Hotels in Southold

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

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, (278 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 7 - Jun 8
The Shoals Suites and Slips
Property grounds

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (314 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 $88
$101 total
includes taxes & fees
Jun 7 - Jun 8
Clinton Motel
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (131 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 $106
$122 total
includes taxes & fees
Jun 14 - Jun 15
Spark by Hilton Guilford
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (314 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 10 - Jun 11
Zey Hotel
Property grounds

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (650 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 $89
$102 total
includes taxes & fees
Jun 8 - Jun 9
Liberty Inn
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, (477 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 14 - Jun 15
Econo Lodge Inn & Suites Old Saybrook Westbrook
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, (1,002 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 $102
$117 total
includes taxes & fees
Jun 7 - Jun 8
Pier Blue Inn Old Saybrook - Essex
Beach nearby

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (166 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 $190
$218 total
includes taxes & fees
Jun 8 - Jun 9
The Niantic Inn
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 7 - Jun 8
Lamplighter Motel - Clinton, Connecticut
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, (1,002 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, (20 reviews)
The price is $293
$334 total
includes taxes & fees
Jun 7 - Jun 8
North Fork Resort
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, (77 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 $181
$207 total
includes taxes & fees
Jun 8 - Jun 9
Hampton Bays Hotel on Main
Reception

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (78 reviews)
The price is $284
$324 total
includes taxes & fees
Jun 7 - Jun 8
The Penny Lane
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (514 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 $169
$218 total
includes taxes & fees
Jun 7 - Jun 8
The Bentley Hotel Southampton
Exterior

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.4 out of 10, Very Good, (119 reviews)
Discover coastal charm at this Hampton Bays motel, just minutes from Cooper's Beach. Unwind with deep-tissue massages after exploring nearby attractions, then cool off in the seasonal outdoor pool. Enjoy complimentary breakfast, WiFi, and parking.
The price is $163
$248 total
includes taxes & fees
Jun 7 - Jun 8
Ocean View Terrace 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, (246 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 7 - Jun 8
Tower Inn And Suites Of Guilford - Madison
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (705 reviews)
This tranquil motel offers international cuisine at R.AIRE restaurant and relaxing deep-tissue massages. Just minutes from The Hamptons Beaches with free WiFi and parking. Explore nearby Meschutt Beach or take a quick 3-minute drive to Hampton Bays Station.
The price is $290
$331 total
includes taxes & fees
Jun 8 - Jun 9
The Hampton Maid
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (759 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 $181
$207 total
includes taxes & fees
Jun 7 - Jun 8
Shorewood Inn
Exterior

Bayview Resort

Bayview Resort
2.5 star property
Hampton Bays
8.8 out of 10, Excellent, (457 reviews)
Soak in seaside tranquility at this Hampton Bays motel featuring a marina and seasonal outdoor pool. Borrow complimentary bicycles to explore nearby attractions like Regal UA Hampton Bays. Enjoy convenient perks including free WiFi, parking, and the fitness center.
The price is $192
$220 total
includes taxes & fees
Jun 7 - Jun 8
Bayview Resort
Front of property - evening/night

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (58 reviews)
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
The price is $201
$230 total
includes taxes & fees
Jun 8 - Jun 9
Shelter Island House
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.
View all properties

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
20°
weather_sun
June, no crowd data, average high temperature 20 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
24°
weather_sun
July, no crowd data, average high temperature 24 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
August, no crowd data, average high temperature 25 degrees Celsius, average low temperature 22 degrees Celsius. Sunny most days.
22°
22°
weather_sun
September, no crowd data, average high temperature 22 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
12°
weather_sun
November, no crowd data, average high temperature 12 degrees Celsius, average low temperature 8 degrees Celsius. Sunny most days.
8°
8°
weather_cloudy
December, no crowd data, average high temperature 8 degrees Celsius, average low temperature 4 degrees Celsius. Cloudy most days.
4°
4°
weather_partly_sunny
January, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Partly sunny.
0°
4°
weather_cloudy
February, no crowd data, average high temperature 4 degrees Celsius, average low temperature 0 degrees Celsius. Cloudy most days.
0°
6°
weather_partly_sunny
March, no crowd data, average high temperature 6 degrees Celsius, average low temperature 2 degrees Celsius. Partly sunny.
2°
10°
weather_sun
April, no crowd data, average high temperature 10 degrees Celsius, average low temperature 7 degrees Celsius. Sunny most days.
7°
15°
weather_sun
May, no crowd data, average high temperature 15 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
Monthly weather averages (˚C)

Top landmarks in Southold

Croteaux Vineyards

5.0/5 (12 reviews)
Travelers might want a tour of Croteaux Vineyards, just one of the places to visit, and located 1.5 mi (2.4 km) from central Southold. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy your tour, head to Mattebella Vineyards or Corey Creek Winery, both within a short walk.
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

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"I loved My stay"
David 4-night trip
Posted 15 hours ago
The Bentley Hotel Southampton

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.