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Most frequently booked Southold hotels

The Shoals Suites and Slips

61600 Main Rd Southold NY

2.28 km from city centre

CA $224

CA $290 total

Apr 2 - Apr 3

includes taxes & fees

Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions The Old Field Vineyards and Crescent Beach are located nearby.

Free WiFi

Air conditioning

Vine & Sand

47100 New York 25 Southold NY

2.12 km from city centre

CA $476

CA $544 total

Apr 7 - Apr 8

includes taxes & fees

Book a stay at this business-friendly B&B in Southold. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mattebella Vineyards and Croteaux Vineyards are located nearby.

Pool

Breakfast included

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free cancellation

Reserve now, pay when you stay

24.1 km from city centre

CA $296

CA $364 total

Apr 3 - Apr 4

includes taxes & fees

Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Tanger Outlets and Westbrook Town Beach are located nearby.

On private beach

Pool

Sound View Greenport

58775 County Rd 48 Greenport NY

4.24 km from city centre

CA $249

CA $325 total

Apr 5 - Apr 6

includes taxes & fees

Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Railroad Museum of Long Island and The Old Field Vineyards are located nearby.

On private beach

Pool

Residence Inn by Marriott New York Long Island East End

2012 Old Country Road Riverhead NY

Free cancellation

Reserve now, pay when you stay

28.93 km from city centre

CA $205

CA $235 total

Apr 26 - Apr 27

includes taxes & fees

Book a stay at this business-friendly hotel in Riverhead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Tanger Outlet Center and Riverhead Raceway are located nearby.

Pool

Hot tub

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

Free cancellation

Reserve now, pay when you stay

19.23 km from city centre

CA $193

CA $222 total

Apr 26 - Apr 27

includes taxes & fees

Book a stay at this business-friendly hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sebonack Golf Course and Shinnecock Hills Golf Course are located nearby.

Pool

Pet-friendly

Hyatt Place Long Island East End

451 East Main Street Riverhead NY

Free cancellation

Reserve now, pay when you stay

25.22 km from city centre

CA $198

CA $226 total

Apr 29 - Apr 30

includes taxes & fees

Book a stay at this business-friendly hotel in Riverhead. Enjoy free WiFi, free parking, and a marina. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Suffolk Theater and All Star Bowling are located nearby.

Pool

Pet-friendly

The Harbor Front Inn

209 Front St Greenport NY

6.75 km from city centre

CA $219

CA $290 total

Apr 15 - Apr 16

includes taxes & fees

Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenport Carousel and Camera Obscura are located nearby.

Pool

Breakfast included

Hilton Garden Inn Riverhead

2038 Old Country Rd Riverhead NY

Free cancellation

Reserve now, pay when you stay

29 km from city centre

CA $188

CA $215 total

Apr 12 - Apr 13

includes taxes & fees

Stay at this hotel in Riverhead. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Tanger Outlet Center and Riverhead Raceway are located nearby.

Pool

Hot tub

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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.

Top hotels in Southold for Extended Stay

The modern farmhouse view

East Quogue NY

10/10 Exceptional! (9 reviews)

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.

Southold hotels essential information

Accommodation	4,385 hotels
Lowest Price	CA $215
Highest Price	CA $544
Popular hotels	The Shoals Suites and Slips, Vine & Sand, Water's Edge Resort & Spa, Sound View Greenport, Residence Inn by Marriott New York Long Island East End, The Bentley Hotel Southampton, Hyatt Place Long Island East End, The Harbor Front Inn, Hilton Garden Inn Riverhead

Frequently asked questions

What are the top kid-friendly hotels in Southold?

Family getaways are where the best memories are made, but it's no secret that traveling with youngsters can be tricky. These kid-friendly Southold hotels come with perks designed to keep adventurers of all ages relaxed and happy: The Stucco House will help make your next trip the most memorable one yet. It features an assortment of conveniences geared toward families, such as a king bed and a fireplace. Otherwise, spend your nights in Southold at Idyllic waterfront home with dock, kayaks, bikes, firepit, & fireplace - dogs OK. Make the most of cycling, a king bed and more here.

Where can I find cheap hotels in Southold?

At Travelocity you'll find really nice hotels in Southold at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Southold rather than in Southold. We may find you even better rates, too.

How do I find the best Southold hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Southold then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Southold?

The cheapest hotel in Southold is CA $215 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Southold?

There are 4,385 hotels in Southold on Travelocity.

What are the best hotels in Southold?

Southold has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Southold for you!

When is the best time to visit Southold?

If you want the joy of a fun-filled trip in peak season, visit Southold during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.

When is the cheapest time to stay in Southold?

Based on historic data is usually the cheapest month to visit Southold. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Southold?

There are multiple hotels in Southold that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Southold. We have plenty of kid-friendly hotels in Southold to choose from on Travelocity!

Why book a hotel in Southold through Travelocity?

Because we have the top hotels in Southold! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Southold on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Southold hotel reviews by fellow wanderers

Pier Blue Inn Old Saybrook - Essex

1 out of 5

Posted 19 hours ago

Travelocity Verified Review

"My room was no where near clean. Not only was there multiple urine stains on the toilet seat, there was also a fecal stain that was also not cleaned IN the toilet. How do you not clean the TOILET? "

A verified traveller stayed at Pier Blue Inn Old Saybrook - Essex