Area Lodging

Listing a property in this section is $100 (just text) or $150 (with up to 4 photos) payable by check or credit card to the Hampton Classic Horse Show, Inc. Send it with a short description and your contact info to PO Box 3013, Bridgehampton, NY 11932.

Click here for the form. 

All listings on this page are advertisements purchased by the individual properties. Inclusion on this list should not be considered a recommendation or endorsement by the Hampton Classic.

Area Chambers of Commerce will be happy to provide other lodging information and assistance. 

Southampton (631) 283-0402 

East Hampton (631) 324-0362

Sag Harbor (631) 725-0011

Hampton Bays Chamber: (631) 728-2211.

Westhampton (631) 288-3337.

Riverhead Chamber: (631) 727-7600.



Home on Mitchells Lane – Stunning 5 bedroom house directly across from Classic. Pool, spa, gym, game room, pool house. No need to drive there – watch the show from a window. Well appointed. Call Vivian at 917-270-0351.


East Hampton

Mill House Inn, 31 North Main Street – Mill House Inn features luxurious child & dog friendly suites, and the Graybar Cottage – an exclusive 4 bedroom house with a hot tub and pool. Recognized globally for its high level of personal service, hospitality, and farm to table breakfast. Email or call 631-324-9766.

Hampton Bays

The Drake Inn, 16 Penny Lane – Considered as “One of the Hamptons’ Best Places to Stay In.” Member of Trip Advisor Hall of Fame, and Winner of Certificates of Excellence for the Years 2014-2018. Call 631-728-1592 or email

 Bowen’s by the Bay, 177 W. Montauk Hwy. – Charming rooms and cozy cottages with pool, tennis, playground, shuffle board, pets allowed in cottages, advanced notice required. 3 miles to beach, 15 miles to horse show. Reserve at


Home on North West Path – Located in Sagaponack on 9 acres fenced in privacy. Luxury amenities – hot tub, pool, spa, sauna, fire pits, tennis, koi pond, hiking trails, concierge services, smart and amazon fire tv in each bedroom, 6 bedrooms, 900 square foot detached loft, 5.5 bathrooms. Contact or call 917-496-0860.

Wainscott Inn, 3720 Montauk Hwy. – Located on 7 wooded acres; this 30 room inn with vaulted ceiling studio units & cottages equipped with efficiencies, cable tv, a/c, wireless internet, heated pool with free continental breakfast on summer weekends is 1.5 miles to the ocean and 3.5 miles to the Classic.


Home on Toppings Path – Immaculate three bedroom, 2 bath home with pool, outdoor shower and large deck, 3 miles from Hampton Classic and ocean. $5,500 from August 25th – September 1st. Call 201-248-7216 or email

Sag Harbor

Sag Harbor Inn, 45 W. Water Street – A luxury boutique hotel overlooking the harbor, a short walk to Main Street and only minutes from the Hampton Classic. Enjoy the comfort of home with 42 oversized guest rooms and many amenities. Contact or call 631-725-2949.

SGH Village Historic Cottage on Jefferson Street - .01 mile to Main Street, 5.5 miles to HC. Private entrance to 3 room suite: dining porch, sitting room, King bedroom, full bath, a/c, WIFI, microwave, refrigerator (no kitchen). $500/night, 8/25 to 9/1, 5 night minimum. Reservations by 6/20. Marla W. Schwenk, owner, cell 516-607-3403.


Home on Jermain Avenue – The house is 2000 sq. ft. of charm and comfort. Its proximity to everything is more than ideal. Located in Sag Harbor Village, the house is 9 minutes away from the Hampton Classic and 2 minutes from Mashashimuet Park. Available July 26-September 2, $5,760 per week. Email or call 917-921-0288 for information.

Shinnecock Hills

Oceanview Terrace Resorts, 285 East Montauk Hwy. – Super clean, renovated rooms, efficiencies & suites within 10 miles of Classic. Pool, barbeque, playground, private beach, daily maid service. Please call early for best choices. Email or call 631-728-4036.


Home on Roses Grove Road – Cozy, charming, 3 bedroom ranch house located 4.8 miles from the Hampton Classic. Two king size beds, one queen bed. Set on 3 acres with a 50’ pool, pool house, outdoor kitchen, lots of outdoor seating. $1,800/night, 7 night minimum. Contact or call 917-602-9640.

Home on Water Mill Towd Road – Stunning  traditional, 4 bedroom, 3.5 bath home with heated gunite pool overlooking private 45 acre horse farm. Garage, central a/c, chef’s kitchen, beautiful sunset views. 2.5 miles to the showgrounds. $9,000/week. Email or call 631-680-8122

Hamlet Inn, 300 Montauk Hwy. – Tranquil, boutique hotel, south of the highway, nestled on 3.8 acres of lush lawns. QUIET & CLEAN. Heated pool, bbq, refrigerator, microwave, wifi in every room. COMPLIMENTARY BREAKFAST, FREE PARKING PASSES FOR BEACH. Free parking. 631-283-2968, 1-844-hamletinn,,


Home on Merchants Path – Private house, 6 bedrooms, 18 beds, 5.5 baths, pool, tennis, hot tub, bocce, outdoor kitchen, 12 minutes by back roads to Classic, pet friendly. $15,000 / 7 days. Email or call 917-742-2883.


Home on Cowhill Lane – 3 bedroom, master; king bed, one guest room with 2 beds, one guest room with queen bed, media room, heated pool, a/c, WIFI, Jacuzzi, walking distance to shopping and Jitney, 1 ½ miles to beach.  10 days for $8,000 firm. Can rent earlier for $800/night. Email or call 631-537-8008, 516-446-2645