Southold Hotels from from S$106

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Check prices for these dates

Tonight
24 Mar - 25 Mar
Tomorrow
25 Mar - 26 Mar
This weekend
28 Mar - 30 Mar
Next weekend
4 Apr - 6 Apr

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Top 10 trending Southold hotels

The Shoals Suites and Slips
Premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (154)
"great location and view "
The price is S$292
includes taxes & fees
7 Apr - 8 Apr
The Shoals Suites and Slips
Windward Shores Ocean Resort
View from property

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (275)
"Great cozy place"
The price is S$230
includes taxes & fees
25 Mar - 26 Mar
Windward Shores Ocean Resort
Ocean Colony Beach and Tennis Club
Terrace/patio

Ocean Colony Beach and Tennis Club

2.0 star property
The price is S$722
includes taxes & fees
7 Apr - 8 Apr
Ocean Colony Beach and Tennis Club
The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is S$1,114
includes taxes & fees
25 Mar - 26 Mar
The Roundtree, Amagansett
The Reform Club
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (1)
"We went to the area for a last minute concert. We loved all the staff and the property was exquisite. We would like to recommend that if you are sensitive to noise you should stay in the upstairs suites. High quality and we will be back if ever in this area in the future."
The Reform Club
Journey East Hampton
Exterior

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (126)
"Great property! Staff is great and personable. I’ve stayed multiple times and will definitely be back again. "
The price is S$340
includes taxes & fees
25 Mar - 26 Mar
Journey East Hampton
East Hampton House Resort
Living area

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (245)
"Perfect location and super clean"
The price is S$255
includes taxes & fees
7 Apr - 8 Apr
East Hampton House Resort
Mill House Inn
Front of property – evening/night

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (67)
"What a lovely space and wonderful thoughtful staff! Absolutely loved everything about it, and the breakfast was beyond excellence! Hats off to the chef you can tell she cooked with ❤️ love. Highly Recommend you experience it for yourself. "
The price is S$420
includes taxes & fees
25 Mar - 26 Mar
Mill House Inn
East Hampton Art House Bed & Breakfast
Aerial view

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (61)
"What a beautiful, quiet, peaceful place to stay, even in the dead of winter. The home itself is modern, welcoming, bright, everything you could dream of. The hosts are very active and successful artists who all but gave us a private master class in how their work is imagined and created. I don’t know when we’ve had a more delightful weekend. The walks to the beach were lovely, too. "
The price is S$645
includes taxes & fees
25 Mar - 26 Mar
East Hampton Art House Bed & Breakfast
The Huntting Inn
Exterior

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is S$709
includes taxes & fees
15 Apr - 16 Apr
The Huntting Inn
The 1770 House Restaurant & Inn
Reception

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (148)
"Property was adorable and the staff very pleasant and helpful!! "
The price is S$458
includes taxes & fees
25 Mar - 26 Mar
The 1770 House Restaurant & Inn
The Maidstone
Front of property – evening/night

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is S$446
includes taxes & fees
9 Apr - 10 Apr
The Maidstone
EHP Resort & Marina
Boating

EHP Resort & Marina

3.5 star property
7.8 out of 10, Good, (8)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is S$471
includes taxes & fees
7 Apr - 8 Apr
EHP Resort & Marina
Brightwater by Rove Sauna Pool Outdoor Spaces
7 bedrooms, Internet

Brightwater by Rove Sauna Pool Outdoor Spaces

2.0 star property
The price is S$4,644
includes taxes & fees
25 Mar - 26 Mar
Brightwater by Rove Sauna Pool Outdoor Spaces
The Sagaponack
Exterior

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (140)
"I stayed for a weekend trip as a short romantic getaway. I booked a bungalow that was not part of the main building. While I don't expect everything to be perfect, there were definitely a lot of flaws that could be improved. I liked the room, however, the pillows on the bed were extremely uncomfortable. My partner and I both agreed this was the worst night's sleep we've ever had. The room smelled kind of musty. The bedroom door and shower door struggled to close because they kept getting caught...
The price is S$289
includes taxes & fees
25 Mar - 26 Mar
The Sagaponack
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 S$672
includes taxes & fees
1 Apr - 2 Apr
A Room At The Beach
Topping Rose House
Outdoor pool

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (130)
"Had an excellent stay at Topping Rose House! Can’t wait to be back soon!"
The price is S$647
includes taxes & fees
27 Mar - 28 Mar
Topping Rose House
The Niantic Inn
Beach nearby

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (89)
"location, walkable. could have better coffee"
The price is S$201
includes taxes & fees
26 Mar - 27 Mar
The Niantic Inn
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 S$456
includes taxes & fees
25 Mar - 26 Mar
Bridgehampton Inn
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (220)
"The staff at Baron's was extremely accomodating - from dog friednly room options to placing a crib in our room before arrival for our newborn. Every request was met swiftly and executed well. Highly recommend. Easy to walk to downtown Sag if you don't want to deal with parking, and vast array of amenities on site were lovely. "
The price is S$328
includes taxes & fees
25 Mar - 26 Mar
Baron's Cove
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 Hyatt Place Long Island East End. 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, The Old Field Vineyards and Corey Creek Winery. A couple of additional sights to add to your itinerary are Sannino's Bella Vita Vineyard and Mattebella 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.