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Our top choices for Southold hotels

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (239 reviews)
  • cleanliness
    Bayfront boutique getaway with complimentary bikes near vineyards and beaches.
"Great stay, will definitely go again"
United States
ANTONIO J
The price is Rp2.841.702
Rp3.246.643 total
includes taxes & fees
19 Feb - 20 Feb
The Shoals Suites and Slips

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Explore Southold's vineyards from this charming B&B with a seasonal pool.
"Wonderful stay"
United States
Judy
Vine & Sand

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Restful retreat near train station with quick access to local beaches.
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Serene harbourside escape with full-service spa and scenic marina views.
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is Rp4.851.154
Rp5.998.477 total
includes taxes & fees
23 Feb - 24 Feb
Saybrook Point Resort & Marina

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
  • cleanliness
    Serene Connecticut stay with indoor pool, convenient to train station and attractions.
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is Rp1.697.904
Rp1.952.590 total
includes taxes & fees
19 Feb - 20 Feb
Quality Inn Old Saybrook - Westbrook

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (641 reviews)
  • cleanliness
    Serene waterside retreat near Essex Saybrook Antique Village with free WiFi and parking.
"Great little place to stay with friendly staff and clean room"
United States
Carolan
The price is Rp1.493.954
Rp1.718.047 total
includes taxes & fees
9 Mar - 10 Mar
Liberty Inn

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (466 reviews)
  • cleanliness
    Convenient Old Saybrook location with free WiFi and parking near Tanger Outlets.
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is Rp1.125.166
Rp1.293.941 total
includes taxes & fees
19 Feb - 20 Feb
Econo Lodge Inn & Suites Old Saybrook Westbrook

Hotel Indigo Long Island - East End by IHG

Hotel Indigo Long Island - East End by IHG
3.5 star property
Riverhead
8.8 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Stylish Art Deco hotel near Splish Splash Water Park with 24-hour fitness centre.
"The places lovely good restaurant. Nice dinner excellent complimentary breakfast."
United States
Caroline
The price is Rp2.182.180
Rp2.493.140 total
includes taxes & fees
15 Mar - 16 Mar
Hotel Indigo Long Island - East End by IHG

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (913 reviews)
  • cleanliness
    Quiet budget-friendly hotel in Old Saybrook near attractions and outlets.
"Excellent "
United States
David
The price is Rp1.211.616
Rp1.435.092 total
includes taxes & fees
8 Mar - 9 Mar
Super 8 by Wyndham Old Saybrook

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Experience riverside comfort with quick access to theatre and bowling attractions.
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is Rp1.832.569
Rp2.093.711 total
includes taxes & fees
16 Feb - 17 Feb
Hyatt Place Long Island East End

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead
3.0 star property
Riverhead
8.6 out of 10, Excellent, (1,000 reviews)
  • cleanliness
    Dive into comfort 5 minutes from Splish Splash Water Park with indoor and outdoor pools.
"Love my stay here . Bartender was awesome and the food is delicious there . I highly recommend this hotel. "
United States
Lotasha
The price is Rp1.913.268
Rp2.185.910 total
includes taxes & fees
22 Feb - 23 Feb
Hilton Garden Inn Riverhead

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (983 reviews)
  • cleanliness
    Located near the Southampton coast, enjoy oceanfront convenience to popular golf courses.
"Clean hotel and conveniently located! "
United States
Maria
The Atlantic Hotel

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (435 reviews)
  • cleanliness
    Relaxing Southampton getaway with a seasonal pool and minutes from beaches.
"Adorable room"
United States
Martin
The price is Rp2.117.155
Rp2.435.636 total
includes taxes & fees
19 Feb - 20 Feb
The Bentley Hotel Southampton

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (556 reviews)
  • cleanliness
    Perfect beachside retreat in Southampton with poolside lounging and outdoor courts.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is Rp3.357.200
Rp4.109.045 total
includes taxes & fees
17 Feb - 18 Feb
Southampton Inn

Copper Beech Inn

Copper Beech Inn
4.0 star property
Ivoryton
8.6 out of 10, Excellent, (506 reviews)
  • cleanliness
    Experience luxury and relaxation at this Ivoryton hotel near the train station.
"Very nice property. Very clean. Staff was very nice - very good breakfast. "
United States
Marilyn
The price is Rp4.683.294
Rp5.385.788 total
includes taxes & fees
16 Feb - 17 Feb
Copper Beech Inn

Greenview Inn Riverhead

Greenview Inn Riverhead
2.0 star property
Riverhead
7.4 out of 10, Good, (791 reviews)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
Riverhead
8.6 out of 10, Excellent, (1,002 reviews)
  • cleanliness
    Stay minutes from Long Island wine country with a seasonal outdoor pool and a 24-hour gym.
"Quality hotel"
United States
Richard
The price is Rp1.712.172
Rp1.956.156 total
includes taxes & fees
24 Feb - 25 Feb
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
  • cleanliness
    Enjoy easy access to Hamptons beaches and relax by the refreshing pool.
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is Rp1.762.530
Rp2.101.775 total
includes taxes & fees
17 Feb - 18 Feb
Southampton Long Island Hotel

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (798 reviews)
  • cleanliness
    Splash into fun near water parks and beaches with a seasonal pool to enjoy.
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is Rp1.571.170
Rp1.795.095 total
includes taxes & fees
17 Feb - 18 Feb
Budget Host East End Hotel in Riverhead

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
  • cleanliness
    Quaint inn with a seasonal pool near The Hamptons Beaches and Cooper's Beach.
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is Rp1.450.310
Rp1.874.493 total
includes taxes & fees
17 Feb - 18 Feb
Hamlet Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Southold attractions

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.

Day trip to North Fork wineries. Stopped at this beach for a break before driving back to the city. #sunset #nature #wanderlust #waterlust #beach #colorful #citylife #NikonD7100 #Manfratto tripod.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

More cheap stays in Southold

Find out more about Southold

Top reasons to visit Southold

  • Stunning Beaches: Southold boasts beautiful beaches and scenic bluffs, perfect for romantic strolls or family outings.
  • Outdoor Adventures: The area offers a variety of outdoor activities, catering to both adventure seekers and nature lovers.
  • Cultural Experiences: Visitors can explore local art exhibits and intriguing history museums, enriching their holiday.
  • Charming Neighbourhoods: Southold's neighbourhoods are delightful to explore, featuring unique shops and eateries.
  • Comfortable Accommodation: A range of lodging options, from agritourism to modern hotels, ensures a pleasant stay.

Find great hotels near Southold

Discover a range of delightful accommodation options in Southold, New York, ideal for a memorable family vacation or an adventurous getaway. From charming agritourism properties to comfortable hotels, you’ll find pet-friendly options and facilities like accessible boardwalks. Enjoy your stay at Silver Sands or explore various hotels offering modern amenities, ensuring a pleasant experience for every traveller.

  • The Harbor Front Inn: This charming 3.5-star hotel provides a delightful waterfront experience that caters to both leisure and business travellers. Located a mere 6.4km from Southold, The Harbor Front Inn offers a pet-friendly atmosphere, making it an ideal choice for those wishing to bring their furry companions along. Guests can appreciate amenities such as in-room pet accommodations and waived fees for service animals. With its serene setting and convenient business facilities, this inn ensures a comfortable stay for all types of visitors.
  • SEVEN - Shelter Island Guest House: A unique 3.5-star Bed & Breakfast that immerses guests in a golf-themed paradise, SEVEN - Shelter Island Guest House is just 4.8km from Southold. This property is perfect for adventure-loving travellers, featuring not only golf experiences but also an array of nearby activities such as windsurfing, snow tubing, and boat tours. The guest house is pet-friendly, offering amenities like food and water bowls for your four-legged friends. With its commitment to adventure sports and recreation, this charming guest house is sure to delight those seeking both relaxation and excitement.
  • Fordham House: This inviting 3-star Bed & Breakfast, situated 6.4km from Southold, offers a warm and homely atmosphere, making it a perfect retreat for those seeking a peaceful getaway. Guests can savour complimentary breakfasts, including full breakfast options on weekends, ensuring a delightful start to each day. The Fordham House stands out for its personal touch and comfort, providing a cosy environment for visitors looking to unwind after a day of exploring the beautiful surroundings.

Where to stay near Southold

Southold, New York, offers a delightful mix of outdoor adventures and romantic escapes. Discover beautiful beaches and scenic bluffs perfect for anniversary celebrations or leisurely strolls. Nearby, indulge in family-friendly excursions that highlight the area's rich history and luxurious atmosphere. Whether basking in sunny weather or exploring charming neighbourhoods, visitors will revel in the best Southold has to offer, making it an ideal destination for unforgettable memories.

  • Hamptons: A mere 16.1km from Southold, the Hamptons is renowned for its picturesque beaches and vibrant outdoor scene. This area attracts visitors with its seasonal charm, peaking from June to August when the beaches are bustling with sun-seekers. Outdoor enthusiasts can enjoy numerous recreational activities, whilst couples often find the Hamptons to be a romantic getaway. Highlights include scenic golf courses and lively music concerts, making it perfect for both relaxation and entertainment. Local landmarks such as family-friendly beaches and serene lakes add to the allure of this iconic destination.
  • Greenport: Located just 6.4km from Southold, Greenport is a charming town that offers a delightful blend of outdoor adventures and romantic settings. With visitor numbers peaking during the summer months, this vibrant locale is ideal for those seeking a beachside retreat. Enjoy various activities, from golfing to attending music concerts, in a welcoming community atmosphere. The nearby beaches and parks are perfect for family outings or quiet strolls, ensuring a memorable experience for all types of travellers.
  • Sag Harbor: Situated 12.9km from Southold, Sag Harbor is a picturesque town that enchants visitors with its coastal beauty and rich history. The seasonal influx of tourists from June to August showcases its appeal as a romantic and outdoor-friendly destination. Golf enthusiasts will find exceptional courses, while the local ski fields provide year-round activities. Must-see attractions include stunning beaches, family-friendly spots, and the historic lighthouse, making Sag Harbor a delightful stop on your journey through this captivating region.

Things to do near Southold

Southold offers a delightful blend of outdoor activities and romantic settings, perfect for an unforgettable getaway. Visitors can indulge in skiing at local resorts or explore captivating art exhibits that showcase the area's creative spirit. Whether you're looking for adventure or a serene escape, Southold's charming atmosphere and diverse attractions promise an enjoyable experience.

Shopping

The Greenport Farmers' Market, located 6.4km from Southold, offers a vibrant public market experience with local produce and crafts. The Style Bar and Love Lane, both 12.9km away, provide charming shopping areas with a family-friendly atmosphere and a variety of unique gifts. If you're up for a drive, consider exploring further options.

Recreation

At Goldsmith's Inlet Park, enjoy serene walks along scenic trails while embracing the tranquil atmosphere. Noyac Golf Club offers invigorating rounds of golf amid lush landscapes, perfect for sports enthusiasts. For family fun, the Shelter Island Whale's Tail mini-golf provides a delightful blend of adventure and leisure.

Adventure

Experience the thrill of freefall at Long Island Skydiving Center, located 38.6km from Southold, where the excitement of air sports awaits. Alternatively, splash around at Splish Splash Water Park, located 30.6km away, for family fun and adventure, or enjoy the adrenaline at Riverhead Raceway, located 29.0km from Southold.

Nightlife

In Southold, the Greenport Carousel offers a whimsical outdoor experience, just 6.4km away, while the Bay Street Theatre, located 12.9km away, enchants with its romantic and cultural performances. For a family-friendly cinematic experience, the Regal UA Hampton Bays, 16.4km away, provides delightful films for all ages.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Southold

To save money during your visit to Southold, plan your trip between January and March when accommodation prices are lower, especially on Tuesdays. Avoid weekends, particularly Saturdays, for the best rates. Use Expedia’s search tool to filter hotels by budget and location, and consider booking a package deal that combines flights, hotel, and activities for extra savings. Additionally, explore free local activities to enhance your experience without breaking the bank. Being strategic about your travel dates and utilising online tools can significantly reduce your overall expenses.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Southold are January to March, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Southold is Tuesday. The most expensive day to stay in Southold is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences, including your budget, preferred location, and the type of hotel you desire. For the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your Southold hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Southold

Southold is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway, offering a delightful blend of entertainment and cultural experiences. Visitors can explore beautiful beaches, serene urban parks, and intriguing history museums, ensuring a well-rounded holiday that caters to those who appreciate nature and history alike. Discover the charm of Southold while indulging in its outdoor activities and cultural attractions.

  • Harbes Family Farm: Experience the charm of rural life at Harbes Family Farm, where you can enjoy seasonal activities like fruit picking, hayrides, and exploring the picturesque fields. Perfect for families, it offers a delightful insight into farm life just 16.1km from Southold.
  • The Hamptons Beaches: Immerse yourself in the relaxed beach vibes at The Hamptons Beaches, located 19.3km away. With stunning sandy shores and inviting waters, it's an ideal spot for sunbathing, swimming, or enjoying a leisurely stroll along the coastline.
  • Railroad Museum of Long Island: Discover the rich history of rail transportation at the Railroad Museum of Long Island, just 6.4km from Southold. This cultural gem showcases fascinating exhibits and vintage trains, offering a unique glimpse into the region's railway heritage.

Best time to go to Southold

The best time to visit Southold can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Southold falls in August, when visitor numbers are moderately high and weather is mostly sunny with light rain. The coolest average temperature in Southold falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowSlightly Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighSlightly High
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighSlightly High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighSlightly High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyModerately LowAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowAverage

The nearest major airports for your trip to Southold

When visiting Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is approximately 64.4km away, with nearby hotels like Jake's 58 Casino Hotel, Holiday Inn Long Island-Islip Arpt East, and The Palms Hotel Fire Island, all offering shuttle services to the airport. Westhampton, NY (FOK-Francis S. Gabreski) is about 30.6km from Southold, featuring accommodation such as Baywatch Hotel & Marina and Aqua by American Beech, which also provide transportation to the airport. Alternatively, New Haven, CT (HVN-Tweed - New Haven Regional) is located around 45.1km away, with options like Omni New Haven Hotel at Yale and Courtyard New Haven at Yale, both accessible via hotel transfers.

Frequently asked questions

Where is the best place to stay in Southold?
The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers private balconies and a bar. Vine & Sand is another good option for your trip. See all available top hotels, or vacation rentals in Southold.
If I need to cancel my hotel reservation in Southold, will I receive a refund?
Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.
What's the best dog-friendly accommodation option in Southold?
White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.
What are some accommodation options with pools in Southold?
Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Sound View Greenport and Water's Edge Resort & Spa are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.
What's it like to stay in Southold?
Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 149 hotels and other accommodation options to choose from. Find out more about Southold.
What should I do while I'm visiting Southold?
The picturesque setting of Horton Lane Beach and McCabe's Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.
What's the best way to get around Southold?
To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.
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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