The best deals on hotels when visiting Southold in New York.

From game day to getaway, save even more on every hotel stay.

Save up to 70% when booking as a group. Select 9+ rooms to get started.

Top 24 Hotels In Southold, New York 11939

The Shoals Suites&Slips

61600 Main Rd Southold, NY

Unwind at The Shoals Suites&Slips near Southold, where quality rooms create a welcoming retreat, with inviting rates starting at a budget-friendly $296.99. Relax in accommodations that cater to your every need, featuring enhanced amenities for a truly luxurious stay.

From The Shoals Suites&Slips, a quick drive delivers guests into downtown Southold, where the city’s most vibrant spots are just minutes away. Discover the best of Southold with a hotel that delivers luxury at an incredible value—secure now!

  Call (855) 236-8982 to book with an agent.
  2.4 miles from Southold, NY 11939

Starting at

$296.99

per night

Read Reviews View Amenities View All Rooms

Sound View Greenport

58775 County Rd. 48 Greenport, NY

Find a refined experience at Sound View Greenport on your trip to Southold, where quality accommodations create luxury and relaxation, with rates starting from $749.00. Enjoy the sophistication of rooms that are designed to provide an unparalleled level of luxury and comfort.

From Sound View Greenport, guests can enjoy a quick drive into downtown Southold, offering easy access to the city’s most iconic spots. Experience a Southold retreat that pairs elegance with exceptional service—reserve now!

  Call (855) 239-4019 to book with an agent.
  3.8 miles from Southold, NY 11939

Starting at

$749.00

per night

Read Reviews View Amenities View All Rooms

The Chequit

23 Grand Ave Shelter Island Heights, NY

Relax in the warm ambiance of The Chequit when traveling to Southold, where inviting rooms offer quality, with nightly rates beginning at $316.99. Enjoy a stay that exceeds expectations, with rooms that offer a higher level of amenities and comfort at an affordable price.

The Chequit is ideally nestled for those who prefer a quieter stay with the convenience of being just a short drive from downtown Southold. Relax in Southold with a hotel that makes every moment special—reserve your stay now!

  Call (855) 233-7850 to book with an agent.
  4.3 miles from Southold, NY 11939

Starting at

$316.99

per night

Read Reviews View Amenities View All Rooms

The Harbor Front Inn

209 Front St Greenport, NY

Embrace a warm ambiance at The Harbor Front Inn as you explore Southold, where inviting rooms provide comfort, with budget-friendly nightly rates beginning at $455.99. Relax in accommodations that blend sophistication with comfort, offering amenities that cater to your every need.

From The Harbor Front Inn, a brief drive brings guests right into the lively downtown area of Southold, making it simple to explore the city’s best offerings. Choose a hotel in Southold that promises a blend of style, comfort, and great value—reserve now!

  Call (855) 239-5277 to book with an agent.
  5.0 miles from Southold, NY 11939

Starting at

$455.99

per night

Read Reviews View Amenities View All Rooms

Sag Harbor Inn

45 West Water Street Sag Harbor, NY

With elevated surroundings, Sag Harbor Inn near Southold offers serene rooms crafted for relaxation, with budget-friendly rates starting at $229.99. Experience a stay enhanced by luxurious amenities and personalized service, setting the standard for excellence.

The peaceful surroundings at Sag Harbor Inn provide a quiet retreat, while downtown Southold remains within reach for easy city access. Stay comfortably in Southold with a hotel that elevates your entire experience—lock in today!

  Call (855) 239-5277 to book with an agent.
  6.8 miles from Southold, NY 11939

Starting at

$229.99

per night

Read Reviews View Amenities View All Rooms

Barons Cove

31 West Water Street Sag Harbor, NY

With sophisticated decor, Barons Cove near Southold offers luxurious rooms designed for relaxation, with rates starting at an accessible $242.99. Relax in the lap of luxury, where rooms are designed to provide a lavish and invigorating experience.

Guests at Barons Cove will appreciate the peaceful atmosphere, while downtown Southold remains accessible by car for all their city adventures. Step into a Southold escape where your comfort is always the top priority—book today!

  Call (855) 236-8982 to book with an agent.
  6.8 miles from Southold, NY 11939

Starting at

$242.99

per night

Read Reviews View Amenities View All Rooms

Topping Rose House

One Bridgehampton Sag Harbor Turnpike Bridgehampton, NY

Explore the art of luxury at Topping Rose House on your visit to Southold, where exclusive surroundings promise tranquility, with rates starting from $412.00. Experience the ultimate in sophisticated living in rooms that blend architectural elegance with contemporary luxuries.

From Topping Rose House, guests can easily drive into downtown Southold, where they can explore the city’s attractions before returning to a quiet stay. Escape to the splendor of Southold with accommodations designed for the discerning traveler—lock in today!

  Call (855) 233-0132 to book with an agent.
  9.5 miles from Southold, NY 11939

Starting at

$412.00

per night

Read Reviews View Amenities View All Rooms

The Atlantic Hotel

1655 County Rd. 39 Southampton, NY

With affordable rooms from $152.99, The Atlantic Hotel is ideal for travelers visiting Southold, creating a warm and welcoming atmosphere perfect for relaxation. Find a perfect blend of affordability and comfort in rooms that offer more amenities for a relaxing and enjoyable stay.

Experience a relaxing stay at The Atlantic Hotel, where peaceful surroundings offer rest and downtown Southold is just a drive away. Enjoy your time in Southold with a hotel that’s both practical and inviting—reserve your room now!

  Call (855) 234-5074 to book with an agent.
  10.4 miles from Southold, NY 11939

Starting at

$152.99

per night

Read Reviews View Amenities View All Rooms

The Bentley Hotel Southampton

161 Hills Station Rd Southampton, NY

Guests traveling to Southold will find The Bentley Hotel Southampton a budget-friendly choice, with comfortable rooms starting at $206.99, creating a warm and relaxing environment. Stay in a room that offers dependable comfort, with practical amenities that make your visit both enjoyable and economical.

Guests staying at The Bentley Hotel Southampton will appreciate the peaceful environment, with downtown Southold remaining within reach for city adventures. Stay relaxed and enjoy added comfort on your Southold trip—book your room today!

  Call (855) 235-6136 to book with an agent.
  10.6 miles from Southold, NY 11939

Starting at

$206.99

per night

Read Reviews View Amenities View All Rooms

Sea Haven Resort Motel

52 Longview Road Southampton, NY

At Sea Haven Resort Motel, travelers to Southold can enjoy easygoing, affordable rooms with rates beginning at $117.99, creating a welcoming and relaxing environment. Relax in a setting that offers basic comforts without compromising on quality, ensuring a pleasant and economical stay.

For a peaceful retreat, Sea Haven Resort Motel offers a quiet environment, with the added bonus of downtown Southold being within a short drive. Enjoy Southold to the fullest with budget-friendly, inviting hotel rooms—book today!

  Call (855) 234-2997 to book with an agent.
  10.7 miles from Southold, NY 11939

Starting at

$117.99

per night

Read Reviews View Amenities View All Rooms

Southampton Inn

91 Hill Street Southampton, NY

Stay affordably at Southampton Inn on your trip to Southold, where inviting rooms create a restful retreat, with budget-friendly rates beginning at $205.00. Appreciate the safety and security of Hampton’s 24-hour front desk service, providing peace of mind throughout your stay.

At Southampton Inn, guests can unwind in a calm environment while keeping downtown Southold within easy reach for a day of adventure. Plan your Southold travels with a hotel that complements your adventure—secure your room now!

  Call (855) 233-7850 to book with an agent.
  11.0 miles from Southold, NY 11939

Starting at

$205.00

per night

Read Reviews View Amenities View All Rooms

Canoe Place Inn&Cottages

239 East Montauk Hwy Hampton Bays, NY

Embrace a refined experience at Canoe Place Inn&Cottages near Southold, where inviting accommodations create a peaceful retreat, with rates beginning at $465.99. Find a luxurious base for your travels, with rooms that offer both elegance and functionality, equipped with modern conveniences.

Guests staying at Canoe Place Inn&Cottages will love the quiet atmosphere, with downtown Southold still accessible by car for all their sightseeing needs. Experience Southold with accommodations that turn your stay into a five-star escape—lock in your room today!

  Call (855) 233-7850 to book with an agent.
  11.8 miles from Southold, NY 11939

Starting at

$465.99

per night

Read Reviews View Amenities View All Rooms

The Maidstone

207 Main Street East Hampton, NY

Enjoy a peaceful environment at The Maidstone as you visit Southold, where refined rooms offer tranquility, with inviting rates starting at an affordable $593.75. Relax in a setting that defines luxury, with rooms offering panoramic views, exquisite furnishings, and personalized service.

Guests at The Maidstone will appreciate the quiet atmosphere, with the convenience of downtown Southold just a drive away. Enjoy your Southold travels with a hotel that crafts a flawless experience—reserve now!

  Call (855) 234-2997 to book with an agent.
  13.2 miles from Southold, NY 11939

Starting at

$593.75

per night

Read Reviews View Amenities View All Rooms

Journey East Hampton

490 Pantigo Road East Hampton, NY

Travelers to Southold will find relaxation at Journey East Hampton, where luxurious accommodations provide comfort, with budget-friendly rates beginning at $294.99. Relax in rooms that offer a sanctuary of sophistication and comfort, with meticulously chosen decor and top-of-the-line amenities.

Guests can enjoy peaceful surroundings at Journey East Hampton, with downtown Southold still a convenient drive away for sightseeing. Choose a hotel in Southold that redefines what it means to have a perfect stay—book today!

  Call (855) 235-6136 to book with an agent.
  14.4 miles from Southold, NY 11939

Starting at

$294.99

per night

Read Reviews View Amenities View All Rooms

The Reform Club

23 Windmill Ln Amagansett, NY

With rooms starting at $1,092.99, The Reform Club provides affordable comfort for guests visiting Southold, creating a warm-hearted, inviting space ideal for relaxation and rest. Stay in accommodations that provide a reliable base for your travels, offering essential comforts at a reasonable cost.

At The Reform Club, guests can enjoy the quiet atmosphere while keeping downtown Southold within easy reach for a day of sightseeing. Lock in enhanced comfort for your Southold adventure—reserve your hotel now!

  Call (855) 236-8982 to book with an agent.
  15.0 miles from Southold, NY 11939

Starting at

$1,092.99

per night

Read Reviews View Amenities View All Rooms

Hyatt Place Long Island East End

451 East Main Street Riverhead, NY

Stay at Hyatt Place Long Island East End on your trip to Southold, where inviting accommodations create a easygoing experience, with nightly rates beginning from just $222.00. Experience the spacious comfort of Hyatt Place rooms, meticulously designed with separate zones for sleeping, working, and relaxing.

From Hyatt Place Long Island East End, a simple drive brings guests into downtown Southold, where they can explore the city’s attractions and return to the calm of the hotel. Discover how relaxing Southold can be with a hotel that ensures your happiness—secure now!

  Call (855) 234-7135 to book with an agent.
  15.1 miles from Southold, NY 11939

Starting at

$222.00

per night

Read Reviews View Amenities View All Rooms

The Preston House & Hotel

428 East Main Street Riverhead, NY

With a touch of elegance, The Preston House & Hotel welcomes visitors to Southold, offering pleasant accommodations at affordable nightly rates, beginning at $495.99. Relax in sophisticated settings where each detail is crafted to enhance your stay, from plush linens to premium toiletries.

For a restful stay, The Preston House & Hotel offers serene surroundings with downtown Southold still close enough for easy access. Step into a Southold hotel where guest satisfaction is always top of mind—secure your room now!

  Call (855) 234-2997 to book with an agent.
  15.1 miles from Southold, NY 11939

Starting at

$495.99

per night

Read Reviews View Amenities View All Rooms

The Roundtree Amagansett

273 Main Street Amagansett, NY

Indulge in an elegant experience at The Roundtree Amagansett as you journey to Southold, where refined accommodations promise comfort and grace, with rates beginning at $695.99. Relax in a haven of elegance and luxury, where rooms are designed to provide an escape from the everyday into a world of comfort.

For those looking to unwind, The Roundtree Amagansett provides a restful retreat while keeping downtown Southold close enough for exploration. Enjoy the magic of Southold with accommodations that promise the ultimate in relaxation—secure now!

  Call (855) 233-0132 to book with an agent.
  15.2 miles from Southold, NY 11939

Starting at

$695.99

per night

Read Reviews View Amenities View All Rooms

Budget Host East End Hotel in Riverhead

30 Lake Avenue Riverhead, NY

With rooms from $97.99, Budget Host East End Hotel in Riverhead provides serene, budget-conscious comfort for travelers bound for Southold, creating a clean and welcoming environment. Relax in accommodations that offer essential amenities and a welcoming environment, making your stay both pleasant and affordable.

Guests seeking tranquility can find it at Budget Host East End Hotel in Riverhead, with downtown Southold still close enough for a day of city adventures. Plan your Southold getaway with ease and value-driven comfort—book today!

  Call (855) 234-2997 to book with an agent.
  15.6 miles from Southold, NY 11939

Starting at

$97.99

per night

Read Reviews View Amenities View All Rooms

Lamplighter Motel Clinton Connecticut

231 East Main Street Clinton, CT

With budget-friendly rooms from $75.00, Lamplighter Motel Clinton Connecticut is ideal for travelers visiting Southold, creating a warm and inviting environment for relaxation. Enjoy a stay that prioritizes basic comfort and cleanliness, with rooms equipped for a pleasant and undisturbed visit.

Unwind in the peaceful environment at Lamplighter Motel Clinton Connecticut, with downtown Southold remaining close enough for a day of adventure. Enjoy the best of Southold with a hotel that puts your comfort first—lock in your room now!

  Call (855) 235-6136 to book with an agent.
  16.4 miles from Southold, NY 11939

Starting at

$75.00

per night

Read Reviews View Amenities View All Rooms

Waters Edge Resort & Spa

1525 Boston Post Road Westbrook, CT

Explore a refined retreat at Waters Edge Resort & Spa as you explore Southold, where inviting rooms provide a peaceful escape, with nightly rates beginning at just $277.99. Experience a relaxing retreat in rooms that blend luxury with practical amenities, designed to make your stay unforgettable.

Guests at Waters Edge Resort & Spa can relax in a peaceful atmosphere, with downtown Southold just a short drive away for city exploration. Step into a Southold hotel that transforms comfort into a luxurious experience—secure your room now!

  Call (855) 239-4019 to book with an agent.
  16.5 miles from Southold, NY 11939

Starting at

$277.99

per night

Read Reviews View Amenities View All Rooms

Econo Lodge Inn & Suites Old Saybrook Westbrook

1750 Boston Post Rd Old Saybrook, CT

With rooms starting at $89.48, Econo Lodge Inn & Suites Old Saybrook Westbrook provides affordable accommodations for travelers bound for Southold, creating a warm and welcoming atmosphere for relaxation. Rely on Econo Lodge for consistent and comfortable accommodations, backed by a commitment to guest satisfaction.

Guests at Econo Lodge Inn & Suites Old Saybrook Westbrook can enjoy a calm retreat, with downtown Southold still close enough for a day of city exploration. Book a welcoming, budget-savvy hotel for your Southold travels—secure now!

  Call (855) 239-5277 to book with an agent.
  16.7 miles from Southold, NY 11939

Starting at

$89.48

per night

Read Reviews View Amenities View All Rooms

Pier Blue Inn Old Saybrook Essex

1430 Boston Post Rd Old Saybrook, CT

Guests visiting Southold can relax in budget-conscious comfort at Pier Blue Inn Old Saybrook Essex, where rooms start at $135.99, creating a clean and inviting space for unwinding. Relax in accommodations that provide standard amenities, offering a comfortable environment at a great price.

Enjoy the peace and quiet at Pier Blue Inn Old Saybrook Essex, where downtown Southold is just a smooth drive away, allowing for easy access to the city's top attractions. Make your Southold trip enjoyable and cost-effective—reserve your hotel room now!

  Call (855) 235-6136 to book with an agent.
  16.8 miles from Southold, NY 11939

Starting at

$135.99

per night

Read Reviews View Amenities View All Rooms

Holiday Inn Express Hotel & Suites Long Island East End an IHG Hotel

1707 Old Country Rd Riverhead, NY

With rates from $209.00, Holiday Inn Express Hotel & Suites Long Island East End an IHG Hotel provides intimate-feeling comfort for guests traveling to Southold, creating a warm and welcoming environment ideal for rest. Stay entertained with Holiday Inn Express's game room, featuring billiards, video games, and more for guest enjoyment.

Relax at Holiday Inn Express Hotel & Suites Long Island East End an IHG Hotel in a peaceful setting, knowing downtown Southold is within easy reach by car for city adventures. Enjoy your Southold journey with a hotel that keeps you comfy and on budget—reserve today!

  Call (855) 239-4019 to book with an agent.
  16.9 miles from Southold, NY 11939

Starting at

$209.00

per night

Read Reviews View Amenities View All Rooms