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Top hotels and accommodation in Southold

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place to stay. Right on a marina with high class accommodations and amenities. The indoor pool and hot tub is great for the colder months. Restaurants on property are great and it has a cool train themed bar."
The price is AU$540
includes taxes & fees
28 Apr - 29 Apr
Saybrook Point Resort & Marina

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (226)
"Excellent stay while visiting our son!"
The price is AU$498
includes taxes & fees
15 Apr - 16 Apr
Baron's Cove

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1003)
"Staff is always very receptive and cordial!"
The price is AU$391
includes taxes & fees
15 Apr - 16 Apr
Water's Edge Resort & Spa

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (841)
"Good"
The price is AU$256
includes taxes & fees
15 Apr - 16 Apr
The Atlantic Hotel

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (943)
"I liked the beach theme "
The price is AU$144
includes taxes & fees
15 Apr - 16 Apr
Pier Blue Inn Old Saybrook - Essex

Hampton Bays Hotel on Main

2.0 star property
5.8 out of 10, (9)
"Super clean and comfortable. Close to the local beach and food shopping. They have a fridge and a good coffee maker and a tv with seemingly ALL streaming services! A microwave would have been great to make popcorn but not a deal breaker. We slept great. "
The price is AU$298
includes taxes & fees
23 Apr - 24 Apr
Hampton Bays Hotel on Main

The Harbor Front Inn

3.5 star property
8.6 out of 10, Excellent, (447)
"Lovely space"
The price is AU$336
includes taxes & fees
21 Apr - 22 Apr
The Harbor Front Inn

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (284)
"We were greeted by very friendly valet and given some check in information. Stacey at the desk was very helpful through out our stay. Had drinks in bar everynite and staff was very accomadating to all guests. Other than the rainy, cold April weathe, which no one could control we had a very nice time. Comfortable with plenty of sight seeing and fine dining."
The price is AU$459
includes taxes & fees
28 Apr - 29 Apr
Madison Beach Hotel

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (335)
"Room was modern and clean"
The price is AU$349
includes taxes & fees
28 Apr - 29 Apr
The Preston House & Hotel

Residence Inn by Marriott New York Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (929)
"This room was spacious and had a kitchenette "
The price is AU$215
includes taxes & fees
29 Apr - 30 Apr
Residence Inn by Marriott New York Long Island East End

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (282)
"Condo was great, family of 5 , clean, no hassle"
The price is AU$294
includes taxes & fees
15 Apr - 16 Apr
Windward Shores Ocean Resort

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1005)
"Location is perfect for a trip to Essex Steam Train. Comfortable and clean room. Easy check in and parking. Breakfast has many choices. Would stay again."
The price is AU$169
includes taxes & fees
20 Apr - 21 Apr
Quality Inn Old Saybrook - Westbrook

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1004)
" Good"
The price is AU$215
includes taxes & fees
20 Apr - 21 Apr
Hilton Garden Inn Riverhead

Aqua by American Beech - Adults Only

2.5 star property
9.4 out of 10, Exceptional, (287)
"Lovely place to stay. Cant wait to come back in the warm weather "
The price is AU$468
includes taxes & fees
15 Apr - 16 Apr
Aqua by American Beech - Adults Only

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (587)
"Awesome place. The new rooms they built were beautifully designed and super comfortable. The restaurant is fantastic with very warm service. They were able to accommodate a large famijy gathering for breakfast in the garden with an hours notice. Super helpful "
The price is AU$384
includes taxes & fees
15 Apr - 16 Apr
The Hampton Maid

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (508)
"Great cozy stay. Very nice staff, amazing location."
The price is AU$391
includes taxes & fees
15 Apr - 16 Apr
Sag Harbor Inn

Hyatt Place Long Island East End

3.0 star property
9.2 out of 10, Wonderful, (1004)
"Very nice hotel, friendly and helpful staff. The room was spacious. "
The price is AU$240
includes taxes & fees
20 Apr - 21 Apr
Hyatt Place Long Island East End

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (248)
"Perfect location and super clean"
The price is AU$331
includes taxes & fees
28 Apr - 29 Apr
East Hampton House Resort

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

2.5 star property
8.6 out of 10, Excellent, (1001)
"Our first room had a terrible odor, staff corrected this and our second room was perfect."
The price is AU$227
includes taxes & fees
20 Apr - 21 Apr
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (129)
"Clean and up to date "
The price is AU$585
includes taxes & fees
20 Apr - 21 Apr
Journey East Hampton
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. 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.

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

Stunning Hampton Holiday Family Fantasy for your Team : This holiday home rental outside Southold is located in a rural location, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 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 selection of games 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. Cozy Long Island Escape is another good option if you're bringing your pet along. 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: Features 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 159 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.