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Southold Hotels

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Top 10 trending Southold hotels

The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (214)
"Great quick stay"
The price is €260
includes taxes & fees
14 Oct - 15 Oct
The Shoals Suites and Slips
Hampton Bays Hotel on Main
2.0 star property
7.0 out of 10, Good, (64)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main
Saybrook Point Resort & Marina
3.5 star property
9.4 out of 10, Exceptional, (1011)
"Great place!! "
The price is €277
includes taxes & fees
9 Nov - 10 Nov
Saybrook Point Resort & Marina
The Atlantic Hotel
2.5 star property
7.2 out of 10, Good, (953)
"Love the area love the room size clean parking was perfect "
The Atlantic Hotel
Pier Blue Inn Old Saybrook - Essex
2.0 star property
7.8 out of 10, Good, (1013)
"Staff was incredibly communicative, kind, and patient. Definitely recommend and we would stay again!"
The price is €79
includes taxes & fees
14 Oct - 15 Oct
Pier Blue Inn Old Saybrook - Essex
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (669)
"Love this place "
The price is €279
includes taxes & fees
17 Oct - 18 Oct
The Hampton Maid
Ocean Vista Resort
2.5 star property
9.0 out of 10, Wonderful, (196)
"Such a beautiful place to stay. Pam at the front was so nice and welcoming. The room was clean it was quiet and everyone was friendly. Love that it has a private beach! Would 10/10 recommend it and deff will be going back."
Ocean Vista Resort
Water's Edge Resort & Spa
3.5 star property
8.8 out of 10, Excellent, (1007)
"clean and quiet property, great views, amazing staff"
The price is €232
includes taxes & fees
19 Oct - 20 Oct
Water's Edge Resort & Spa
Zey Hotel
3.5 star property
9.2 out of 10, Wonderful, (278)
"Clean and quiet right on a main street with plenty of shopping and dining. Very close to the vineyards. Great stay."
Zey Hotel
Greenview Inn Riverhead
2.0 star property
7.4 out of 10, Good, (748)
"Really clean and new!"
Greenview Inn Riverhead
The Harbor Front Inn
3.5 star property
8.8 out of 10, Excellent, (522)
"Great location ,beautiful hotel,nice staff"
The price is €205
includes taxes & fees
2 Nov - 3 Nov
The Harbor Front Inn
Quality Inn Old Saybrook - Westbrook
2.5 star property
7.6 out of 10, Good, (1009)
"We have stayed there before so have been pleased with it."
The price is €93
includes taxes & fees
2 Nov - 3 Nov
Quality Inn Old Saybrook - Westbrook
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (317)
"A great Hampton location that's less than a thirty minutes drive from Coopers Beach and South Hampton main street."
The price is €124
includes taxes & fees
14 Oct - 15 Oct
Hampton's Vacation Inn
The Preston House & Hotel
3.5 star property
9.8 out of 10, Exceptional, (365)
"Everything about the Preston House was great the staff are amazing and they were so helpful throughout the booking and stay! "
The price is €223
includes taxes & fees
2 Nov - 3 Nov
The Preston House & Hotel
Greenporter Hotel
2.0 star property
9.2 out of 10, Wonderful, (265)
"Staff was amazing and this hotel is in the perfect location "
Greenporter Hotel
Madison Beach Hotel
4.0 star property
9.4 out of 10, Exceptional, (322)
"the staff was exceptional and our dinner was very good"
The price is €299
includes taxes & fees
4 Nov - 5 Nov
Madison Beach Hotel
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
2.5 star property
8.6 out of 10, Excellent, (1004)
"Excellent facility and staff. Room was spacious and extremely clean. Look forward to staying here every trip to Long Island!"
The price is €145
includes taxes & fees
29 Oct - 30 Oct
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Hilton Garden Inn Riverhead
3.0 star property
8.6 out of 10, Excellent, (1003)
"Great atmosphere. Friendly service. Great room. A pleasure to stay here!"
The price is €152
includes taxes & fees
27 Oct - 28 Oct
Hilton Garden Inn Riverhead
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (452)
"Staff was fantastic, room was always clean and the area was perfect! "
The price is €161
includes taxes & fees
14 Oct - 15 Oct
Bayview Resort
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (428)
"Great Staff"
The price is €119
includes taxes & fees
2 Nov - 3 Nov
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

Come to Southold and enjoy its wineries, island views and beaches.

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 with soft sands and crystal-clear waters, perfect for relaxation and seaside activities.
  • Cultural Exploration: Discover local history through nearby museums and cultural attractions that enrich your visit.
  • Outdoor Adventures: Enjoy a range of outdoor activities, from hiking to water sports, set against picturesque landscapes.
  • Romantic Getaways: The charming atmosphere makes it an ideal destination for couples seeking a romantic escape.
  • Diverse Accommodation: Choose from various lodging options, including family-friendly hotels and unique agritourism stays.

Find great hotels near Southold

Discover a delightful range of accommodation options in Southold, New York, perfect for every traveller. From charming agritourism properties to comfortable hotels, there’s something to suit your needs. Enjoy a pet-friendly atmosphere, family-friendly experiences, and thrilling adventures, all while being close to the picturesque surroundings. Whether you’re considering Abba Hotels, AC Hotels, or accommodations at Silver Sands and Cutchogue, Southold offers a memorable stay for your vacation.

  • Sound View Greenport: Nestled a mere 4.8km from Southold, Sound View Greenport is a charming 3.5-star hotel that invites guests to immerse themselves in a beach-themed vacation experience. Its prime location allows for direct access to the sandy shores, making it perfect for beach lovers. The hotel caters to business travellers with essential amenities such as conference space and meeting rooms. Additionally, it's pet-friendly, welcoming both dogs and cats, and features a pet policy that ensures a comfortable stay for your fur companions. Whether you’re here for leisure or business, the Sound View Greenport offers a delightful mix of relaxation and functionality.
  • Sag Harbor Inn: Situated 12.9km from Southold, Sag Harbor Inn is an elegant 3.5-star lodging option tailored for business-minded guests. This hotel provides essential amenities, including a dedicated meeting room, ensuring a productive stay for professionals. Its serene surroundings and proximity to the charming village of Sag Harbor make it a great choice for those seeking a balance of work and leisure. Guests appreciate the inviting atmosphere and the opportunity to explore local attractions after a day of meetings, making Sag Harbor Inn an ideal base for your business getaway in the area.
  • The Harbor Front Inn: Located 6.4km from Southold, The Harbor Front Inn is a delightful 3.5-star hotel that combines business amenities with a pet-friendly environment. This establishment is well-suited for those travelling with dogs, offering comfortable in-room accommodations for pets. With facilities designed for business guests, including meeting spaces, it strikes a perfect balance between work and leisure. Guests enjoy the convenient waterfront location, providing stunning views and easy access to local attractions. The Harbour Front Inn ensures a warm and inviting atmosphere for both you and your beloved pets during your stay.

Where to stay near Southold

Southold, New York, offers a delightful blend of outdoor adventures and romantic getaways, perfect for a memorable holiday. With its charming beachfront properties and family-friendly atmosphere, you can bask in sunny weather while exploring the scenic coastline. Nearby attractions provide opportunities for excursions steeped in history and luxury, ensuring a diverse travel experience that caters to all types of visitors. Southold truly embodies the essence of a quintessential beach getaway.

  • Hamptons: Located a mere 16.1km from Southold, the Hamptons is renowned for its stunning beaches and vibrant outdoor activities, making it a popular destination for those seeking a romantic getaway. This picturesque region experiences a seasonal influx of visitors, particularly from June to August, drawn by its pristine shores, golf courses, and lively music concerts. While the summer months are bustling, the winter offers a quieter, yet equally charming atmosphere, perfect for a peaceful retreat. Highlights include the scenic beach landscapes and family-friendly parks, ensuring a memorable experience for all visitors.
  • Greenport: Just 6.4km away from Southold, Greenport is a delightful city that captures the essence of coastal charm. This destination also experiences a seasonal flow of tourists, peaking in the summer months, with an array of outdoor activities and romantic spots to explore. Visitors can enjoy local golf courses, music events, and relaxing resorts. The proximity to beautiful beaches and family-friendly venues makes Greenport an ideal spot for families and couples alike. Be sure to explore the quaint downtown area, filled with unique shops and dining options that reflect the local culture.
  • Sag Harbor: Situated 12.9km from Southold, Sag Harbor boasts a rich maritime history and a vibrant arts scene. The city attracts visitors throughout the year, with a peak during the summer season, offering a mix of outdoor adventures and beach relaxation. Popular activities include golfing and skiing, catering to diverse interests. Local highlights comprise stunning beaches, inviting parks, and charming streets lined with galleries and boutiques, perfect for leisurely strolls. Sag Harbor's unique blend of natural beauty and cultural experiences makes it a captivating destination for any traveller.

Things to do near Southold

Southold offers a delightful blend of outdoor and romantic activities, making it an ideal destination for a memorable vacation. Visitors can enjoy recreational areas, partake in skiing adventures, and attend lively music concerts, ensuring a fun-filled experience for all. Whether you seek relaxation or entertainment, Southold has something to cater to every taste.

Shopping

For a delightful shopping experience in Southold, visit the Greenport Farmers' Market, located 6.4km away, offering a lively atmosphere. The Style Bar and Love Lane, both 12.9km away, feature charming shops with a family-friendly vibe, perfect for picking up gifts and souvenirs.

Recreation

Explore Goldsmith's Inlet Park for serene walks amidst nature, perfect for relaxation and wellness. Enjoy the outdoor sports atmosphere at Noyac Golf Club, where you can play a round of golf. For family fun, try mini-golf at Shelter Island Whale's Tail, combining adventure with leisure.

Adventure

Experience the thrills of Splish Splash Water Park, located 30.6km from Southold, where family fun and exciting water attractions await. Alternatively, enjoy the adrenaline rush at Riverhead Raceway, 29.0km away, featuring exhilarating motor racing events. For a scenic hike, explore the Walking Dunes Trailhead, 33.8km from Southold.

Nightlife

Experience the enchanting nightlife in Southold by visiting the Greenport Carousel, with its delightful outdoor vibes just 6.4km away. For a touch of culture and romance, the Bay Street Theatre, 12.9km distant, offers captivating performances. Alternatively, catch a film at Regal UA Hampton Bays, located 16.4km away.

*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 on your trip to Southold, consider visiting between January and March when accommodation prices are lower. Tuesdays are the best days for cheaper stays, while Saturdays tend to be pricier. Use Expedia to refine your search and filter for affordable hotels. Look for package deals that combine flights and hotel bookings for added savings. Additionally, take advantage of free local activities and explore the area on foot to keep transport costs down.

  • 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 the search tool on Expedia to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To uncover the most competitive prices and offers, arrange the price filter from low to high.
  • Consider bundling your trip: You can potentially save money by combining your Southold hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Southold

Southold, a charming destination perfect for outdoor and romantic getaways, offers a delightful blend of attractions. Visitors can enjoy its beautiful beaches, explore the local urban park, and delve into history at the nearby museums. This picturesque locale provides plenty of opportunities for cultural exploration, outdoor activities, and beachside relaxation, making it an ideal spot for holidaymakers seeking both adventure and tranquillity.

  • 67 Steps Beach: Located 8.0km from Southold, this charming beach offers a serene escape with its charming 'beach vibes.' The unique 67 steps lead you down to a picturesque shoreline, perfect for sunbathing and enjoying the sound of the waves.
  • Railroad Museum of Long Island: Situated 6.4km away, this museum immerses you in the rich culture of railway history. Explore fascinating exhibits and vintage trains, providing a glimpse into the region's transportation heritage.
  • Sag Harbor Marine Park: About 12.9km from Southold, this marina boasts outdoor adventure opportunities amid stunning scenery. Engage in beach activities, kayaking, or simply relax while soaking up the vibrant coastal atmosphere.

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 travelling to Southold, New York, you have several airport options. Islip, NY (ISP-MacArthur) is located 64.4km away, with nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 45.1km away, offering the 4-star Blake Hotel, Graduate by Hilton New Haven, and Omni New Haven Hotel at Yale, all 4.8km from the airport. Additionally, East Hampton, NY (HTO) is just 19.3km away, featuring the 5-star Mill House Inn and the 4.5-star Topping Rose House, both within 4.8km of the airport.

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 a restaurant and private balconies. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.
What are some of the best holiday rentals that Southold has to offer?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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?
Quality Inn Old Saybrook - Westbrook: Provides buffet, an indoor pool and free self parking. Sound View Greenport and The Atlantic Hotel 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 155 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 McCabe's Beach and Horton Lane 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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