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.


THE MAPLES 1911 BRIDGEHAMPTON FARMHOUSE.  Beautiful 4 bedroom, 3 bath, outdoor shower, CAC home on 3 acres with heated gunite pool, lots of entertaining space inside and out.  2 miles from Hampton Classic.  $13,000 8/25-9/1.  Call Audrey 646-483-7755 or email

Home on Butter Lane - Down a private driveway, this classic Bridgehampton home sits on an acre and half of beautifully landscaped property with views over a reserve. Spectacular 55’ pool, screened-porch, 6 bedrooms, 6 baths, central AC and situated approximately a quarter mile from Hampton Classic Horse Show.  Available for one week prior to the show for $25K, and two weeks prior to the show for $45K, both including Labor Day. Contact Brett at 917-757-7866 or email


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.

 Home on Whale Rock Lane – 4 bedroom, 4 ½ bath with finished basement, pool and oudoor Jacuzzi. Call 646-263-8112 for more information.

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

BEST DEAL! Only $4K for the week. Southampton, short drive to Classic, 3 bedroom home, South of the highway, Hampton Bays near the beach! 1 full bath, 1 half bath, plus outdoor shower. Perfect for families. Contact Kadri 203-731-0836, or email


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. 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.

Home for rent - this recently renovated 3 bedroom, 2 bath home with enclosed sunroom/deck and central air is a private paradise. Features include an open living area, dining area, gourmet kitchen, a generous master suite, with spa like master bath and 2 additional guest bedrooms and  guest full bath. Enjoy evening barbecues on the rear deck located just minutes to the heart of Sag Harbor Village for theater, dining and shopping.  5 minute walk to the beach for swimming and beautiful sunsets. Call 917-715-9132 with inquiries.


Home on Brick Kiln Road – Traditional 3 bedroom, 3 baths with king, queen and twin beds. Comfortable home with bbq area and pool deck. Drive to the Classic in 10 minutes. Walk to Sag Harbor for shopping in 10 minutes. $5,000 August 24 – September 2. Check in 6:00 pm, Check out 1:00 pm. Call 631-725-7202 or email

Summer Rental! Available immediately through September 15th.  Spectacular 5000 sf, 6 bedroom, 5 bath home on quiet cul-de-sac! Walk to town; recently renovated with designer finishes. Perfect for entertaining and families with caretaker on call. Complete with formal living and dining, eat in kitchen, butlers pantry/bar and sauna. Contact or 631-236-8659 for more information.

Home on Harbor Drive – Newly built waterfront modern home. 5 bedrooms, 4 bathrooms, pool, roof deck, pool house, 360 degree views of Sag Harbor cove. Walk to Long Beach and 5 minutes to Hampton Classic. Incredible sunsets in a peaceful setting with all modern amenities. Call 518-818-7960 or email

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,,

Southampton Inn, 91 Hill Street -Located in historic Village of Southampton, 90 enchanting rooms, heated outdoor pool, tennis, bikes, complimentary wifi and parking. Daily shuttles to Coopers Beach. Claude’s award-winning restaurant open for breakfast, lunch and dinner. Some pet friendly rooms. Call 631-283-6500.

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 or call 631-283-2548 for more details.


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

Water Mill

Home on Water Mill Towd Road – Totally renovated, 3 bedrooms, 2 baths, open kitchen, great pool and yard. 7 minutes to showgrounds. 2 week minimum, $1,000/day. Call 917-916-8845 or email

 Westhampton Beach

The Grassmere Inn, 7 Beach Lane - Entire Main Bldg. of the Historic and Highly Honored Grassmere Inn for rent. 14 guest rooms, ac, wifi, cable tv on flat screens.  $25,000 per week. If not rented entirely, rooms available by the night.  (914) 234-9462.