Hotels in Southold

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Aug 17 - Aug 18
Tomorrow
Aug 18 - Aug 19
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Where to stay in Southold?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Southold on Hotels.com. These Southold hotels consistently deliver on comfort, location and traveler experience. Last updated on .

Exterior
Front of property
Terrace King | Premium bedding, down comforters, laptop workspace
Restaurant

1. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
CNY1,961
CNY2,409 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips
Terrace/patio
Private beach, sun loungers, beach umbrellas, beach towels
Breakfast, lunch and dinner served
Premium bedding, iron/ironing board, WiFi (free), individually furnished

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
CNY3,604
CNY4,529 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel
Condo | Terrace/patio
Private beach
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated
Condo | 2 bedrooms, iron/ironing board, WiFi (free), individually decorated

3. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
CNY2,067
CNY2,963 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums
Resort view
Lunch, dinner and brunch served
Terrace/patio
Private beach, sun loungers, beach umbrellas, beach towels

4. Sound View Greenport

Sound View Greenport
Greenport
CNY1,896
CNY2,744 total
includes taxes & fees
Sep 9 - Sep 10
Sound View Greenport
Exterior
Bar (on property)
Restaurant
Private Suite, 1 King Bed, Non Smoking (Private Suite - Adults Only) | Premium bedding, minibar, soundproofing, iron/ironing board (on request)

5. Zey Hotel

Zey Hotel
Greenport
CNY1,639
CNY1,872 total
includes taxes & fees
Aug 25 - Aug 26
Zey Hotel
Beach bar
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Waterfront Beach Shack Studio | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Outdoor spa tub

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
CNY2,799
CNY3,198 total
includes taxes & fees
Sep 16 - Sep 17
Silver Sands Motel & Beach Bungalows
Suite, 1 Bedroom, Terrace, Harbor View | Terrace/patio
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers
Studio (Suite, King) | Frette Italian sheets, premium bedding, down comforters, pillowtop beds
Suite, 1 Bedroom, Terrace, Harbor View | Frette Italian sheets, premium bedding, down comforters, pillowtop beds

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
CNY1,863
CNY2,475 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn
Front of property - evening/night
Bar (on property)
Property amenity
Terrace/patio

8. Shelter Island House

Shelter Island House
Shelter Island Heights
CNY2,133
CNY2,437 total
includes taxes & fees
Aug 25 - Aug 26
Shelter Island House
Flat-screen TV
Cottage, 2 Bedrooms, Patio | Living room | Flat-screen TV
Premium Tent, 1 Queen Bed | WiFi (free), bed sheets
Balcony

9. North Fork Resort

North Fork Resort
Greenport
CNY2,167
CNY2,476 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Restaurant
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Restaurant

10. Oyster Estate

Oyster Estate
Greenport
CNY2,195
CNY2,766 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate
Deluxe Room, 1 King Bed | Premium bedding, iron/ironing board, WiFi (free), bed sheets
Suite, 1 King Bed, Kitchenette (Living Room) | Living room | Flat-screen TV
Property grounds
Free self parking

11. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
CNY2,114
CNY2,416 total
includes taxes & fees
Aug 19 - Aug 20
West Neck Guesthouse
Property entrance
Sundeck
Lobby
Meeting facility

12. The Menhaden

The Menhaden
Greenport
CNY3,465
CNY4,229 total
includes taxes & fees
Sep 16 - Sep 17
The Menhaden
Outdoor dining
Superior King | Frette Italian sheets, premium bedding, Tempur-Pedic beds
Frette Italian sheets, premium bedding, Tempur-Pedic beds
Frette Italian sheets, premium bedding, Tempur-Pedic beds

13. The Chequit

The Chequit
The Heights
CNY1,973
CNY2,254 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit
Exterior
Exterior
Exterior
Breakfast area

14. Shorewood Inn

Shorewood Inn
Riverhead
CNY1,098
CNY1,255 total
includes taxes & fees
Aug 18 - Aug 19
Shorewood Inn
Terrace/patio
Restaurant
View from property
Reception

15. American Beech Hotel

American Beech Hotel
Greenport
CNY2,663
CNY3,312 total
includes taxes & fees
Sep 7 - Sep 8
American Beech Hotel
Building design
Lobby
Outdoor pool
Lobby lounge

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
CNY2,563
CNY2,928 total
includes taxes & fees
Sep 13 - Sep 14
Sag Harbor Inn
View from property
Exterior
Property grounds
A house with a porch, a sign reading "House on Chase Creek," and a tree with red leaves.

17. House on Chase Creek

House on Chase Creek
The Heights
CNY1,657
CNY1,893 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek
Living area
Interior entrance
Exterior
Business center

18. The Captain Stannard

The Captain Stannard
Westbrook Center
CNY1,578
CNY1,751 total
includes taxes & fees
Aug 20 - Aug 21
The Captain Stannard
Lobby
Free daily buffet breakfast
Lobby sitting area
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
CNY682
CNY785 total
includes taxes & fees
Sep 6 - Sep 7
Quality Inn Old Saybrook - Westbrook
Property grounds
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Cribs (free), rollaway beds (surcharge), WiFi (free), bed sheets
Seasonal outdoor pool

20. Clinton Motel

Clinton Motel
Clinton
CNY533
CNY613 total
includes taxes & fees
Sep 2 - Sep 3
Clinton Motel
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Our prices for hotels in Southold are cheapest in January
Price trends for hotels in Southold
Pricing is based on two traveler single night rates
View properties in August
Typical weather for Southold
August
High 25°C / low 22°C. Sunny most days.
View properties in August
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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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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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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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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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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 Mattebella Vineyards 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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Learn more about Southold

Southold is well-known for its attractions such as Sparkling Pointe and Mattebella Vineyards. The city has something for everyone including sights like Croteaux Vineyards and McCabe's Beach within a sunny setting.

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

Check out reviews of Southold hotels guests love

The Hampton Maid

The Hampton Maid

10/10 Excellent
"The Hampton Maid has beautiful rooms and landscape. The staff is always very friendly and helpful"
Elizabeth 2-night trip
Posted 1 hour ago
The Hampton Maid
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Overall great stay! People are fantastic!"
John 1-night trip
Posted 2 hours ago
The Harbor Front Inn
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Excellent all around."
Kelly 2-night trip
Posted 5 hours ago
Sound View Greenport
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Great experience, I’ve stayed there over the years. Updated rooms are fantastic!"
Charles 1-night trip
Posted 5 hours ago
Saybrook Point Resort & Marina
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Best deal in Hamptons- clean renovated, charming comfortable great fur families- huge beautiful enclosed lawn- close to beaches and a complimentary beach pass for parking! They also supply umbrellas and chairs! Highly recommend"
Rebecca 2-night trip
Posted 16 hours ago
The Bentley Hotel Southampton
Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 2 days ago
Hampton's Vacation Inn
Zey Hotel

Zey Hotel

10/10 Excellent
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
shaun 1-night trip
Posted 2 days ago
Zey Hotel
Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Rooms have been recently renovated and very clean. Plenty of free parking. The rooms have AC, cable and Roku. Convenient to shopping and splish splash."
JOHN 1-night trip
Posted 3 days ago
Greenview Inn Riverhead
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 3 days ago
Water's Edge Resort & Spa

Frequently asked questions

How much does a hotel room cost in Southold?
You can choose a great hotel in Southold from CNY613 with properties to suit all budgets and needs. If you're after an affordable hotel in Southold that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Southold hotels?
Discover great deals on Southold hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Southold hotels.
Can I book Southold hotels with free cancellation?
To book a refundable Southold hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best hotels in Southold for couples?
Stay at a top-rated Southold romantic hotel and make the most of your couple's vacation. Our travelers love The Shoals Suites and Slips, a hotel with a restaurant as well as in-room champagne service. Discover more hotels in Southold on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are the top Southold hotels with a pool?
For some added luxury, discover the best Southold hotels with a pool. Vine & Sand is a great bed & breakfast with a seasonal outdoor pool and a guest rating of 9.8 out of 10. Plus, you can make the most of its free buffet breakfast and free bicycle rentals. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Southold with a pool.
What are some of the best Southold hotels with free parking?
If you're driving, a great Southold hotel with free parking is a bonus. Our travelers' favorites include:
What are some popular hotels in central Southold?
For hotels in central Southold, check out The Harbor Front Inn and Silver Sands Motel & Beach Bungalows. Travelers love The Harbor Front Inn for its location, as well as the seasonal outdoor pool, free continental breakfast and 24-hour gym this hotel offers. Silver Sands Motel & Beach Bungalows is another popular central hotel with a private beach, a free beach club and a full-service spa. Pipes Cove and The Heights are some of the most central neighborhoods for your Southold vacation.
What accommodations do travelers recommend in Southold?
Guests like The Shoals Suites and Slips, Vine & Sand and Sound View Greenport.
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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