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
  • 20 suites in property
From£58
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sound View Greenport : 58775 County Rd. 48 58775 County Rd. 48, Greenport, NY 11944 Call ~2.74 miles northeast of Southold
  • 3-star Beach property
  • Hotel has 2 floors
From£87
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Greenporter 326 Front St., Greenport, NY 11944 Call ~4.12 miles northeast of Southold
  • Four star Rural property
  • 2 conference rooms in property
From£92
Average 3.0 /5 Reviews Call BookMore Details
Harbor Front Inn - Greenport 209 Front St., Greenport, NY 11944 Call ~4.20 miles northeast of Southold
  • Mid-scale property
  • Hotel has 3 floors
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Baron's Cove 31 West Water St., Sag Harbor, NY 11963 Call ~7.93 miles southeast of Southold
  • 4-star Resort property
  • 2 suites in hotel
From£146
Average 3.0 /5 Review Score Call BookMore Details
Forever Bungalows in Sag Harbor 765 Rt 114, Sag Harbor, NY 11963 Call ~9.77 miles southeast of Southold
  • Three Star hotel
  • Has environment-friendly policy Read more
From£92
Very good 4.0 /5 Read Reviews Call BookMore Details
Topping Rose House - Bridgehampton 1 Bridgehampton Sag Harbor Tpke, Bridgehampton, NY 11932 Call ~10.97 miles southeast of Southold
  • Luxurious 5-star Beach property
  • Hotel has 3 floors
From£128
Very good 4.0 /5 Recent Reviews Call BookMore Details
Room at the Beach in Bridgehampton 2668 Montauk Highway, Bridgehampton, NY 11932 Call ~11.05 miles southeast of Southold
  • Three Star property
  • 10 rooms in property
From£66
Average 3.0 /5 Review Score Call BookMore Details
Capri : 281 County Rd. 281 County Rd., Southampton, NY 11968 Call ~11.62 miles south of Southold
  • 3-star Resort hotel
  • Check-in: 3:00
The Atlantic Southampton : 1655 County Rd. 39 1655 County Rd. 39, Southampton, NY 11968 Call ~11.78 miles south of Southold
  • 3-star Golf Course property
  • 4 suites in hotel
From£88
Average 3.0 /5 Latest Reviews Call BookMore Details
Bentley Hotel Southampton - Southampton 161 Hills Station Rd., Southampton, NY 11968 Call ~11.96 miles south of Southold
  • Low-priced Highway property
  • 40 rooms in property
From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Southampton Inn : 91 Hill St. 91 Hill St., Southampton, NY 11968 Call ~12.55 miles south of Southold
  • Midscale Resort property
  • 90 rooms in property
From£69
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aqua Beach Hotel - Aquebogue 15 Bay Ave., Aquebogue, NY 11931 Call ~12.74 miles southwest of Southold
  • High end hotel
  • Check in time: 4:00 PM
From£92
Average 3.0 /5 Latest Reviews Call BookMore Details
Ocean View Terrace Inn & Suites : 285 East Montauk Highway 285 East Montauk Highway, Hampton Bays, NY 11946 Call ~12.96 miles south of Southold
  • Two-star Beach property
From£154
Very good 4.0 /5 Review Score Call BookMore Details
The Baker House 1650 181 Main St., East Hampton, NY 11937 Call ~14.32 miles southeast of Southold
  • High-end property
From£55
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Maidstone Hotel in East Hampton 207 Main St., East Hampton, NY 11937 Call ~14.34 miles southeast of Southold
  • 4-star Beach property
  • Hotel has 7 suites
From£334
Average 3.0 /5 Hotel Reviews Call BookMore Details
Water's Edge Resort & Spa in Westbrook 1525 Boston Post Rd., Westbrook, CT 06498 Call ~14.92 miles north of Southold
  • Mid-scale Beach hotel
  • Check in: 4:00pm
From£117
Very good 4.0 /5 Recent 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
  • Fitness / Gym is on-site
From£128
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
  • Check in: 2:00pm
From£43
Very good 4.0 /5 Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex in Old Saybrook 1430 Boston Post Rd., Old Saybrook, CT 06475 Call ~15.29 miles north of Southold
  • Cheap Beach property
  • Complimentary breakfast is offered
From£42
Average 3.0 /5 Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook 37 Spencer Plain Rd., Old Saybrook, CT 06475 Call ~15.42 miles north of Southold
  • Inexpensive Oceanfront property
  • Free breakfast available
From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Journey East Hampton - East Hampton 490 Pantigo Rd., East Hampton, NY 11937 Call ~15.43 miles east of Southold
  • 4 star Beach property
  • Free breakfast
From£55
Average 3.0 /5 Guest Reviews Call BookMore Details
Saybrook Point Resort & Marina 2 Bridge St., Old Saybrook, CT 06475 Call ~15.59 miles north of Southold
  • Midscale Riverfront hotel
  • 6 suites in property
From£146
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Long Island East End : 451 East Main St. 451 East Main St., Riverhead, NY 11901 Call ~15.65 miles southwest of Southold
  • Mid-scale property
  • Free breakfast
From£225
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Preston House & Hotel 428 East Main St., Riverhead, NY 11901 Call ~15.66 miles southwest of Southold
  • Midscale property
From£66
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
  • Midscale hotel
  • 13 sleeping rooms in hotel
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Madison Beach Hotel in Madison 94 West Wharf Rd., Madison, CT 06443 Call ~17.03 miles northwest of Southold
  • Four star Beach hotel
  • Hotel has an eco-friendly policy Learn more
From£73
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Express & Suites Riverhead - Long Island by IHG 1707 Old Country Rd., Riverhead, NY 11901 Call ~17.29 miles southwest of Southold
  • 3 star Suburban hotel
  • 89 rooms in property
From£72
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn Old Saybrook Westbrook 100 Essex Rd., Old Saybrook, CT 06475 Website Call ~17.84 miles north of Southold
  • Midscale Suburban property
  • Access to gym on-site
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott New York Long Island East End in Riverhead 2012 Old Country Rd., Riverhead, NY 11901 Call ~17.92 miles southwest of Southold
  • 3 star Suburban property
  • 3 conference rooms in property
From£69
Average 3.0 /5 Review Score Call BookMore Details
Hilton Garden Inn Riverhead 2038 Old Country Rd., Riverhead, NY 11901 Call ~18.07 miles southwest of Southold
  • 3 star Suburban hotel
  • Hotel has 114 rooms
From£83
Very good 4.5 /5 Recent Reviews Call BookMore Details
Hotel Indigo Long Island - East End by IHG - Riverhead 1830 West Main St., Riverhead, NY 11901 Call ~18.29 miles southwest of Southold
  • Midscale Suburban hotel
  • Hotel has an eco-friendly policy See policy
From£73
Very good 4.0 /5 Read Reviews Call BookMore Details
Spark by Hilton Guilford in Guilford 300 Boston Post Rd., Guilford, CT 06437 Call ~19.47 miles northwest of Southold
  • Inexpensive property
  • 45 rooms in hotel
From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
Tower Inn And Suites Of Guilford - Madison 320 Boston Post Rd., Guilford, CT 06437 Call ~19.52 miles northwest of Southold
  • Two star Highway property
  • Hotel has an eco-friendly policy See policy
From£36
Average 3.0 /5 Read Reviews Call BookMore Details
The Grassmere Inn 7 Beach Lane, Westhampton Beach, NY 11978 Call ~20.83 miles southwest of Southold
  • Affordable Beach hotel
  • 3 floors in property
From£33
Very good 4.0 /5 Review Score Call BookMore Details
The Inn And Spa At East Wind : 5720 Route 25a 5720 Route 25a, Wading River, NY 11792 Call ~21.97 miles west of Southold
  • High end Suburban hotel
  • Hotel has 10 suites
From£84
Very good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford 2300 Boston Post Rd., Guilford, CT 06437 Call ~22.54 miles northwest of Southold
  • 2 star Rural property
  • 32 sleeping rooms in hotel
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Gurney's Montauk Resort & Seawater Spa - Montauk 290 Old Montauk Highway, Montauk, NY 11954 Call ~22.91 miles east of Southold
  • 3-star Oceanfront property
  • Fitness / Gym is on-site
From£184
Very good 4.0 /5 Review Score Call BookMore Details
Aderi Hotel Niantic - Niantic 239 Flanders Rd., Niantic, CT 06357 Call ~23.04 miles northeast of Southold
  • Economical Suburban hotel
  • Fitness center on property
From£40
Average 3.0 /5 Latest Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme 256 Flanders Rd., Niantic, CT 06357 Call ~23.14 miles northeast of Southold
  • Low-priced hotel
  • Check in time: 14:00
From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area 265 Flanders Rd., Niantic, CT 06357 Call ~23.20 miles northeast of Southold
  • Mid-scale Suburban hotel
  • Hotel has 3 floors
From£55
Average 3.0 /5 Latest Reviews Call BookMore Details
Motel 6 Niantic, CT - New London 269 Flanders Rd., Niantic, CT 06357 Call ~23.23 miles northeast of Southold
  • 2 star property
  • 96 rooms in property
From£44
Average 3.5 /5 Review Score Call BookMore Details
Sleep Inn & Suites Niantic North 5 King Arthur Dr., Niantic, CT 06357 Website Call ~23.24 miles northeast of Southold
  • Inexpensive Suburban hotel
  • Hotel has 3 floors
From£36
Average 3.5 /5 Recent Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford 81 Leetes Island Rd., Branford, CT 06405 Call ~23.52 miles northwest of Southold
  • 2 star Beach hotel
  • 5 suites in property
From£52
Average 3.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven in Branford 3 Business Park Dr., Branford, CT 06405 Call ~23.75 miles northwest of Southold
  • Economy Suburban property
  • Free breakfast available
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
American Inn in Branford 565 East Main St., Branford, CT 06405 Call ~23.86 miles northwest of Southold
  • Economy Highway hotel
  • 40 rooms in property
From£44
Very good 4.0 /5 Review Score Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven - Branford 375 East Main St., Branford, CT 06405 Call ~24.33 miles northwest of Southold
  • Cheap Downtown property
  • Hotel has 2 suites
Inn at Ocean Avenue : 917 Ocean Ave. 917 Ocean Ave., New London, CT 06320 Call ~24.39 miles northeast of Southold
  • Mid-scale hotel
From£165
Average 3.0 /5 Recent Reviews Call BookMore Details
Motel 6 New Haven - Branford, CT 320 East Main St., Branford, CT 06405 Call ~24.45 miles northwest of Southold
  • Inexpensive Suburban hotel
  • Hotel has 2 floors
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Branford New Haven by IHG 309 East Main St., Branford, CT 06405 Call ~24.46 miles northwest of Southold
  • Mid-scale Suburban property
  • Hotel has 96 rooms
From£65
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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