Southold Hotels from S$127

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Top 10 trending Southold hotels

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (174)
"Third stay here, always a pleasure and so close to my favorite southold vineyards"
The price is S$455
includes taxes & fees
6 Jul - 7 Jul
The Shoals Suites and Slips

Silver Sands Motel & Beach Bungalows

4.0 star property
9.8 out of 10, Exceptional, (99)
"Wonderful location and hotel "
Silver Sands Motel & Beach Bungalows

Copper Beech Inn

4.0 star property
8.6 out of 10, Excellent, (497)
"Tired, expensive needs update"
The price is S$408
includes taxes & fees
10 Jul - 11 Jul
Copper Beech Inn

The Quogue Club at Hallock House

3.5 star property
9.8 out of 10, Exceptional, (72)
"Cozy, relaxed and pretty. Enjoyed our k weight stay very much!!!"
The price is S$945
includes taxes & fees
7 Jul - 8 Jul
The Quogue Club at Hallock House

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (90)
"Best place to stay in East Haven! Location is perfect, attention can’t "
The price is S$853
includes taxes & fees
15 Jul - 16 Jul
The Huntting Inn

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (178)
"Nice place to stay out on the east end"
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (286)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is S$523
includes taxes & fees
9 Jul - 10 Jul
Windward Shores Ocean Resort

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (223)
"After some lengthy travel to get to LI this was an excellent choice to start our vacation. Great accommodations, comfortable and great location. "
The price is S$836
includes taxes & fees
6 Jul - 7 Jul
Cliffside Resort Condominiums

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (122)
"We love this hotel "
Greenporter Hotel

Clinton Motel

2.5 star property
8.6 out of 10, Excellent, (255)
"Great and quiet stay, friendly owners, just right! "
The price is S$138
includes taxes & fees
7 Jul - 8 Jul
Clinton Motel

Aqua by American Beech - Adults Only

2.5 star property
9.4 out of 10, Exceptional, (300)
"Relaxing stay"
Aqua by American Beech - Adults Only

Hyatt Place Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (1004)
"great location for walkable dining options and a short drive to the many wineries, we would stay again."
The price is S$464
includes taxes & fees
7 Jul - 8 Jul
Hyatt Place Long Island East End

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (532)
"We had an overall great stay and will be back. Especially loved nights out on the beach!"
The price is S$693
includes taxes & fees
17 Jul - 18 Jul
Sound View Greenport

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (258)
"Great location in the heart of town Walk to everything Amazing breakfast too "
The price is S$702
includes taxes & fees
16 Jul - 17 Jul
Baron's Cove

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (352)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is S$668
includes taxes & fees
16 Jul - 17 Jul
The Preston House & Hotel

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (99)
"Enjoyed my stay"
The price is S$361
includes taxes & fees
9 Jul - 10 Jul
The Niantic Inn

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (527)
"Nice clean rooms and close to town. "
The price is S$640
includes taxes & fees
7 Jul - 8 Jul
Sag Harbor Inn

The Bentley Hotel Southampton

2.0 star property
9.6 out of 10, Exceptional, (277)
"Great stay / we will stay there again! "
The price is S$514
includes taxes & fees
8 Jul - 9 Jul
The Bentley Hotel Southampton

Ocean View Terrace Inn

2.0 star property
8.4 out of 10, Very good, (112)
"Nice"
Ocean View Terrace Inn

Shorewood Inn

2.5 star property
8.6 out of 10, Excellent, (645)
"Good place to stay"
Shorewood Inn
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.

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. Vine & Sand is another good option for your trip. 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 McCabe's 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?

Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Quality Inn Old Saybrook - Westbrook 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 159 hotels and other accommodation options to choose from. Find out more about Southold.

What should I do while I'm visiting Southold?

The picturesque setting of McCabe's Beach and Horton Lane Beach exemplify the area's natural beauty. A couple of additional sights to add to your itinerary are Sparkling Pointe and Croteaux 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.