Southold

Boutique Hotels in Southold

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Top Boutique Hotels in Southold

Check out our pick of great boutique hotels for your travel
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Lowest Price
Closest to Downtown
Highest Rated
“Paradise Found” - Walk to Private Beach & in-Ground Pool!
“Paradise Found” - Walk to Private Beach & in-Ground Pool!“Paradise Found” - Walk to Private Beach & in-Ground Pool!“Paradise Found” - Walk to Private Beach & in-Ground Pool!“Paradise Found” - Walk to Private Beach & in-Ground Pool!“Paradise Found” - Walk to Private Beach & in-Ground Pool!“Paradise Found” - Walk to Private Beach & in-Ground Pool!
23
Hotels in Southold
Featured facilities: Pool
Outstanding
5 reviews
10.0/10
Check Availability
Lovely Cottage in the Heart of Long Island Wine country
Lovely Cottage in the Heart of Long Island Wine countryLovely Cottage in the Heart of Long Island Wine countryLovely Cottage in the Heart of Long Island Wine countryLovely Cottage in the Heart of Long Island Wine countryLovely Cottage in the Heart of Long Island Wine countryLovely Cottage in the Heart of Long Island Wine country
21
Hotels in Southold
Peaceful pondfront cottage with two bedrooms , 1 1/2 baths, pull out couch in Living room can sleep two more , and lovely screened in front porch to enjoy the beautiful pond view-watch ospreys fly over, or enjoy the pond by using kayaks, paddle boats or canoe that comes with the rental. 10 minute walk to beautiful sound beach around the corner-minutes to wineries, Southold village, and Greenport. About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 28.About events:No events allowed.
Outstanding
18 reviews
9.8/10
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Water Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large Deck
Water Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large DeckWater Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large DeckWater Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large DeckWater Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large DeckWater Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large DeckWater Front Beach House w/ Private Beach with 3 Bedrooms/2 Bathrooms/Large Deck
37
Hotels in Southold
In the picturesque seaside village of Greenport, this ocean-view three-bedroom retreat provides a peaceful and refreshing getaway. As you step inside, you'll be greeted by a fully stocked kitchen, complete with a stove, oven, refrigerator, grill, and all the necessary appliances to satisfy your culinary cravings. Unwind in the cozy living room, where you can enjoy the smart TV with satellite/cable channels or simply gaze out at the breathtaking ocean views from the balcony. Indulge in the convenience of a washing machine and dryer, ensuring you can pack light and enjoy your stay to the fullest. Explore the nearby Kontokosta Winery, just a 3-minute drive away, or venture to the picturesque 67 Steps Beach, only a 4-minute drive from your doorstep. For a more extensive wine tasting experience, Raphael Winery is just a 9-minute drive away.Relax on the beach towels, soak up the sun, and enjoy the outdoor furniture and fire pit, creating the perfect setting for memorable gatherings. With air conditioning, linens, and essential toiletries provided, you can truly immerse yourself in the comfort and tranquility of this beachfront haven.About pets:Pets allowed: dogs (limit 1 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking allowed: in designated areas.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
5 reviews
9.8/10
Check Availability
Southold
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Country BEACH home!
Country BEACH home!Country BEACH home!Country BEACH home!Country BEACH home!Country BEACH home!Country BEACH home!
27
Hotels in Southold
Perfection!!Amazing, centrally 🌊 located getaway in the middle of EVERYTHING that the North🍷Fork has to offer. BEAUTIFULLY designed with architectural details throughout. Open floor plan, INDOOR SHUFFLEBOARD, large 🔥 fireplace. Huge Chefs 👩‍🍳 kitchen is AMAZING!! Minutes to Wine 🍷Country, farms, shoppes, and restaurants. So much to do or just relax 💤 and enjoy the beautiful tranquilpatio, new Weber BBQ, 🍗 and landscaped 🌹 yard. Beach gear, PADDLE BOARD, bicycles, 10 beach chairs, 4 🍺 coolers, 4 beach 🏖️ umbrellas, beach toys/games for you. About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Outstanding
9.8/10
Check Availability
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Frequently Asked Questions

What popular hotels in Southold have parking?

If you're planning on driving to Southold, why not stay at Historic White Blossom House ? This hotel has a parking lot.

At which popular hotels in Southold can I try local foods?

Those who like trying local foods might want to consider staying at Sound View Greenport . There are lots of famous restaurants serving local dishes near the hotel.

When travelling to Southold, which hotels have pools?

Summer is a great season to take your kids or family on a trip to Southold. Sound View Greenport is a popular hotel with a pool.

Of all the hotels in Southold, which hotels have the highest user ratings?

When travelling to Southold for the first time, many travellers find it difficult to choose a hotel to stay in. According to Trip.com data, Historic White Blossom House is a popular hotel with high ratings, making it a good choice for your trip.

At what hotels in Southold can I try local breakfast foods?

A delicious breakfast is a great way to kick start your day. At Historic White Blossom House , guests can enjoy Southold-style breakfasts.

What popular hotels have non-smoking rooms in Southold?

Many guests care about the quality of the rooms they stay in and want to ensure that their rooms have fresh, clean air. Historic White Blossom House is a popular hotel in Southold with non-smoking rooms.

In Southold, what popular hotels have free Wi-Fi?

When staying at a hotel, Internet access is important for both vacationers and business travellers. Historic White Blossom House is a popular hotel in Southold with free Wi-Fi.

What are the most popular hotels in Southold?

Whether you're travelling for business or going on holiday, there are many popular hotels to choose from in Southold. Historic White Blossom House is a popular hotel to stay at.

What are some popular discounted hotels in Southold?

There are many popular hotels in Southold. You can find information on discounts and deals here: Trip.com Deals and Promo Codes.

In Southold, which popular hotels have gyms?

Based on Trip.com user ratings, Sound View Greenport is a highly rated hotel with a gym.