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5 Jul - 6 Jul
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11 Jul - 13 Jul
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Top hotels and accommodation in Southold

The Shoals Suites and Slips
Garden Suite King

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 NZ$588
includes taxes & fees
6 July - 7 July
The Shoals Suites and Slips
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View

Hampton Bays Hotel on Main

2.0 star property
6.0 out of 10, (32)
"Decent place definitely clean. No staff on premises so good luck getting more towels "
Hampton Bays Hotel on Main
Saybrook Point Resort & Marina
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Loved the service and the relaxing and beautiful resort with history!"
The price is NZ$699
includes taxes & fees
13 July - 14 July
Saybrook Point Resort & Marina
The Preston House & Hotel
Front of property

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 NZ$865
includes taxes & fees
6 July - 7 July
The Preston House & Hotel
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (867)
"Great staff clean. "
The Atlantic Hotel
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (285)
"Amazing place I went there with my family we took the two bedrooms it has the pool fronting the room which is like a separate house with two parking spots We enjoyed the stay and will come back again "
The price is NZ$652
includes taxes & fees
7 July - 8 July
Hampton's Vacation Inn
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (409)
"great hotel stay"
The price is NZ$486
includes taxes & fees
20 July - 21 July
Bayview Resort
Baron's Cove
Front of property - evening/night

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 NZ$910
includes taxes & fees
16 July - 17 July
Baron's Cove
The Harbor Front Inn
Harbor View King | View from room

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (479)
"Great location and views Very good walking selections for dinig"
The price is NZ$591
includes taxes & fees
6 July - 7 July
The Harbor Front Inn
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (608)
"We loved our stay !"
The Hampton Maid
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (122)
"We love this hotel "
Greenporter Hotel
Greenview Inn Riverhead
Deluxe Single Room

Greenview Inn Riverhead

2.0 star property
7.0 out of 10, Good, (616)
"Rooms were recently renovated and it was very clean and comfortable. Front desk staff were welcoming and helpful. Would stay again"
Greenview Inn Riverhead
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1003)
"Great location and pool, close to a wonderful restaurant "
The price is NZ$209
includes taxes & fees
13 July - 14 July
Quality Inn Old Saybrook - Westbrook
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (297)
"Great stay!! "
The price is NZ$859
includes taxes & fees
13 July - 14 July
Madison Beach Hotel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (985)
"Great location. "
The price is NZ$165
includes taxes & fees
9 July - 10 July
Pier Blue Inn Old Saybrook - Essex
Ocean Vista Resort
View from property

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
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Exterior

Holiday Inn Express Hotel & Suites Long Island-East End by IHG

2.5 star property
8.6 out of 10, Excellent, (1001)
"The breakfast and eating area was very good. "
The price is NZ$535
includes taxes & fees
13 July - 14 July
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Hilton Garden Inn Riverhead
Terrace/patio

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1001)
"This is a very nice hotel and very reasonably priced. The staff are great!"
The price is NZ$462
includes taxes & fees
20 July - 21 July
Hilton Garden Inn Riverhead
Windward Shores Ocean Resort
View from property

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 NZ$677
includes taxes & fees
9 July - 10 July
Windward Shores Ocean Resort
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Grounds are beautiful. Good food and staff. One down side are the bed pillows- all were toooo big and puffy- so uncomfortable! "
The price is NZ$492
includes taxes & fees
8 July - 9 July
Water's Edge Resort & Spa
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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Hotels with a spa in Southold you'll enjoy

The Roundtree, Amagansett
Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (88)
The price is NZ$2,559
includes taxes & fees
6 July - 7 July
The Roundtree, Amagansett

These resorts in Southold may fit your trip

Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
The price is NZ$492
includes taxes & fees
8 July - 9 July
Water's Edge Resort & Spa

Check out hotels with a pool in Southold

Ocean Vista Resort
View from property

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (178)
Ocean Vista Resort
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.

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. Vine & Sand is another good option for your trip. See all available top hotels, or vacation rentals in Southold.

What are some of the best holiday rentals that Southold has to offer?

Escape to Sag Harbor: This holiday home rental outside of Southold offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a pool table so that you can immerse yourself in your holiday. See all 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.