Find hotels in Southold, NY from ฿2,639

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Check prices for these dates

Tonight
21 Apr - 22 Apr
Tomorrow
22 Apr - 23 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

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Top 10 Southold hotels and places to stay

The Shoals Suites and Slips
Garden Suite King | Premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (157)
"Beautiful property "
The price is ฿5,656
฿7,297 total
includes taxes & fees
4 May - 5 May
The Shoals Suites and Slips
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (519)
"We love this place visit often little expensive otherwise great Some things were added "
The price is ฿8,491
฿10,860 total
includes taxes & fees
4 May - 5 May
Sound View Greenport
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, pool loungers

The Pridwin Hotel

4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The price is ฿9,235
฿11,606 total
includes taxes & fees
11 May - 12 May
The Pridwin Hotel
Cliffside Resort Condominiums
Condo | 2 bedrooms, iron/ironing board, free WiFi

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (208)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
The price is ฿5,224
฿7,420 total
includes taxes & fees
7 May - 8 May
Cliffside Resort Condominiums
Hotel Moraine
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas

Hotel Moraine

2.0 star property
9.8 out of 10, Exceptional, (22)
"Comfortable and stuff is supper noce"
The price is ฿10,106
฿13,278 total
includes taxes & fees
22 Apr - 23 Apr
Hotel Moraine
Silver Sands Motel & Beach Bungalows
View from room

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (82)
"Very cool motel renovated to be modern yet old school. "
The price is ฿6,515
฿7,443 total
includes taxes & fees
23 Apr - 24 Apr
Silver Sands Motel & Beach Bungalows
The Chequit
Outdoor dining

The Chequit

3.0 star property
8.8 out of 10, Excellent, (29)
"Excellent "
The price is ฿10,565
฿12,071 total
includes taxes & fees
22 Apr - 23 Apr
The Chequit
House on Chase Creek
View from property

House on Chase Creek

2.5 star property
9.4 out of 10, Exceptional, (69)
"Beautiful setting and big rooms close to ferry and town center. "
The price is ฿4,104
฿4,689 total
includes taxes & fees
22 Apr - 23 Apr
House on Chase Creek
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (97)
"Everything was as expected. Staff was helpful and professional. Room was clean and cozy. Thanks !!"
Greenporter Hotel
The Menhaden
Property entrance

The Menhaden

3.5 star property
9.6 out of 10, Exceptional, (148)
"it was a great experience "
The price is ฿11,599
฿14,588 total
includes taxes & fees
28 Apr - 29 Apr
The Menhaden
The Harbor Front Inn
Harbor View King | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (451)
"The experience was very good. everything was what I expected. only thought was the $25 parking was a bit much"
The price is ฿5,795
฿7,412 total
includes taxes & fees
28 Apr - 29 Apr
The Harbor Front Inn
American Beech Hotel
Exterior

American Beech Hotel

3.5 star property
8.8 out of 10, Excellent, (181)
"Room was small, but clean. Very bright at night. Breakfast could have come earlier! Shower good, bed comfy. "
The price is ฿8,780
฿11,367 total
includes taxes & fees
24 Apr - 25 Apr
American Beech Hotel
Stirling House Bed & Breakfast
Property grounds

Stirling House Bed & Breakfast

3.0 star property
9.8 out of 10, Exceptional, (23)
"Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. "
The price is ฿11,188
฿12,782 total
includes taxes & fees
22 Apr - 23 Apr
Stirling House Bed & Breakfast
Sag Harbor Inn
Outdoor pool

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (510)
"Very close to shopping and entertainment. Quaint, clean, and spacious. "
The price is ฿7,183
฿8,206 total
includes taxes & fees
22 Apr - 23 Apr
Sag Harbor Inn
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (226)
"Excellent stay while visiting our son!"
The price is ฿7,903
฿9,932 total
includes taxes & fees
22 Apr - 23 Apr
Baron's Cove
Bridgehampton Inn
Property grounds

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is ฿9,989
฿11,413 total
includes taxes & fees
22 Apr - 23 Apr
Bridgehampton Inn
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (131)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is ฿13,196
฿15,194 total
includes taxes & fees
27 Apr - 28 Apr
Topping Rose House
A Room At The Beach
Outdoor pool

A Room At The Beach

3.0 star property
9.0 out of 10, Wonderful, (83)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is ฿14,700
฿16,794 total
includes taxes & fees
22 Apr - 23 Apr
A Room At The Beach
Capri
Exterior

Capri

3.5 star property
6.4 out of 10, (235)
"Convenient hotel location. Wonderful staff. Room was clean and organized. Quiet "
Capri
Southampton Long Island Hotel
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

2.5 star property
8.6 out of 10, Excellent, (190)
"Check in went super smoothly and the manager (?) was extremely helpful in giving my son and I recommendations for dinner. We stayed for my son's soccer game, which was located less than 3 miles down the road. Is this a plush high end hotel? No, but I did not expect it to be. Is this a clean affordable motel with a super convenient location and everything you need for a short stay? Yes, to the point my light socks had nothing on them from walking around in them which cannot be said about many...
The price is ฿4,978
฿5,936 total
includes taxes & fees
22 Apr - 23 Apr
Southampton Long Island Hotel
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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Learn more about Southold

Come to Southold and enjoy its wineries, island views and beaches.

See all hotels in Southold

Frequently asked questions

Where is the best place to stay in Southold?

The Shoals Suites and Slips is one of the top choices for your stay based on our traveller data. This hotel offers a restaurant and private balconies. Other good choices for your stay in the area are Water's Edge Resort & Spa and Pier Blue Inn Old Saybrook - Essex. See all available top hotels, or vacation rentals in Southold.

If I need to cancel my hotel reservation in Southold, will I receive a refund?

Yes, most hotel bookings are fully refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.

What's the best accommodation for a couple visiting Southold?

The Shoals Suites and Slips is a favourite hotel for couples, and features wedding services and free breakfast. See all romantic hotels in Southold.

What's the best dog-friendly accommodation option in Southold?

White Blossom House Inn is a top hotel for people travelling with their pets, and offers free use of bicycles and in-room kitchens for its human guests. See more pet-friendly hotel accommodations in Southold.

What's the best accommodation option to stay near the beach in Southold?

Shorecrest Bed and Breakfast is a top beach B&B with free breakfast and free WiFi, and it's located close to Crescent Beach . See more stays near the beach in Southold.

What's the best high-end place to stay in Southold?

Vine & Sand is a luxury B&B with a private beach and a seasonal outdoor pool, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Southold.

What are some accommodation options with pools in Southold?

Water's Edge Resort & Spa: Provides a seasonal outdoor pool, an indoor pool and a private beach. Hyatt Place Long Island East End and Baron's Cove are a couple of other choices that offer an on-site pool. View all hotels with pools in Southold.

What is the best spa hotel in Southold?

Shorecrest Bed and Breakfast is a top spa hotel with 5 rooms, free WiFi and a fireplace in reception. Enjoy a massage at the on-site spa. See all spa hotels in Southold.

What's it like to stay in Southold?

Visitors can enjoy all that Southold has to offer, including the wineries, beaches and gardens. Tourists can also enjoy the city's football games and monuments. In Southold, there are 160 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

Favourite places to visit include Sparkling Pointe, Croteaux Vineyards and Osprey's Dominion. A couple of additional sights to add to your itinerary are Sannino's Bella Vita Vineyard and The Old Field Vineyards. Take a look at what more there is to see and do in Expedia's Southold guide.

What's the best way to get around Southold?

To see more of the larger area, hop aboard a train at Southold Station. If you want to venture out around the area, you may want a rental car in Southold for your journey.

What's the weather like in Southold?

The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.