Hotels in Southold

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Jun 19 - Jun 21
Next weekend
Jun 26 - Jun 28

Where to stay in Southold?

Exterior

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (280 reviews)
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
The price is $356
$431 total
includes taxes & fees
Jun 21 - Jun 22
The Shoals Suites and Slips
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (317 reviews)
Wake up to seaside charm at this Clinton motel where the ocean beckons nearby. Take a refreshing dip in the seasonal outdoor pool after exploring Clinton Plaza or the historic Adam Stanton House. Free WiFi and parking add value, with Clinton Station just a 19-minute walk away.
The price is $89
$102 total
includes taxes & fees
Jun 18 - Jun 19
Clinton Motel
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (326 reviews)
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
The price is $180
$206 total
includes taxes & fees
Jun 23 - Jun 24
Zey Hotel
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (138 reviews)
Tranquil seaside accommodation near Hyland House Museum offers free breakfast, WiFi, and parking. Explore local hiking paths or visit Henry Whitfield State Museum, just minutes from Guilford Station. Guests love the helpful staff and clean, quiet rooms.
The price is $107
$123 total
includes taxes & fees
Jun 25 - Jun 26
Spark by Hilton Guilford
Indoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,010 reviews)
Relax at this peaceful hotel with an indoor pool and fitness center. Just a short drive from Old Saybrook Station, enjoy American cuisine at The Comfort Cafe and unwind at the bar. Free breakfast, WiFi, and parking add value near popular local attractions.
The price is $107
$123 total
includes taxes & fees
Jun 21 - Jun 22
Quality Inn Old Saybrook - Westbrook
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (23 reviews)
The price is $293
$334 total
includes taxes & fees
Jun 16 - Jun 17
North Fork Resort
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (173 reviews)
Experience seaside charm at this Connecticut hotel, steps from the train station. Explore nearby Tumbleweeds and Children's Museum, then return to comfortable accommodations. Free WiFi and parking make your stay convenient while daily housekeeping ensures comfort.
The price is $191
$219 total
includes taxes & fees
Jun 16 - Jun 17
The Niantic Inn
Property grounds

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,004 reviews)
Tucked beside Old Saybrook Station, this peaceful inn offers comfortable beds and free parking. Explore nearby Chalker Beach or hike local trails before relaxing in clean rooms. Himalaya Café and The Teakettle Cafe are just steps away for tasty meals.
The price is $109
$126 total
includes taxes & fees
Jun 16 - Jun 17
Pier Blue Inn Old Saybrook - Essex
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (236 reviews)
The price is $79
$91 total
includes taxes & fees
Jun 16 - Jun 17
Lamplighter Motel - Clinton, Connecticut
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (652 reviews)
Experience peaceful slumber in this quiet hotel near Essex Saybrook Antique Village. Minutes from Ferry Landing State Park, the hotel provides free WiFi and parking. Nearby kayaking adventures and attentive staff create a refreshing coastal getaway.
The price is $99
$114 total
includes taxes & fees
Jun 16 - Jun 17
Liberty Inn
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (248 reviews)
Experience coastal charm at this Guilford hotel with complimentary WiFi and parking. Located near the Hyland House and Henry Whitfield State Museums, the hotel offers 24-hour front desk service and is just a short drive from Guilford Station for easy regional travel.
The price is $120
$138 total
includes taxes & fees
Jun 16 - Jun 17
Tower Inn And Suites Of Guilford - Madison
Individually decorated, individually furnished, desk, laptop workspace

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, (478 reviews)
This Old Saybrook motel combines convenience with comfort, just minutes from the train station. Enjoy room service after exploring nearby Tanger Outlets, then unwind in the garden. Each room includes helpful amenities like refrigerators and microwaves.
The price is $81
$93 total
includes taxes & fees
Jun 21 - Jun 22
Econo Lodge Inn & Suites Old Saybrook Westbrook
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (80 reviews)
The price is $296
$338 total
includes taxes & fees
Jul 6 - Jul 7
The Penny Lane
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (762 reviews)
Steps from Riverhead's renowned vineyards, this welcoming motel offers free WiFi and complimentary parking. The 24-hour front desk ensures convenience while clean, comfortable rooms provide a relaxing base to explore nearby Westhampton beaches.
The price is $125
$143 total
includes taxes & fees
Jun 22 - Jun 23
Shorewood Inn
Desk, laptop workspace, iron/ironing board, free cribs/infant beds

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (928 reviews)
Tranquil accommodations near Tanger Outlets and Crystal Lake Town Park offer a quiet escape. Take advantage of free weekend breakfast, WiFi, and parking. Only a 4-minute drive from Old Saybrook Station for convenient regional travel.
The price is $89
$105 total
includes taxes & fees
Jun 21 - Jun 22
Super 8 by Wyndham Old Saybrook
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (80 reviews)
Just a 5-minute drive from The Hamptons Beaches, this hotel offers 2 bars/lounges and free WiFi. Only a 3-minute walk from Hampton Bays Station and close to Good Ground Park and Regal UA Hampton Bays for local entertainment.
The price is $178
$203 total
includes taxes & fees
Jun 30 - Jul 1
Hampton Bays Hotel on Main
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (484 reviews)
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
The price is $238
$307 total
includes taxes & fees
Jun 29 - Jun 30
Hamlet Inn
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (256 reviews)
The price is $208
$281 total
includes taxes & fees
Jun 16 - Jun 17
Cliffside Resort Condominiums
Exterior

Seven Beach Lane

Seven Beach Lane
2.0 star property
Westhampton Beach
9.6 out of 10, Exceptional, (12 reviews)
Discover coastal tranquility at this Westhampton Beach retreat with a seasonal outdoor pool and two bars. Just minutes from Rogers Beach and the Performing Arts Center, enjoy free WiFi and parking while exploring local attractions.
The price is $270
$308 total
includes taxes & fees
Jun 21 - Jun 22
Seven Beach Lane
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (522 reviews)
Seasonal outdoor pool and complimentary WiFi create a perfect Southampton retreat. Just a 15-minute drive from pristine beaches, with free parking and clean, comfortable rooms. Water adventures await nearby with kayaking options.
The price is $224
$281 total
includes taxes & fees
Jun 24 - Jun 25
The Bentley Hotel Southampton
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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When is the best time to visit Southold?

Our prices for hotels in Southold are cheapest in November
Price trends for hotels in Southold
Pricing is based on two traveler single night rates
View properties in June
Currently viewing crowd sizes and weather for June.
Typical weather for Southold
June
High 20°C / low 17°C. Sunny most days.
View properties in June
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June, no crowd data, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
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January, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
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February, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
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March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
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April, no crowd data, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top landmarks in Southold

Sparkling Pointe

4.4/5 (11 reviews)
Travelers might want a tour of Sparkling Pointe, just one of the places to visit, and located 1 mi (1.6 km) from central Southold.
See properties

Learn more about Southold

Southold is well-known for its attractions such as Croteaux Vineyards and The Old Field Vineyards. The city has something for everyone including sights like Horton Point Park and Sannino's Bella Vita Vineyard within a sunny setting.

See all hotels in Southold
Photo by Benny Goh
Open Photo by Benny Goh

Check out reviews of Southold hotels guests love

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"We had a lovely stay! Loved the room decor. Very calm and relaxing.. looking forward to Returning!"
Carla 1-night trip
Posted 9 hours ago
Saybrook Point Resort & Marina

Frequently asked questions

What accommodations do travelers recommend in Southold?
Guests like The Shoals Suites and Slips, Vine & Sand and Sound View Greenport.
Can I book refundable accommodations in Southold?
If you want the flexibility to change your travel plans to Southold, most properties offer refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Southold if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, browse our selection of 116 vacation homes. You can also consider one of the 5 apartments or 13 cottages.
What will the weather in Southold be like during my vacation?
The warmest months in Southold are usually August and July with an average temp of 70°F. January and February are the chilliest months when the average temp is 38°F. The rainiest months are October and December.
Why should I book my Southold accommodation with Hotels.com?
There are plenty of reasons to book your Southold travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.