Southold Hotels

THE 10 BEST Hotels in Southold 2024

Southold Hotels

and Places to Stay
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15 properties in Southold
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    Properties ranked using exclusive Tripadvisor data, including traveler ratings, confirmed availability from our partners, prices, booking popularity and location, as well as personal user preferences and recently viewed hotels.
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    Highest rated hotels on Tripadvisor, based on traveler reviews.
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Andrew Z
Andrew Z
@andrewz2023
5.0 of 5 bubblesReviewed on Jan 2, 2023
Must Visit
"The room was large, beautifully decorated and pristine."
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#2 Best Value of 15 places to stay in Southold
Great weekend getaway destination, friendly staff, comfortable accommodations, beautiful river views, near restaurants and wineries. Dog-friendly, beach pass access, waterfront picnic tables, and enjoyable outdoor continental breakfast.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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Inn
#12 Best Value of 15 places to stay in Southold
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Bed and Breakfast
#13 Best Value of 15 places to stay in Southold
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Bed and Breakfast
#14 Best Value of 15 places to stay in Southold
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Guest house
#15 Best Value of 15 places to stay in Southold
No other properties are available in Southold. View nearby results below.
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Cozy inn with excellent hospitality, perfect location for exploring nearby wineries. Delicious, inventive breakfasts served. Rooms are comfortable and clean.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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pandablanco
pandablanco
@pandablanco
5.0 of 5 bubblesReviewed on Jul 1, 2023
The newly renovated Pridwin did not disappoint
"We booked a water view room which was relaxing and well stocked."
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#3 Best Value of 5 places to stay in Shelter Island
Beautiful beachfront hotel offering stunning water views, cozy outdoor terraces with fireplaces, relaxing rooms, and various amenities including a spa, heated pool, tennis, and water sports.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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#3 Best Value of 9 places to stay in Greenport
Spacious junior suites, minimalist style, private decks with waterfront views. Continental breakfast, on-site restaurant, bar, and piano entertainment. Ideal for North Fork getaways.
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Bed and Breakfast
#3 Best Value of 7 places to stay in Cutchogue
Charming B&B nestled in heart of vineyards, offering comfortable, well-appointed rooms, beautiful landscaped grounds, and delicious breakfast options. Attentive, welcoming hosts. Ideal for relaxation.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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LisaMP
LisaMP
@Quest777605
4.0 of 5 bubblesReviewed on Jul 9, 2023
Family weekend
"Room: 202 The room was spacious and clean."
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#1 Best Value of 9 places to stay in Greenport
Hotel offers well-appointed rooms, stunning views, and a family-friendly atmosphere. Amenities include a heated pool, arts and crafts, fire pit, clubhouse, complimentary treats, beach access, and various activities.
This hotel description was created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for this description. Please read full traveler reviews for more details and information. If you believe something in this AI-generated description is inaccurate, please share your feedback.
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Stunning beachfront location, family-friendly options, lovely rooms, outdoor showers, and good food. Beautiful grounds, friendly staff, and late-night fires.
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Inn
Michael M
Michael M
@S7329MNmichaelm
5.0 of 5 bubblesReviewed on Jun 11, 2023
A little R&R.
"The room was spacious and bed very comfortable and bedding was supreme."
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#1 Best Value of 4 places to stay in Shelter Island Heights
Heated pool oasis with comfortable seating, steps from beach. Delicious breakfast options, available bikes, and beach amenities. Stylish atmosphere.
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Bed and Breakfast
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Cabin/Campground
Showing results 1-30 of 30

Southold Hotels Information

Hotels in Southold

15

Hotels Prices From

$200

Hotels Reviews

677

Hotels Photos

385

Travel high season

Dec - Feb

Travel low season

Jun - Aug

High season avg price

$628

Low season avg price

$461
Not sure when to visit?
Price trends, weather and things to do can help you make a decision.
Season
Avg. price/night
Avg. temperature
Avg. precipitation
Dec - Feb
Avg. price/night
$635
HIGHEST
$225$895
Avg. temperature
34ºF
COLDEST
7ºF93ºF
Avg. precipitation
41in
WETTEST
26 in51 in
Mar - May
Avg. price/night
$525
$225$895
Avg. temperature
48ºF
7ºF93ºF
Avg. precipitation
40in
26 in51 in
Jun - Aug
Avg. price/night
$459
LOWEST
$225$895
Avg. temperature
72ºF
WARMEST
7ºF93ºF
Avg. precipitation
32in
DRIEST
26 in51 in
Sep - Nov
Avg. price/night
$590
$225$895
Avg. temperature
56ºF
7ºF93ºF
Avg. precipitation
38in
26 in51 in
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Southold. Select dates and complete search for nightly totals inclusive of taxes and fees.

Hotels near the sights

  • Southold Bay Oysters
    Southold Bay Oysters is a locally run aquaculture farm. Our tour offers an on-farm guided demonstration with a water front Oyster & Wine tasting experience. Please contact us for availability prior to booking. Our oysters are available for purchase at Deep Roots Farm Stand in Southold at 57685 Main Street, Southold, NY 11965
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  • Horton Point Lighthouse Nautical Museum
    The Nautical Museum at 1857 Horton Point Lighthouse, operated by Southold Historical Museum, is open 11:30-4:00, Sat., Sun. Memorial Day weekend to mid-Sept. The Museum is filled with artifacts from the North Fork’s rich nautical past. The tower is 58 feet tall and offers sweeping views of the Long Island Sound. The lower level of the Keeper's House contains maritime exhibits including baymen’s tools, chests, harpoons, lighthouse lenses, models and information about the treacherous waters just off-shore, known as Dead Man’s Cove. A large anchor out front was salvaged from the shipwreck of the Commodore, and a whaling house on the grounds includes the full-sized skull of a fin whale. Suggested admission is $5 adult/$10 families and includes entry to the nearby Maple Lane Complex of historic buildings at 55200 Main Rd., Southold. Seasonal $5 parking available at Southold District lot. Street parking is by Southold Park District permit ONLY year-round.
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  • Goldsmith's Inlet
    This beautiful beach is across the Long Island Sound from Connecticut.
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Frequently Asked Questions about Southold hotels

Hotel Moraine, Harborfront Inn at Greenport, and Sound View Greenport are some of the most popular hotels for travelers looking to stay near Horton Point Lighthouse Nautical Museum. See the full list: Hotels near Horton Point Lighthouse Nautical Museum.

Popular hotels close to Southold Bay Oysters include Hotel Moraine, Harborfront Inn at Greenport, and Sound View Greenport. See the full list: Hotels near Southold Bay Oysters.

Popular hotels close to New Haven Airport include The Blake Hotel, The Study at Yale, and Graduate New Haven. See the full list: Hotels near New Haven Airport.

A few of the most popular hotels near Custer Institute & Observatory are Hotel Moraine, Sound View Greenport, and The North Fork Table & Inn. See the full list: Hotels near Custer Institute & Observatory.

The above hotel descriptions were created by AI, using information and phrases commonly found in reviews users submitted to Tripadvisor. Tripadvisor did not create and is not responsible for any of the above hotel descriptions. Please read full traveler reviews for more details and information. If you believe something in one of these AI-generated descriptions is inaccurate, please share your feedback.
Reviews are the subjective opinion of Tripadvisor members and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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25 mi

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