A calm lake with a forest in the background during sunset.

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Check prices for these dates

Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sep - 6 Sep

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Our top choices for Southold hotels

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 light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.
A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Maria
7.584.675 ₫
9.317.566 ₫ total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.
A hotel room with a bed, a blue sofa, a wicker chair, a small table with a vase, and a lamp.
A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

2. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
7.205.429 ₫
9.573.129 ₫ total
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of 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.

3. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
10.302.785 ₫
11.770.997 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Silver Sands Motel & Beach Bungalows
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.

4. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
2.638.295 ₫
3.034.039 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Quality Inn Old Saybrook - Westbrook

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
7.877.848 ₫
11.325.499 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Cliffside Resort Condominiums
A modern kitchen area with a long counter, various appliances, and a sign that reads "Delight in the day".
A reception area with a wooden reception desk, a green rug, and a wall-mounted abstract art piece.
A modern living room with a flat-screen TV, a small table, a yellow armchair, a rocking chair, and a mini-fridge stocked with snacks.
A hotel room with a bed, a desk, a chair, a TV, and a door.

6. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
Stacy
2.759.060 ₫
3.172.919 ₫ total
includes taxes & fees
13 Sept - 14 Sept
Spark by Hilton Guilford
A cozy living room with a wooden floor, a round dining table, a sofa, and a bookshelf.
A cozy interior with a bar area, seating, and a fireplace.
A cozy interior with a wooden bench, a sofa, and a bar area.
A spacious room with a wooden bar area, shelves with books and decorative items, a patterned wall, and a large window.

7. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
8.496.201 ₫
10.704.789 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

8. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
8.248.749 ₫
9.424.310 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Shelter Island House
A large hotel with a spacious outdoor patio area, multiple dining tables, and umbrellas.
A spacious lobby with a fireplace, a round table with a vase of flowers, and a reception desk.
An aerial view of a coastal resort with a large pool, multiple buildings, and a well-maintained lawn.
A formal dining room with multiple tables and chairs, large windows with a city view, and a decorative carpet.

9. Water's Edge Resort & Spa

Water's Edge Resort & Spa
Westbrook Center
United States
Thomas
6.079.947 ₫
7.442.001 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Water's Edge Resort & Spa
A parking lot with a building in the background.
A rectangular swimming pool with a fenced area, surrounded by trees and a concrete deck with white metal loungers.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

10. Clinton Motel

Clinton Motel
Clinton
United States
Selena
2.060.557 ₫
2.369.641 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Clinton Motel
A living room with a stone fireplace, grey sofas, and a coffee table.
A bedroom with a large bed, a nightstand, a dresser, and a robe rack.
A large, two-story house with a wrap-around porch, multiple windows, and a chimney.
A dining room with a wooden table, six chairs, and a large window with curtains.

11. The Captain Stannard

The Captain Stannard
Westbrook Center
United States
Deborah
6.105.754 ₫
6.777.387 ₫ total
includes taxes & fees
31 Aug - 1 Sept
The Captain Stannard
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 seaside restaurant with outdoor seating, a deck, and a view of the ocean.

12. Sound View Greenport

Sound View Greenport
Greenport
United States
Suzanne
6.545.076 ₫
9.714.429 ₫ total
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport
A sign for Pier Blue Guesthouse with a logo and name.
A guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.
A train traveling along a river with autumn foliage in the background.

13. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
2.165.161 ₫
2.489.870 ₫ total
includes taxes & fees
30 Aug - 31 Aug
Pier Blue Inn Old Saybrook - Essex
A waterfront property with a large house, multiple boats docked, and lush greenery.
A hotel lobby with a sofa, chairs, tables, and a large window.
A spacious lobby with multiple seating areas, a kitchen area, and large windows providing natural light.
A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

14. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
9.233.382 ₫
10.549.140 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Sag Harbor Inn
A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.
A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.
A dining area with wooden paneling, a patterned floor, and a view of outdoor seating through large windows.

15. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
United States
Garvin
5.115.992 ₫
5.845.020 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Hyatt Place Long Island East End
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.
A modern bar area with black bar stools, a counter with a variety of bottles, and hanging green plants in wire baskets.
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.
A modern living room with a grey sofa, black and white patterned rug, and a coffee table.

16. The Menhaden

The Menhaden
Greenport
United States
Lisa
11.921.305 ₫
14.664.103 ₫ total
includes taxes & fees
30 Aug - 31 Aug
The Menhaden
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.
A bedroom with a bed, a door, and a framed picture on the wall.
A breakfast bar with cereal, coffee, and fresh milk.

17. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
4.718.415 ₫
5.390.835 ₫ total
includes taxes & fees
20 Sept - 21 Sept
Shorewood Inn
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.

18. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
9.671.576 ₫
12.092.861 ₫ total
includes taxes & fees
8 Sept - 9 Sept
American Beech Hotel
An outdoor patio with wicker furniture, a fire pit, string lights, and potted plants.
An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A modern living room with a sofa, coffee table, and a dining area with a bar.
A kitchen with a tiled backsplash, a stainless steel sink, and modern cabinetry.

19. Residence Inn by Marriott New York Long Island East End

Residence Inn by Marriott New York Long Island East End
Riverhead
United States
Nataliya
5.140.959 ₫
5.873.545 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Residence Inn by Marriott New York Long Island East End
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.

20. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
6.408.593 ₫
7.321.759 ₫ total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
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Croteaux Vineyards

10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
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Sannino's Bella Vita Vineyard

9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
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Horton Point Park

9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artefacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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Horton Lane Beach

9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
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Corey Creek Winery

9.6/10 (5 reviews)
This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savour sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games.
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McCabe's Beach

Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.
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Mattebella Vineyards

8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
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Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

See all hotels in Southold
A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh

Top Southold Hotel Reviews

The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Everything was fantastic. Only negative thing I can say is that it would be nice to park over night for free. Other than that, top place to stay! Highly recommend."
Enza 2-night trip
Posted 5 hours ago
The Harbor Front Inn
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Breakfast!"
Dwayne 2-night trip
Posted 11 hours ago
The Hampton Maid
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldn’t be more impressed & look forward to returning! 10 stars!!"
Joan 2-night trip
Posted 1 day ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Front desk team super nice and accommodating!"
Aldo 1-night trip
Posted 1 day ago
Sound View Greenport
The Chequit

The Chequit

10/10 Excellent
"pretty and clean!"
Sharon 4-night trip
Posted 2 days ago
The Chequit
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 2 days ago
The Pridwin Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

8/10 Good
"nice room for the price in season"
Frank 1-night trip
Posted 3 days ago
The Bentley Hotel Southampton
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"Absolute gem really cool giant picnic table in the middle of the room, which is great for kids are just getting work done. The staff is absolutely wonderful. The view is gorgeous. If you stay on the backside of the hotel cannot recommend this place enough. What a surprise incredible bargain."
mathea 1-night trip
Posted 4 days ago
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

8/10 Good
"We came for the pool and enjoyed every minute of a few relaxing days poolside. Lush green grounds provided some shady picnic tables when it was time to get out of the sun. If you are looking for an inexpensive stay not far from the Hamptons or North Fork this is your place. Staff, especially, front desk, very nice, friendly and informative. Rooms had a mini fridge and comfy bed. A/C worked great. Try to get a poolside room. Hotel includes continental breakfast on weekends. Multiple excellent restaurant options nearby on Main Street. We would recommend Olga's for breakfast, offers outdoor/indoor seating. For dinner there is Cliff's Rendezvous steak house. Call and go when they offer their steak special night. Jerry and the Mermaid for seafood, also has outdoor/indoor seating by the water. There is Tweed's where you can try Buffalo. And a few hidden gems with great water views and outdoor seating -Turkuaz (Turkish food ) and Country Farm Kitchen. There is Atlantis Aquarium nearby, that also offers boat tours of the Peconic by day and booze cruises weekend eves. Suffolk Theatre offers well known artists in concert on the weekends. There are at least 4 breweries a short drive away and homemade ice cream at Snowflake and homemade chocolate at North Fork Chocolate & Eatery. Polish Town is nearby if you want Polish food try the Birchwood Restaurant or groceries from the town's deli's."
sigrid 2-night trip
Posted 6 days ago
Budget Host East End

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
2.165.161 ₫
2.489.870 ₫ total
30 Aug - 31 Aug
includes taxes & fees
8/10 Very good! (1,001 reviews)
Pier Blue Inn Old Saybrook - Essex
Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St Riverhead NY
3.000.066 ₫
3.427.576 ₫ total
27 Sept - 28 Sept
includes taxes & fees
Greenview Inn Riverhead
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
3.260.375 ₫
3.724.978 ₫ total
31 Aug - 1 Sept
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
3.877.013 ₫
5.081.562 ₫ total
28 Sept - 29 Sept
includes taxes & fees
9.6/10 Exceptional! (567 reviews)
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
4.671.465 ₫
5.989.223 ₫ total
28 Sept - 29 Sept
includes taxes & fees
7.2/10 Good! (1,000 reviews)
The Atlantic Hotel
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG

1707 Old Country Rd Riverhead NY
5.686.094 ₫
6.496.363 ₫ total
7 Sept - 8 Sept
includes taxes & fees
Holiday Inn Express & Suites Riverhead - Long Island by IHG

Hotels in Southold with star rating

Frequently asked questions

What's the weather like in Southold?
The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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