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The 7 Best Places to Stay in Southold, USA

Check out our pick of great places to stay in Southold

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Featuring sea views, Harbor Knoll Bed and Breakfast provides accommodation with a private beach area, a seasonal outdoor swimming pool and a garden, around 42 km from Splish Splash. This beachfront property offers access to free WiFi and free private parking. Boasting family rooms, this property also provides guests with a sun terrace.

The location is great. It is an easy walk into town. It is within walking instance from the train for those who do not want to drive. Breakfast was fantastic. The wine and cheese in the evening added a nice touch.

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8.8
Fabulous
32 reviews
Price from
£293
per night

Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator. On weekends a continental breakfast with bagels, cereals, oatmeal, frittatas, yogurt and fresh fruit is served.

Cleanly well appointed, clean and ultra efficient friendly service.

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8
Very good
166 reviews
Price from
£127
per night

Situated 41 km from Splish Splash, The Menhaden Hotel in Greenport has a terrace and bar. With free bikes, the 4-star hotel has air-conditioned rooms with free WiFi, each with a private bathroom. The accommodation features a 24-hour front desk, a concierge service and luggage storage for guests.

NOTHING WORST HOTEL EXPERIENCE

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9.3
Superb
115 reviews
Price from
£361
per night

Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available. Beach access is 1.9 km away.

The staff were so friendly and accommodating, they didn't hesitate to help. The whole property was beautiful.

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8.4
Very good
160 reviews
Price from
£236
per night

Set in Greenport, within 42 km of Splish Splash, ZEY HOTEL is an accommodation offering garden views. This bed and breakfast offers free private parking and full-day security. The bed and breakfast has family rooms as well as facilities for disabled guests.

Relaxing atmosphere, very interesting place, beautifully decorated.

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8.7
Fabulous
134 reviews
Price from
£273
per night

American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free and is situated 42 km from Splish Splash.

At the hotel the rooms are fitted with air conditioning, a seating area, a flat-screen TV with cable channels, a safety deposit box and a private bathroom with a shower, free toiletries and a hairdryer. All rooms will provide guests with a wardrobe and a coffee machine.

everything it was a luxury beautiful place !

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8.7
Fabulous
201 reviews
Price from
£232
per night

Charming Greenport Gem 1, 1 Mile to Ferry! is situated in Greenport. Free WiFi is available throughout the property and Splish Splash is 42 km away.

The spacious apartment features 2 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher and an oven. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance.

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10
Exceptional
1 reviews
Price from
£328
per night

Located in Greenport in the New York region, Bright 2nd-Floor Apt - half Mi to Greenport Harbor! features a patio. Free WiFi is available throughout the property and Splish Splash is 43 km away.

The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance.

Beautiful Spacious Apartment with classy immenities, stays True to Nautical Greenport. Our hosts were friendly and fun. Much closer to heart of Greenport than i thaught , easy walk to everything

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9.4
Superb
5 reviews
Price from
£314
per night

Situated in Greenport in the New York region, Quaint DT Greenport Apt - 2 Mi to Shelter Island! has a patio. Free WiFi is available throughout the property and Splish Splash is 43 km away.

The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a toaster, and 1 bathroom. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance.

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10
Exceptional
2 reviews
Price from
£263
per night

This Greenport bed and breakfast is located on the water and offers free Wi-Fi and individually decorated rooms equipped with electric fireplaces. Island’s End Golf & Country Club is 2 miles away.

A flat-screen TV is offered in each uniquely decorated room at The Stirling House Waterfront Inn Greenport. An en suite bathroom is also included.

The owner's homemade bread and baking stuff were very delicious! The best breakfast I ever had in B&B in the States. Location is also good, walking distance from the Town center but very quiet location in front of the sea.

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9.6
Exceptional
34 reviews
Price from
£299
per night

Most booked places to stay in Southold this month

Enjoy breakfast in Southold!

  • A Walk in the Woods Bed and Breakfast
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 42 reviews

    Relax on the large wrap-around front porch of this Long Island, New York bed and breakfast. Free Wi-Fi and daily breakfast are offered. Cedar Beach is 1 mile away.

    Very well maintained and comfortable accommodations.

  • Historic White Blossom House
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 14 reviews

    Offering free bike hire and free WiFi access, Historic White Blosson House is a uniquely furnished inn located in Southold. The property features scenic gardens.

    Die ursprüngliche Ausstattung und Baustil, typisch für die Region.

  • Modern North Fork Haven: Beachfront,Private Pool

    Boasting a private pool and sea views, Modern North Fork Haven: Beachfront, Private Pool is situated in Southold. The air-conditioned accommodation is less than 1 km from McCabe’s Beach.

  • Private Waterfront Home: Dock, Kayaks

    Featuring sea views, Private Waterfront Home: Dock, Kayaks is situated in Southold, 35 km from Splish Splash.

  • Goose Creek Getaway: Modern Home with Beach Access

    Situated in Southold, within 35 km of Splish Splash, Goose Creek Getaway: Modern Home with Beach Access offers accommodation with air conditioning.

  • Steve's Place: Heated Pool, 3BR Southold Home, Beach

    Boasting air-conditioned accommodation with a balcony, Steve's Place: Heated Pool, 3BR Southold Home, Beach is set in Southold.

  • Sea Breeze Paradise: Beachfront & Panoramic Views

    Offering sea views, Sea Breeze Paradise: Beachfront & Panoramic Views is an accommodation set in Southold, 2.2 km from McCabe’s Beach and 36 km from Splish Splash.

  • Secret Garden Estate

    Boasting air-conditioned accommodation with a private pool, garden view and a patio, Secret Garden Estate is situated in Southold.

Save money on places to stay in Southold – budget options available!

  • Bright Oasis in Beautiful North Fork Wine Country
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a patio, Bright Oasis in Beautiful North Fork Wine Country is set in Southold.

  • Vine & Sand--Southold NY's Newest B&B

    33 km from Splish Splash, Vine & Sand--Southold NY's Newest B&B is a recently renovated property located in Southold and provides air-conditioned rooms with free WiFi and private parking.

  • Paradise Shores Beach Cottage

    Set in Southold, within 37 km of Splish Splash, Paradise Shores Beach Cottage offers accommodation with air conditioning. This holiday home features a garden.

  • Watersedge Retreat
    Budget options available

    Located in Southold, just 2.7 km from Cedar Beach County Park, Watersedge Retreat provides beachfront accommodation with a garden and free WiFi.

  • Elegant Hideaway
    Budget options available

    Set in Southold, within 35 km of Splish Splash, Elegant Hideaway offers accommodation with air conditioning. This holiday home features a garden.

  • The North Fork Beach House
    Budget options available

    Located in Southold, 2.6 km from Cedar Beach County Park and 37 km from Splish Splash, The North Fork Beach House provides air-conditioned accommodation with a patio and free WiFi.

  • Water & Wine
    Budget options available

    Set in Southold, Water & Wine offers accommodation with air conditioning and access to a garden. There is a private entrance at the holiday home for the convenience of those who stay.

  • Minnehaha Marvel
    Budget options available

    Set in Southold, 35 km from Splish Splash, Minnehaha Marvel offers air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden.

Great access to the city centre! Check these places to stay in Southold

  • The Shoals Suites & Slips
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 65 reviews

    The Shoals Suites & Slips is offering accommodation in Southold. This 4-star hotel has air-conditioned rooms with a private bathroom. Parking is free for guests, there is no extra charge.

    Cute and very clean place nice to walk around property

  • Southold Beach Motel
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 40 reviews

    Set in Southold and within 36 km of Splish Splash, Southold Beach Motel has a garden, non-smoking rooms, and free WiFi throughout the property.

    Convenient. Nothing fancy but great for à short trip

  • Classic Southold Country Charmer

    Set in Southold, 34 km from Splish Splash, Classic Southold Country Charmer offers air-conditioned accommodation with a patio and free WiFi. This holiday home features a garden.

  • Southold Serenity

    Set in Southold, 2.4 km from Cedar Beach County Park and 37 km from Splish Splash, Southold Serenity offers air conditioning.

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