydrangea-lined grounds and heated saltwater pool as you explore East Hampton and Amagansett at your own pace. East Hampton & Amagansett villages and beaches just a short ride away. (under 2 miles) journeyeasthampton.com - hello@journeyeasthampton.com -
631-324-4550

Southampton

Southampton Long Island Hotel - 450 County Rd 39 - Conveniently located to the Horse Show, only minutes from the world famous Cooper's Beach and charming Village of Southampton with numerous restaurants, cafes and boutiques - will be your favorite lodging choice in the Hamptons. All Seasons Inn with daily, weekly and long term rentals available - All rooms feature private baths, air conditioning, cable TV - Wireless Internet - Outdoor swimming pool - Convenient proximity to Luxury Liner, Hampton Jitney, LIRR train station and airport. Visit us at www.HotelofSouthampton.com or call 631-283-2548 for more details.

Wainscott

Wainscott Woods Retreat - 380 Montauk Highway - Nestled in the heart of Wainscott on Long Island, Wainscott Woods Retreat is a serene boutique escape that blends modern comfort with the natural beauty of the Hamptons. Surrounded by lush gardens and peaceful woodland, the retreat offers thoughtfully designed suites, cabins, and private cottages, creating a true home-away-from-home experience. Guests can unwind by the tranquil pool, explore nearby beaches and villages like East Hampton, or simply relax in a quiet setting designed for rest, privacy, and effortless comfort. www.wainscottwoodsretreat.com or call 631-907-4119