Southold New York Accommodations

Find hotels in Southold using the list and search tools below. Explore our guide for inexpensive and discount hotel/motel rates in or near Southold, NY for your personal leisure or group travel. We show the best Southold New York hotel/motel rooms. Review the Southold hotel list below to find the perfect lodging. We also have a map of the Southold hotels. Booking 5+ Rooms? Find Southold Group Hotel Discounts

The Southold center point is around 1 mile southeast of Horton Point Park and 8 miles northwest of Old Whalers Church.

Founded by Puritans in 1640, Southold, NY, is the oldest English town in New York. It was once part of the New Haven Colony, but it's now part of Suffolk County on the North Fork of Long Island. The Long Island Sound forms Southold's north shore, while rivers and bays shape the southern end of town. Southold encompasses several smaller communities known as hamlets and villages, plus Plum Island and Fishers Island. More from this guide...

Southold Hotels, Motels & Accommodations

Heron Suites : 61600 Main Rd. 61600 Main Rd., Southold, NY 11971 Call
  • 3 star property
  • 2 floors in hotel
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sound View Greenport in Greenport 58775 County Rd. 48, Greenport, NY 11944 Call ~2.74 miles northeast of Southold
  • Mid-scale Beach hotel
  • Hotel has 2 floors
From$119
Very Good 4.0 /5 Review Score Call BookMore Details
The Greenporter 326 Front St., Greenport, NY 11944 Call ~4.12 miles northeast of Southold
  • High-end Rural hotel
  • 2 meeting rooms in hotel
From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Harbor Front Inn - Greenport 209 Front St., Greenport, NY 11944 Call ~4.20 miles northeast of Southold
  • 3 star hotel
  • 3 floors in hotel
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Baron's Cove in Sag Harbor 31 West Water St., Sag Harbor, NY 11963 Call ~7.93 miles southeast of Southold
  • High-end Resort hotel
  • Check-in time: 4:00PM
From$199
Average 3.0 /5 Guest Reviews Call BookMore Details
Forever Bungalows 765 Rt 114, Sag Harbor, NY 11963 Call ~9.77 miles southeast of Southold
  • 3-star property
  • 14 sleeping rooms in hotel
From$125
Very Good 4.0 /5 Read Reviews Call BookMore Details
Topping Rose House 1 Bridgehampton Sag Harbor Tpke, Bridgehampton, NY 11932 Call ~10.97 miles southeast of Southold
  • Luxury 5 star Beach property
  • Hotel has 3 floors
From$175
Very Good 4.0 /5 Review Score Call BookMore Details
Room at the Beach 2668 Montauk Highway, Bridgehampton, NY 11932 Call ~11.05 miles southeast of Southold
  • 3-star property
From$90
Average 3.0 /5 Reviews Call BookMore Details
Capri 281 County Rd., Southampton, NY 11968 Call ~11.62 miles south of Southold
  • Mid-scale Resort property
  • 25 sleeping rooms in hotel
From$89
Poor 2.0 /5 Reviews Call BookMore Details
The Atlantic Southampton 1655 County Rd. 39, Southampton, NY 11968 Call ~11.78 miles south of Southold
  • Mid-scale Golf Course hotel
  • Check in: 4 pm
From$120
Average 3.0 /5 Read Reviews Call BookMore Details
Bentley Hotel Southampton in Southampton 161 Hills Station Rd., Southampton, NY 11968 Call ~11.96 miles south of Southold
  • Economical Highway hotel
  • Check in: 3:00
From$60
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Southampton Inn 91 Hill St., Southampton, NY 11968 Call ~12.55 miles south of Southold
  • Affordable Resort hotel
  • Check-in time: 4:00 PM
From$95
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aqua Beach Hotel : 15 Bay Ave. 15 Bay Ave., Aquebogue, NY 11931 Call ~12.73 miles southwest of Southold
  • 4 star hotel
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Ocean View Terrace Inn & Suites 285 East Montauk Highway, Hampton Bays, NY 11946 Call ~12.96 miles south of Southold
  • Low-priced Beach property
  • 3 suites in hotel
From$210
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Baker House 1650 181 Main St., East Hampton, NY 11937 Call ~14.32 miles southeast of Southold
  • 4-star hotel
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
The Maidstone Hotel 207 Main St., East Hampton, NY 11937 Call ~14.34 miles southeast of Southold
  • High-end Beach hotel
  • 2 floors in hotel
From$455
Average 3.0 /5 Latest Reviews Call BookMore Details
Water's Edge Resort & Spa : 1525 Boston Post Rd. 1525 Boston Post Rd., Westbrook, CT 06498 Call ~14.92 miles north of Southold
  • 3 star Beach hotel
  • 9 conference rooms in property
From$159
Very Good 4.0 /5 Read Reviews Call BookMore Details
Bayview Resort : 53 West Tiana Rd. 53 West Tiana Rd., Hampton Bays, NY 11946 Call ~15.06 miles southwest of Southold
  • Three Star Oceanfront property
  • 2 floors in property
From$175
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook - Old Saybrook 1750 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.19 miles north of Southold
  • Low priced Suburban hotel
  • Complimentary breakfast is offered
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex - Old Saybrook 1430 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.29 miles north of Southold
  • Two star Beach hotel
  • Check in time: 02:00 PM
From$58
Average 3.0 /5 Recent Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook : 37 Spencer Plain Rd. 37 Spencer Plain Rd., Old Saybrook, CT 06475 Call ~15.42 miles north of Southold
  • Two star Oceanfront hotel
  • Check in: 02:00 PM
From$60
Average 3.0 /5 Reviews Call BookMore Details
Journey East Hampton in East Hampton 490 Pantigo Rd., East Hampton, NY 11937 Call ~15.43 miles east of Southold
  • Four star Beach property
  • 14 suites in property
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Saybrook Point Resort & Marina 2 Bridge St., Old Saybrook, CT 06475 Call ~15.59 miles north of Southold
  • Mid-scale Riverfront property
  • Hotel has 81 rooms
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Hyatt Place Long Island East End - Riverhead 451 East Main St., Riverhead, NY 11901 Call ~15.65 miles southwest of Southold
  • 3 star property
  • 100 rooms in hotel
From$307
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Preston House & Hotel 428 East Main St., Riverhead, NY 11901 Call ~15.66 miles southwest of Southold
  • Affordable property
  • Check in: 15:00
From$90
Very Good 4.5 /5 Latest Reviews Call BookMore Details
The Roundtree Amagansett 273 Main St. Amagansett New Yor, New York, NY 11930 Call ~16.10 miles east of Southold
  • Affordable property
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Madison Beach Hotel 94 West Wharf Rd., Madison, CT 06443 Call ~17.03 miles northwest of Southold
  • 4 star Beach property
  • Hotel has an eco-friendly policy See policy
From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Riverhead - Long Island by IHG : 1707 Old Country Rd. 1707 Old Country Rd., Riverhead, NY 11901 Call ~17.29 miles southwest of Southold
  • 3-star Suburban hotel
  • Fitness + Health Center
From$99
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Quality Inn Old Saybrook Westbrook : 100 Essex Rd. 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~17.84 miles north of Southold
  • 3 star Suburban property
  • Check-in: 3:00pm
From$79
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Residence Inn by Marriott New York Long Island East End 2012 Old Country Rd., Riverhead, NY 11901 Call ~17.92 miles southwest of Southold
  • Affordable Suburban property
  • Fitness + Health Center
From$95
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Riverhead : 2038 Old Country Rd. 2038 Old Country Rd., Riverhead, NY 11901 Call ~18.07 miles southwest of Southold
  • Three Star Suburban hotel
  • 114 sleeping rooms in hotel
From$114
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Hotel Indigo Long Island - East End by IHG 1830 West Main St., Riverhead, NY 11901 Call ~18.29 miles southwest of Southold
  • Affordable Suburban hotel
  • Check-in time: 3:00PM
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Spark by Hilton Guilford : 300 Boston Post Rd. 300 Boston Post Rd., Guilford, CT 06437 Call ~19.47 miles northwest of Southold
  • Low Cost property
  • Free breakfast
From$60
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Tower Inn And Suites Of Guilford - Madison : 320 Boston Post Rd. 320 Boston Post Rd., Guilford, CT 06437 Call ~19.52 miles northwest of Southold
  • Cheap Highway property
  • 2 floors in property
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
The Grassmere Inn in Westhampton Beach 7 Beach Lane, Westhampton Beach, NY 11978 Call ~20.83 miles southwest of Southold
  • Affordable Beach hotel
  • Hotel has 19 rooms
From$45
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn And Spa At East Wind 5720 Route 25a, Wading River, NY 11792 Call ~21.97 miles west of Southold
  • High-end Suburban hotel
  • 10 suites in property
From$115
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford - Guilford 2300 Boston Post Rd., Guilford, CT 06437 Call ~22.54 miles northwest of Southold
  • Economy Rural hotel
  • Hotel has 2 floors
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa in Montauk 290 Old Montauk Highway, Montauk, NY 11954 Call ~22.91 miles east of Southold
  • 3 star Oceanfront hotel
  • Check-in time: 3:30
From$250
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aderi Hotel Niantic in Niantic 239 Flanders Rd., Niantic, CT 06357 Call ~23.04 miles northeast of Southold
  • Inexpensive Suburban hotel
  • Free comp. breakfast
From$55
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Americas Best Value Inn Niantic / East Lyme : 256 Flanders Rd. 256 Flanders Rd., Niantic, CT 06357 Call ~23.14 miles northeast of Southold
  • Low-priced property
  • Hotel has 46 rooms
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area in Niantic 265 Flanders Rd., Niantic, CT 06357 Call ~23.20 miles northeast of Southold
  • 3-star Suburban hotel
  • Check in time: 03:00
From$76
Average 3.0 /5 Review Score Call BookMore Details
Motel 6 Niantic, CT - New London - Niantic 269 Flanders Rd., Niantic, CT 06357 Call ~23.23 miles northeast of Southold
  • Cheap property
  • Check in time: 15:00
From$60
Average 3.5 /5 Recent Reviews Call BookMore Details
Sleep Inn & Suites Niantic North 5 King Arthur Dr., Niantic, CT 06357 Website Call ~23.24 miles northeast of Southold
  • Cheap Suburban hotel
  • 73 sleeping rooms in hotel
From$49
Average 3.5 /5 Read Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford 81 Leetes Island Rd., Branford, CT 06405 Call ~23.52 miles northwest of Southold
  • Economy Beach property
  • 2 floors in hotel
From$71
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Baymont by Wyndham Branford / New Haven - Branford 3 Business Park Dr., Branford, CT 06405 Call ~23.75 miles northwest of Southold
  • Cheap Suburban hotel
  • Fitness center on property
From$60
Average 3.0 /5 Review Score Call BookMore Details
American Inn 565 East Main St., Branford, CT 06405 Call ~23.86 miles northwest of Southold
  • Inexpensive Highway hotel
  • 40 rooms in hotel
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven : 375 East Main St. 375 East Main St., Branford, CT 06405 Call ~24.33 miles northwest of Southold
  • 2 star Downtown property
  • 2 suites in hotel
Inn at Ocean Avenue - New London 917 Ocean Ave., New London, CT 06320 Call ~24.39 miles northeast of Southold
  • Three Star property
From$225
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Motel 6 New Haven - Branford, CT - Branford 320 East Main St., Branford, CT 06405 Call ~24.45 miles northwest of Southold
  • Low priced Suburban property
  • 2 floors in hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven by IHG : 309 East Main St. 309 East Main St., Branford, CT 06405 Call ~24.46 miles northwest of Southold
  • Three Star Suburban property
  • Hotel has 2 meeting rooms
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details

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When Is the Best Time to Visit Southold, New York?

Southold's tourist season begins in May, increases throughout the summer months, and begins to decline in October. Temperatures on the island during this time start out in the 60s and then peak in the low 80s in July and August. Autumn temperatures are usually in the 70s, which is perfect for hiking nature trails, boating, and fishing. Expect hotel prices to be at their highest in the summer. If you're visiting the area on a budget, then consider staying in June or September, just before or after the price peak.

Where Are the Hotels With the Best Discounts Near Southold, NY?

There are many discounts available when booking a stay at the Residence Inn by Marriott New York Long Island East End. Located in Riverhead, the Residence Inn is an excellent choice for extended stay guests and groups on shorter stays as well. Each suite offers plenty of space with designated areas for cooking, dining, working, and resting. Plush beds and stylish décor make for a comfortable and pleasant experience. Enjoy all the comforts of home plus extras like free breakfast and indoor and outdoor pools.

As part of the Marriott hotel brand, the Residence Inn offers special rates to certain guests such as AAA/CAA members. In addition, discounts for seniors, military personnel, and government employees are available. Regular hotel rates at this location are higher on the weekends. Plan a weekday trip for a more affordable stay at the Residence Inn in Riverhead.

The Hilton Garden Inn Riverhead offers a lot of specials prices, too. Seniors with or without AARP membership can save here, as well as military families and AAA/CAA members. You'll find the best group discounts in June and October. When you save on your hotel room, you'll have more to spend on outings and activities on Long Island.

The Hilton Garden Inn is next to the Tanger Outlet Mall and minutes to local attractions. It's also surrounded by Riverhead's lush parks and scenic lakes. Relax around the outdoor stone fireplace or in the spa whirlpool on the hotel's pretty patio. Dine at the on-site restaurant that serves up delicious meals for breakfast and dinner. And get the best night's sleep in guest rooms that feature premium beds.

Which Hotels Near Southold, New York, Offer the Best Value?

You can't beat the value for the price you pay to stay at the Hotel Indigo Long Island - East End. At the Hotel Indigo, it feels like you're staying in a luxury hotel but without the luxury prices. The hotel has a fantastic location in the heart of the North Fork, close to world-class beaches, shopping, and more. The on-site bistro highlights the finest local cuisine paired with regional wines. Dine indoors or outside by the fireside and enjoy live entertainment on the weekends.

The Holiday Inn Express Hotel & Suites Long Island - East End offers quality accommodations and fantastic service. This pet-friendly and conveniently located hotel is new, modern, and clean. Free amenities add to the value of your guest room or suite. Swim in the heated indoor pool, work out at the 24-hour fitness center, and dine on a free breakfast any day of your stay. The Holiday Inn Express provides discounts to groups traveling to Riverhead together. March is usually the most deeply discounted month for groups.

If you're looking for an affordable waterfront stay, then the Hyatt Place Long Island East End is the best value for you. It's on the bay in Riverhead near the aquarium. Choose from a variety of guest rooms with or without a water view. Rooms with a view cost a little extra but are worth it as they add to the ambiance of your stay at the Hyatt Place. Every spacious accommodation has separate sleeping and living areas with a flat-screen TV, sofa sleeper, mini fridge, and modern amenities.

What Are the Top Things to Do Near Southold, NY?

The eastern end of Long Island is a mixture of natural beauty, interesting attractions, and luxury accommodations. From relaxed to active, there is something for every type of traveler to do here. Town beaches are the perfect place to unwind, as are the meandering nature trails through state park preserves. The Downs Farm Preserve is a top place to visit as it portrays a Native American fort site, scenic woodlands, and tidal wetlands.

If you're looking for more activity, then explore the Seaview Trails. Over 50 miles of bicycling trails travel around the North Fork of the island. Charter a boating or fishing excursion to get out on the water or go on a shoreline cruise that includes tours of historic lighthouses. No matter what you choose to do, take some time to learn about the fascinating history of the people of Long Island. Native American, early European settlers, mariners, craftsmen, and farmers all had a hand in shaping the island that you can enjoy today.

With so many choices, you're sure to find what you're looking for in Southold, New York. Whether you're looking for the top thing to do or the best place to stay, the North Fork of Long Island is sure to deliver. Consider visiting just outside the peak summer season for a more affordable stay, and as always, remember to check for any discounts when booking your trip.

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