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Check prices for these dates

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12 Dec - 14 Dec
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19 Dec - 21 Dec
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2 Jan - 4 Jan
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30 Jan - 1 Feb

Motels in Southold

Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas
Hamlet Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is SAR 385
SAR 498 total
includes taxes & fees
18 Dec - 19 Dec
Hamlet Inn
Exterior
Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook

2.0 star property
Old Saybrook
7.2 out of 10, Good, (460)
"🙂"
United States
Jared
The price is SAR 252
SAR 289 total
includes taxes & fees
5 Jan - 6 January 2026
Econo Lodge Inn & Suites Old Saybrook Westbrook
Property grounds
Clinton Motel

Clinton Motel

2.5 star property
Clinton
8.6 out of 10, Excellent, (296)
"Great staff and clean rooms"
United States
Tyler
The price is SAR 293
SAR 337 total
includes taxes & fees
8 Dec - 9 Dec
Clinton Motel
Terrace/patio
Shorewood Inn

Shorewood Inn

2.5 star property
Riverhead
8.4 out of 10, Very Good, (707)
"Bed was very comfortable.. staff was very friendly.. loud traffic in AM.. good water pressure.. would stay here again. "
United States
Shelly
Shorewood Inn
Property grounds
The Hampton Maid

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688)
"Great place to stay"
United States
Mitchell
The price is SAR 1,064
SAR 1,216 total
includes taxes & fees
6 Dec - 7 Dec
The Hampton Maid
Exterior
Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut

2.5 star property
Clinton
6.4 out of 10, (228)
"Would stay again. "
United States
pamela
The price is SAR 244
SAR 281 total
includes taxes & fees
2 Jan - 3 January 2026
Lamplighter Motel - Clinton, Connecticut
Exterior
Sea Haven Resort Motel

Sea Haven Resort Motel

2.0 star property
Southampton
7.8 out of 10, Good, (31)
"Great staff"
United States
Douglas
The price is SAR 453
SAR 580 total
includes taxes & fees
1 Jan - 2 January 2026
Sea Haven Resort Motel
Deluxe Double Room | Desk, laptop workspace, blackout drapes, iron/ironing board
Greenview Inn Riverhead

Greenview Inn Riverhead

2.0 star property
Riverhead
7.4 out of 10, Good, (781)
"Nice staff Beautiful & Safe place "
United States
Cameron
Greenview Inn Riverhead
Reception
Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead

2.0 star property
Riverhead
6.6 out of 10, (776)
"Good staff "
United States
erlin
The price is SAR 351
SAR 401 total
includes taxes & fees
10 Dec - 11 Dec
Budget Host East End Hotel in Riverhead
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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Top Southold Hotel Reviews

Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Staff was courteous and the room was spotless. Food service is very good as well. "
Efrem 1-night trip
Posted 4 days ago
Hilton Garden Inn Riverhead

Frequently asked questions

What can I expect from a motel trip to Southold?
If you're having a hard time finding motels in Southold, consider some of the motels we suggest around the area or let Expedia help you find something similar from over 151 lodging options. Just use our search tools to filter by price per night or cost-effective amenities such as free parking and free airport transportation.
What's it like to stay in a motel?
When you stay at a motel, you'll often find free parking and an outdoor pool. With a stay at a motel, you'll usually access your room directly from the parking lot. The word "motel" was coined in 1925 by the owner of the Milestone Mo-Tel in San Luis Obispo, California.
What are the best motels in Southold?
These are some of our customers' favorite motels to choose from in the larger area. Budget Host East End Hotel in Riverhead is located 16.2 mi (26 km) from the heart of Southold. Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Greenview Inn Riverhead: Free WiFi, free parking, and a 24-hour front desk are available during your stay. Central Southold is 17.6 mi (28.3 km) away. Hamlet Inn: Enjoy access to the seasonal outdoor pool, and freebies including WiFi and parking. Located 12.5 mi (20.1 km) from the heart of Southold. Bayview Resort: Central Southold is 15.1 mi (24.3 km) away. A marina, a private beach, and a seasonal outdoor pool are available during your stay. Econo Lodge Inn & Suites Old Saybrook Westbrook: 15.2 mi (24.5 km) from the heart of Southold. Enjoy access to the terrace, and freebies including WiFi and parking.
What can I do in Southold?
These are some of the parks and outdoorsy places: Horton Lane Beach, McCabe's Beach, and Horton Point Park. You'll find these family-friendly sights in the area: Railroad Museum of Long Island, East End Seaport Maritime Museum, and Shelter Island Whale's Tail. During your trip, here are some other places to visit: The Old Field Vineyards, Sparkling Pointe, and Croteaux Vineyards.
What's the seasonal weather like in Southold?
Weather can make or break a roadtrip, so we've gathered some data about year-round temperatures in Southold to help you plan yours. The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.
What are my options for getting around Southold when staying in a motel?
We've gathered some information about local transportation options in Southold to help you navigate your stay: Fly into East Hampton, NY (HTO), which is located 11.8 mi (18.9 km) away from the city center. You can also search for flights into Westhampton, NY (FOK-Francis S. Gabreski), which is 19 mi (30.6 km) away. To venture out into the surrounding area, hop aboard a train at Southold Station.