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
+1-888-389-4121
61600 Main Rd., Southold, NY 11971 +1-888-389-4121
  • 3-star property
  • 20 suites in property
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sound View Greenport
+1-888-675-2083
58775 County Rd. 48, Greenport, NY 11944 +1-888-675-2083 ~2.75 miles northeast of Southold
  • Midscale Beach hotel
  • 2 floors in property
From$119
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Greenporter - Greenport
+1-800-716-8490
326 Front St., Greenport, NY 11944 +1-800-716-8490 ~4.12 miles northeast of Southold
  • Four star Rural hotel
  • 2 floors in hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Harborfront Inn at Greenport in Greenport
+1-800-805-5223
209 Front St., Greenport, NY 11944 +1-800-805-5223 ~4.20 miles northeast of Southold
  • Three Star hotel
  • Hotel has 39 rooms
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Baron's Cove
+1-888-965-1860
31 West Water St., Sag Harbor, NY 11963 +1-888-965-1860 ~7.94 miles southeast of Southold
  • High end Resort hotel
  • Hotel has 67 rooms
From$199
Average 3.0 /5 Guest Reviews Call BookMore Details
Forever Bungalows
+1-888-788-5576
765 Rt 114, Sag Harbor, NY 11963 +1-888-788-5576 ~9.78 miles southeast of Southold
  • 3-star hotel
  • 14 sleeping rooms in hotel
From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Topping Rose House
+1-888-897-9207
1 Bridgehampton Sag Harbor Tpke, Bridgehampton, NY 11932 +1-888-897-9207 ~10.99 miles southeast of Southold
  • Luxurious 5-star Beach property
  • 22 sleeping rooms in hotel
From$175
Very Good 4.0 /5 Reviews Call BookMore Details
Room at the Beach in Bridgehampton
+1-888-311-4278
2668 Montauk Highway, Bridgehampton, NY 11932 +1-888-311-4278 ~11.07 miles southeast of Southold
  • Mid-scale hotel
  • 10 rooms in property
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Capri - Southampton
+1-888-469-4795
281 County Rd., Southampton, NY 11968 +1-888-469-4795 ~11.64 miles south of Southold
  • Mid-scale Resort property
  • Free complimentary breakfast
The Atlantic Southampton : 1655 County Rd. 39
+1-888-734-9421
1655 County Rd. 39, Southampton, NY 11968 +1-888-734-9421 ~11.79 miles south of Southold
  • Midscale Golf Course property
  • Hotel has 4 suites
From$120
Average 3.0 /5 Reviews Call BookMore Details
The Bentley Southampton in Southampton
+1-888-841-5292
161 Hills Station Rd., Southampton, NY 11968 +1-888-841-5292 ~11.97 miles south of Southold
  • Low Cost Highway property
  • 2 floors in hotel
Southampton Inn
+1-888-455-5160
91 Hill St., Southampton, NY 11968 +1-888-455-5160 ~12.57 miles south of Southold
  • Midscale Resort hotel
  • 2 floors in property
From$95
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Ocean View Terrace Inn & Suites
+1-888-965-8297
285 East Montauk Highway, Hampton Bays, NY 11946 +1-888-965-8297 ~12.98 miles south of Southold
  • Two-star Beach property
  • Hotel has 16 rooms
From$210
Very Good 4.0 /5 Review Score Call BookMore Details
The Baker House 1650 - East Hampton
+1-888-906-6358
181 Main St., East Hampton, NY 11937 +1-888-906-6358 ~14.35 miles southeast of Southold
  • High end property
From$75
Very Good 4.0 /5 Review Score Call BookMore Details
The Maidstone Hotel : 207 Main St.
+1-888-749-6785
207 Main St., East Hampton, NY 11937 +1-888-749-6785 ~14.37 miles southeast of Southold
  • High-end Beach hotel
  • Hotel has 2 floors
From$455
Average 3.0 /5 Guest Reviews Call BookMore Details
Water's Edge Resort & Spa in Westbrook
+1-888-878-9982
1525 Boston Post Rd., Westbrook, CT 06498 +1-888-878-9982 ~14.94 miles north of Southold
  • 3-star Beach property
  • Gym / Fitness Center Available
From$159
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Bayview Resort - Hampton Bays
+1-888-389-4485
53 West Tiana Rd., Hampton Bays, NY 11946 +1-888-389-4485 ~15.09 miles southwest of Southold
  • 3 star Oceanfront hotel
  • Gym is available on property
From$175
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge Inn & Suites Old Saybrook Westbrook
+1-888-389-4121
1750 Boston Post Rd., Old Saybrook, CT 06475 +1-888-389-4121 ~15.22 miles north of Southold
  • 2 star Suburban hotel
  • 3 floors in property
From$59
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Pier Blue Inn Old Saybrook - Essex
+1-888-675-2083
1430 Boston Post Rd., Old Saybrook, CT 06475 +1-888-675-2083 ~15.31 miles north of Southold
  • Two star Beach property
  • Check in time: 02:00 PM
From$58
Average 3.0 /5 Guest Reviews Call BookMore Details
Super 8 by Wyndham Old Saybrook : 37 Spencer Plain Rd.
+1-800-716-8490
37 Spencer Plain Rd., Old Saybrook, CT 06475 +1-800-716-8490 ~15.44 miles north of Southold
  • Cheap Oceanfront hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Journey East Hampton in East Hampton
+1-800-805-5223
490 Pantigo Rd., East Hampton, NY 11937 +1-800-805-5223 ~15.47 miles east of Southold
  • 4-star Beach hotel
  • Hotel has 14 suites
From$75
Average 3.0 /5 Read Reviews Call BookMore Details
Saybrook Point Resort & Marina in Old Saybrook
+1-888-965-1860
2 Bridge St., Old Saybrook, CT 06475 +1-888-965-1860 ~15.61 miles north of Southold
  • 3-star Riverfront property
  • Fitness center on property
From$199
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Long Island East End
+1-888-788-5576
451 East Main St., Riverhead, NY 11901 +1-888-788-5576 ~15.68 miles southwest of Southold
  • 3 star hotel
  • Fitness / Gym is on-site
From$307
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Preston House & Hotel - Riverhead
+1-888-897-9207
428 East Main St., Riverhead, NY 11901 +1-888-897-9207 ~15.69 miles southwest of Southold
  • 3-star property
  • 8 rooms in hotel
From$90
Very Good 4.5 /5 Recent Reviews Call BookMore Details
The Roundtree Amagansett - New York
+1-888-311-4278
273 Main St. Amagansett New Yor, New York, NY 11930 +1-888-311-4278 ~16.14 miles east of Southold
  • 3-star hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Madison Beach Hotel - Madison
+1-888-469-4795
94 West Wharf Rd., Madison, CT 06443 +1-888-469-4795 ~17.04 miles northwest of Southold
  • 4 star Beach property
  • Gym / Fitness Center Available
From$199
Very Good 4.0 /5 Review Score Call BookMore Details
Holiday Inn Express Hotel & Suites Long Island East End An Ihg H : 1707 Old Country Rd.
+1-888-734-9421
1707 Old Country Rd., Riverhead, NY 11901 +1-888-734-9421 ~17.33 miles southwest of Southold
  • Mid-scale Suburban property
  • Check in time: 3:00PM
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn Old Saybrook Westbrook
+1-888-841-5292
100 Essex Rd., Old Saybrook, CT 06475 Website +1-888-841-5292 ~17.87 miles north of Southold
  • Midscale Suburban property
  • Free breakfast
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Residence Inn by Marriott New York Long Island East End
+1-888-455-5160
2012 Old Country Rd., Riverhead, NY 11901 +1-888-455-5160 ~17.96 miles southwest of Southold
  • 3 star Suburban property
  • Free comp. breakfast
From$95
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hilton Garden Inn Riverhead - Riverhead
+1-888-965-8297
2038 Old Country Rd., Riverhead, NY 11901 +1-888-965-8297 ~18.11 miles southwest of Southold
  • 3 star Suburban property
  • Hotel has 3 floors
From$114
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hotel Indigo East End An Ihg Hotel : 1830 West Main St.
+1-888-906-6358
1830 West Main St., Riverhead, NY 11901 +1-888-906-6358 ~18.34 miles southwest of Southold
  • 3 star Suburban property
  • 100 sleeping rooms in hotel
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Comfort Inn Guilford near I-95 : 300 Boston Post Rd.
+1-888-749-6785
300 Boston Post Rd., Guilford, CT 06437 +1-888-749-6785 ~19.48 miles northwest of Southold
  • Economical hotel
  • Check-in: 11:00
From$60
Very Good 4.0 /5 Review Score Call BookMore Details
Tower Inn And Suites Of Guilford - Madison
+1-888-878-9982
320 Boston Post Rd., Guilford, CT 06437 +1-888-878-9982 ~19.53 miles northwest of Southold
  • Economical Highway property
  • Hotel has a green policy Learn more
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Grassmere Inn in Westhampton Beach
+1-888-389-4485
7 Beach Lane, Westhampton Beach, NY 11978 +1-888-389-4485 ~20.87 miles southwest of Southold
  • 3-star Beach hotel
  • 3 floors in hotel
From$45
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Inn And Spa At East Wind in Wading River
+1-888-389-4121
5720 Route 25a, Wading River, NY 11792 +1-888-389-4121 ~22.02 miles west of Southold
  • Four star Suburban property
  • Hotel has 10 suites
From$115
Very Good 4.0 /5 Reviews Call BookMore Details
Red Roof Inn PLUS+ & Suites Guilford - Guilford
+1-888-675-2083
2300 Boston Post Rd., Guilford, CT 06437 +1-888-675-2083 ~22.55 miles northwest of Southold
  • 2-star Rural property
  • Hotel has 32 suites
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Gurneys Montauk Resort & Seawater Spa : 290 Old Montauk Highway
+1-800-716-8490
290 Old Montauk Highway, Montauk, NY 11954 +1-800-716-8490 ~22.95 miles east of Southold
  • 3 star Oceanfront hotel
  • 5 meeting rooms in hotel
From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Aderi Hotel Niantic - Niantic
+1-800-805-5223
239 Flanders Rd., Niantic, CT 06357 +1-800-805-5223 ~23.06 miles northeast of Southold
  • Cheap Suburban property
  • Check-in: 3pm
From$55
Average 3.0 /5 Reviews Call BookMore Details
Americas Best Value Inn Niantic / East Lyme - Niantic
+1-888-965-1860
256 Flanders Rd., Niantic, CT 06357 +1-888-965-1860 ~23.16 miles northeast of Southold
  • Economical property
  • Check-in time: 14:00
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
Best Western Niantic - New London/Mystic Area - Niantic
+1-888-788-5576
265 Flanders Rd., Niantic, CT 06357 +1-888-788-5576 ~23.23 miles northeast of Southold
  • Midscale Suburban property
  • Hotel has 5 suites
From$75
Average 3.0 /5 Hotel Reviews Call BookMore Details
Motel 6 Niantic, CT - New London
+1-888-897-9207
269 Flanders Rd., Niantic, CT 06357 +1-888-897-9207 ~23.26 miles northeast of Southold
  • 2 star property
  • 2 floors in property
From$60
Average 3.5 /5 Latest Reviews Call BookMore Details
Sleep Inn & Suites Niantic
+1-888-311-4278
5 King Arthur Dr., Niantic, CT 06357 Website +1-888-311-4278 ~23.26 miles northeast of Southold
  • Two-star Suburban hotel
  • Hotel has 73 rooms
From$49
Average 3.5 /5 Read Reviews Call BookMore Details
Rodeway Inn & Suites Branford - Guilford
+1-888-469-4795
81 Leetes Island Rd., Branford, CT 06405 +1-888-469-4795 ~23.53 miles northwest of Southold
  • Two-star Beach hotel
  • Hotel has 5 suites
From$71
Average 3.0 /5 Reviews Call BookMore Details
Baymont by Wyndham Branford / New Haven in Branford
+1-888-734-9421
3 Business Park Dr., Branford, CT 06405 +1-888-734-9421 ~23.77 miles northwest of Southold
  • Two-star Suburban hotel
  • Check-in: 3:00 PM
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
American Inn - Branford
+1-888-841-5292
565 East Main St., Branford, CT 06405 +1-888-841-5292 ~23.87 miles northwest of Southold
  • Economy Highway property
  • Hotel has 2 floors
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Days Inn & Conference Center by Wyndham Branford New Haven
+1-888-455-5160
375 East Main St., Branford, CT 06405 +1-888-455-5160 ~24.34 miles northwest of Southold
  • Two-star Downtown hotel
  • Free breakfast
Motel 6 New Haven - Branford, CT
+1-888-965-8297
320 East Main St., Branford, CT 06405 +1-888-965-8297 ~24.46 miles northwest of Southold
  • Low Cost Suburban hotel
  • 100 sleeping rooms in hotel
From$60
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Express Branford-New Haven, an IHG Hotel - Branford
+1-888-906-6358
309 East Main St., Branford, CT 06405 +1-888-906-6358 ~24.48 miles northwest of Southold
  • 3 star Suburban hotel
  • Hotel has 6 suites
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Montauk Manor in Montauk
+1-888-749-6785
236 Edgemere Rd., Montauk, NY 11954 +1-888-749-6785 ~24.76 miles east of Southold
  • High end Beach hotel
  • 4 floors in property
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hero Beach Club
+1-888-878-9982
626 Montauk Highway, Montauk, NY 11954 +1-888-878-9982 ~24.87 miles east of Southold
  • 4-star Beach hotel
  • 30 rooms in property
From$250
Very Good 4.0 /5 Reviews Call BookMore Details

Next: See My Southold Hotels with Pricing

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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