A coastal landscape with a sunset, a marina, and a residential area.

Hotels with Parking in Southold

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Hotels with Parking in Southold

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A bar area with stools, a shelf with glasses, and decorative plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.

1. Zey Hotel

Greenport

$191

$218 total

includes taxes & fees

Oct 4 - Oct 5

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A table with a vase of dried flowers, a bottle of champagne, and two glasses.

A leather armchair, a small round table with a book, and a bookshelf with books and decorative items.

A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

2. The Harbor Front Inn

Greenport

$179

$233 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

A large, white building with multiple windows and a prominent tree in the foreground.

A staircase with wooden balusters and a white wall.

3. The Chequit

The Heights

$169

$193 total

includes taxes & fees

Nov 1 - Nov 2

A spacious room with wicker furniture, large windows, and a view of the sea.

A beach bar with wooden chairs and a small table, overlooking the sea.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

A spacious room with large windows, a wooden bench, yoga mats, and a door leading to a balcony with a view of the sea.

4. Sound View Greenport

Greenport

$192

$248 total

includes taxes & fees

Nov 2 - Nov 3

5. Shelter Island House

Shelter Island Heights

$201

$230 total

includes taxes & fees

Oct 4 - Oct 5

Outdoor seating with tables and chairs, a covered area, and a view of the water.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

A room with a bed, two wicker chairs with checkered cushions, a small round table with a vase of flowers, and a view of a lake through a window with a bamboo blind.

A grassy area with trees and a view of a body of water.

6. Silver Sands Motel & Beach Bungalows

Greenport

$325

$371 total

includes taxes & fees

Oct 12 - Oct 13

7. Cliffside Resort Condominiums

Greenport

$211

$353 total

includes taxes & fees

Nov 1 - Nov 2

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

A sign for 'House on Chase Creek' with a duck illustration.

8. House on Chase Creek

The Heights

$185

$211 total

includes taxes & fees

Nov 2 - Nov 3

A modern house with a deck, outdoor seating, and a fire pit.

A tented accommodation with a bed, television, and a small table with a chair.

A modern living room with a sofa, a dining table, and a kitchen area in the background.

A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

9. North Fork Resort

Greenport

$266

$304 total

includes taxes & fees

Oct 4 - Oct 5

A waterfront property with a large house, multiple boats docked, and lush greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A hotel lobby with a sofa, chairs, tables, and a large window.

10. Sag Harbor Inn

Sag Harbor

$219

$250 total

includes taxes & fees

Nov 1 - Nov 2

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A bedroom with a bed, a door, and a framed picture on the wall.

A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

A breakfast bar with cereal, coffee, and fresh milk.

11. Shorewood Inn

Riverhead

$97

$111 total

includes taxes & fees

Oct 4 - Oct 5

A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

A building with a red facade, a green tree in front, and a sign reading "OPENSPACE".

A modern lounge area with a curved sofa, round coffee tables, and a large potted plant.

An outdoor dining area with tables and chairs, string lights, and hanging lanterns.

12. American Beech Hotel

Greenport

$251

$327 total

includes taxes & fees

Oct 4 - Oct 5

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

13. The Bentley Hotel Southampton

Southampton

$144

$165 total

includes taxes & fees

Oct 12 - Oct 13

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

14. Ocean View Terrace Inn

Hampton Bays

$135

$213 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

15. The Atlantic Hotel

Southampton

$101

$141 total

includes taxes & fees

Oct 28 - Oct 29

A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

16. The Menhaden

Greenport

$346

$435 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.

A modern living room with a sectional sofa, a wooden coffee table, and a large window providing a view of trees.

A dining area with a round table, chairs, a vase, and a painting on the wall.

A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.

17. Oyster Estate

Greenport

$276

$348 total

includes taxes & fees

Nov 1 - Nov 2

A parking lot with a building in the background.

A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

A motel with a large parking lot and multiple rooms.

A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.

18. Clinton Motel

Clinton

$78

$90 total

includes taxes & fees

Oct 28 - Oct 29

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

A beach scene with a sunset, calm sea, and a few people fishing.

19. Hamlet Inn

Southampton

$152

$197 total

includes taxes & fees

Oct 5 - Oct 6

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A beach with sand and sparse vegetation.

A modern living room with a stone wall, a flat-screen TV mounted above a door, a dark sofa, and a glass coffee table with a vase of flowers.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

20. The Hampton Maid

Hampton Bays

$235

$268 total

includes taxes & fees

Oct 13 - Oct 14

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Top landmarks in Southold

Sparkling Pointe

8.8/10 (11 reviews)

Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.

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Croteaux Vineyards

10.0/10 (12 reviews)

Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.

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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)

Travelers might want a tour of Sannino's Bella Vita Vineyard, just one of the places to visit, and located 2.2 mi (3.5 km) from central Southold. If you enjoy your tour, head to Osprey's Dominion, just a short walk away.

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Osprey's Dominion

9.6/10 (5 reviews)

Travelers might want a tour of Osprey's Dominion, just one of the places to visit, and located 1.9 mi (3 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Sannino's Bella Vita Vineyard or Corey Creek Winery, both within a short walk.

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The Old Field Vineyards

9.6/10 (5 reviews)

Travelers might want a tour of The Old Field Vineyards, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.

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Mattebella Vineyards

8.0/10 (4 reviews)

Travelers might want a tour of Mattebella Vineyards, just one of the places to visit, and located 1.4 mi (2.3 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Croteaux Vineyards or Corey Creek Winery, both within a short walk.

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Horton Point Park

9.4/10 (3 reviews)

Horton Point Park is 1.7 mi (2.8 km) from central Southold, why not stop by during your stay. Want to stretch your legs some more? Head to Goldsmith's Inlet Park, located nearby.

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Horton Lane Beach

9.0/10 (4 reviews)

If you can't wait to get to the beach, you might enjoy a trip to Horton Lane Beach located 1.6 mi (2.6 km) from central Southold. If you want to continue walking by the waves, head to McCabe's Beach located nearby.

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About the destination

If you're looking to discover somewhere new, look no further than Southold. Whether you're planning to stay for a night or for the week, the area around Southold has accommodations to fit every need. Search for hotels in Southold with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Southold hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Southold hotel deals are here with our lowest price guarantee.