Hotels in Southold

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Tonight
Oct 9 - Oct 10
Tomorrow
Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Where to stay in Southold?

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.
A storefront with a sign reading "THE SHOALS".
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.
A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
$269
$332 total
includes taxes & fees
Nov 1 - Nov 2
The Shoals Suites and Slips
An outdoor patio area with string lights, tables, chairs, and a fire pit.
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.
A large, white building with multiple windows and a prominent tree in the foreground.
A modern hotel room with a large bed, a sofa, a chair, a small table, and a mirror.

2. The Chequit

The Chequit
The Heights
$179
$205 total
includes taxes & fees
Nov 1 - Nov 2
The Chequit
A two-story house with a balcony, outdoor seating area, and a variety of plants.
A modern bedroom with two beds, a sofa, a coffee table, and a potted plant.
A bathroom with a bathtub, green tiled walls, and windows with white blinds.
A restaurant with a signboard listing its hours of operation.

3. Zey Hotel

Zey Hotel
Greenport
$203
$231 total
includes taxes & fees
Oct 26 - Oct 27
Zey Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.
A coastal building with large windows, a deck, and a view of the sea at sunset.
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

Sound View Greenport
Greenport
$192
$248 total
includes taxes & fees
Nov 2 - Nov 3
Sound View Greenport
A lakeside patio with outdoor seating and a view of the water.
A grassy area with trees and a view of a body of 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 beach with sun loungers and umbrellas, a sandy path, and a view of the water.

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
$280
$320 total
includes taxes & fees
Nov 1 - Nov 2
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.
A person standing in front of a building with a sign that reads 'The Harbor Front Inn.'
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
$179
$233 total
includes taxes & fees
Nov 2 - Nov 3
The Harbor Front Inn
Front of property - evening/night
Property amenity
Property amenity
Terrace/patio

7. Shelter Island House

Shelter Island House
Shelter Island Heights
$201
$230 total
includes taxes & fees
Oct 12 - Oct 13
Shelter Island House
A serene landscape with a calm body of water reflecting trees with autumn foliage.
A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.
A sign for 'House on Chase Creek' with a duck illustration.
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

8. House on Chase Creek

House on Chase Creek
The Heights
$185
$211 total
includes taxes & fees
Nov 2 - Nov 3
House on Chase Creek
Terrace/patio
Room
Living area
Room

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
$212
$353 total
includes taxes & fees
Nov 9 - Nov 10
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.
A modern living room with a sofa, a dining table, and a kitchen area in the background.
A tented accommodation with a bed, television, and a small table with a chair.
A modern kitchen with a stainless steel sink, white cabinets, and a blue-tiled backsplash.

10. North Fork Resort

North Fork Resort
Greenport
$266
$304 total
includes taxes & fees
Oct 12 - Oct 13
North Fork Resort
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 lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A hotel lobby with a sofa, chairs, tables, and a large window.

11. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
$219
$250 total
includes taxes & fees
Nov 1 - Nov 2
Sag Harbor Inn
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.
An outdoor dining area with tables and chairs, string lights, and hanging lanterns.
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.

12. American Beech Hotel

American Beech Hotel
Greenport
$251
$327 total
includes taxes & fees
Oct 12 - Oct 13
American Beech Hotel
A hotel room with a bed, pillows, a lamp, a wall art piece, and a nightstand.
A wooden wall with a wall-mounted lamp, a shelf with decorative items, and a bedside table with a pillow.
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.
A dining area with a round table, chairs, a vase, and a painting on the wall.

13. Oyster Estate

Oyster Estate
Greenport
$290
$365 total
includes taxes & fees
Nov 8 - Nov 9
Oyster Estate
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 breakfast bar with cereal, coffee, and fresh milk.
A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

14. Shorewood Inn

Shorewood Inn
Riverhead
$103
$117 total
includes taxes & fees
Oct 11 - Oct 12
Shorewood Inn
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 modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A modern reception area with a staircase, a framed artwork, and a reception desk with "THE MENHADEN" signage.

15. The Menhaden

The Menhaden
Greenport
$346
$435 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
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.
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.

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
$143
$163 total
includes taxes & fees
Oct 26 - Oct 27
The Bentley Hotel Southampton
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.
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

17. The Atlantic Hotel

The Atlantic Hotel
Southampton
$107
$147 total
includes taxes & fees
Oct 28 - Oct 29
The Atlantic Hotel
A parking lot with a building in the background.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.
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.

18. Clinton Motel

Clinton Motel
Clinton
$78
$90 total
includes taxes & fees
Oct 13 - Oct 14
Clinton Motel
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.
A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.
Two Adirondack chairs facing a beach with a clear view of the sea and a distant island.
A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

19. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
$132
$209 total
includes taxes & fees
Oct 12 - Oct 13
Ocean View Terrace Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.
A dining area with tables set for a meal, a fireplace, and a large mirror reflecting the room.
A cozy outdoor seating area with a brick fireplace, cushioned seating, and potted plants.
A spacious living room with a fireplace, comfortable seating, and large windows.

20. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
$420
$528 total
includes taxes & fees
Nov 8 - Nov 9
Faraway Sag Harbor
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Our prices for hotels in Southold are cheapest in November
Price trends for hotels in Southold
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Southold
October
High 17°C / low 14°C. Sunny most days.
View properties in October
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Monthly weather averages (˚C)

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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Custer Institute and Observatory

Custer Institute and Observatory is 1 mi (1.6 km) from central Southold, why not stop by during your stay. If you have fun at Custer Institute and Observatory, you'll love 8 Hands Farm and Railroad Museum of Long Island, both 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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McCabe's Beach

When the beach is calling your name, you might want to head down to McCabe's Beach, located 1.6 mi (2.5 km) from central Southold. If you want to continue walking by the waves, head to Horton Lane Beach located nearby.
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Learn more about Southold

Southold is well-known for its attractions such as Sparkling Pointe and Croteaux Vineyards. The city has something for everyone including sights like Sannino's Bella Vita Vineyard and The Old Field Vineyards within a sunny setting.

See all hotels in Southold
A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Check out reviews of Southold hotels guests love

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

10/10 Excellent
"The hotel is not new but was clean and everything worked well. The staff was very friendly and helpful. Breakfast was excellent and the hotel price was very reasonable."
Edward 1-night trip
Posted 10 hours ago
Quality Inn Old Saybrook - Westbrook
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"We had a fantastic stay here. It was beautiful, clean and the staff was excellent. We will be back."
Jennifer L 1-night trip
Posted 15 hours ago
Water's Edge Resort & Spa
Shorewood Inn

Shorewood Inn

8/10 Good
"I’ve stayed few times in the past and it’s a really nice place to stay. Only thing I’m dislike about the room is the small bathroom/shower space. Shower stall is so small that I don’t know how bigger/taller person can take a shower… but other than that, room, cleanses, location are superb. I’ll stay again."
Yutaka 1-night trip
Posted 15 hours ago
Shorewood Inn
Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Parking wasn’t convenient."
Carl 1-night trip
Posted 3 days ago
Hyatt Place Long Island East End
The Hampton Maid

The Hampton Maid

10/10 Excellent
"excellent stay...staff was friendly. will stay here again."
Joshua 1-night trip
Posted 3 days ago
The Hampton Maid
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"The rooms have recently been renovated and are very well designed."
Frank 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
Antrii 1-night trip
Posted 3 days ago
The Harbor Front Inn
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The staff were all great, the food from food truck was delicious, check in was quick!"
Jena 1-night trip
Posted 9 days ago
The Shoals Suites and Slips
Budget Host East End

Budget Host East End

8/10 Good
"Staff"
Harvey 2-night trip
Posted 3 weeks ago
Budget Host East End

Frequently asked questions

What accommodations do travelers recommend in Southold?
Guests like The Shoals Suites and Slips, Sound View Greenport and Zey Hotel.
Can I book refundable accommodations in Southold?
If you want the flexibility to change your travel plans to Southold, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Southold if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 118 vacation homes. You can also consider one of the 12 cottages for your trip.
What will the weather in Southold be like during my vacation?
The warmest months in Southold are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Southold accommodation with Hotels.com?
There are plenty of reasons to book your Southold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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