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Top hotels and accommodation in Southold

Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (473)
"Great place to stay really clean room super friendly staff "
The price is NZ$444
includes taxes & fees
29 Sept - 30 Sept
Sound View Greenport
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (814)
"Great location and value!"
The price is NZ$355
includes taxes & fees
1 Oct - 2 Oct
The Atlantic Hotel
Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (173)
"Very clean and quiet "
The price is NZ$538
includes taxes & fees
29 Sept - 30 Sept
Baron's Cove
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (175)
"I was very happy with this stylish "mini apartment". The kitchenette has microwave and keurig coffeemaker (with supplies to make coffee) and a fridge with freezer. There are no utensils, bowls, plates etc. I would bring an ice cube tray then you don't have to go far for the ice machine, where there were also washing machines and dryers. There are 2 huge TV's and 2 sinks (one outside bathroom with a counter and huge mirror). There's A table with 4 chairs, 2 cube ottomans, a couch and another...
The price is NZ$360
includes taxes & fees
3 Oct - 4 Oct
The Bentley Hotel Southampton
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (399)
"They care about their property and were working on maintenance. Parking is ample but everyone must be extra careful driving in and especially getting out. The location was central to great beaches, Southampton, great restaurants and shopping. "
The price is NZ$655
includes taxes & fees
28 Sept - 29 Sept
Bayview Resort
The Pridwin Hotel
4.0 star property
9.4 out of 10, Exceptional, (53)
"Absolutely loved the place we will be back "
The price is NZ$620
includes taxes & fees
29 Sept - 30 Sept
The Pridwin Hotel
Baywatch Hotel & Marina
2.5 star property
8.4 out of 10, Very good, (173)
"Staff at the Bay Watch were friendly, helpful and kind. The rooms were clean with the exception of the towels and bed linens that seemed to be a bit dingy (may have been just hard stains to get out) Otherwise, pool was excellent, location good and quiet, and for the price, I would highly recommend trying it out!"
The price is NZ$500
includes taxes & fees
29 Sept - 30 Sept
Baywatch Hotel & Marina
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (472)
"WE liked everything ! We Will recommend it for sure. "
The price is NZ$548
includes taxes & fees
7 Oct - 8 Oct
Sag Harbor Inn
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (264)
"Nice area."
The price is NZ$246
includes taxes & fees
10 Oct - 11 Oct
Hampton's Vacation Inn
Hampton Ocean Resort
2.5 star property
7.8 out of 10, Good, (82)
"Beautiful and private world-class beach with nice beach chairs and umbrellas. Steel drum background music in the evening, everyone happy and having a great time. My room was great and so was the staff!"
Hampton Ocean Resort
Capri
3.5 star property
6.4 out of 10, (235)
"Convenient hotel location. Wonderful staff. Room was clean and organized. Quiet "
The price is NZ$813
includes taxes & fees
29 Sept - 30 Sept
Capri
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (107)
"Great up to date place! "
The price is NZ$757
includes taxes & fees
1 Oct - 2 Oct
Journey East Hampton
Hampton Maid Motel
2.5 star property
9.0 out of 10, Wonderful, (552)
"A very cosy place, clean, well equipped, feel-good atmosphere and extremely kind and welcoming staff. I would certainly stay here again, echoing my families impressions."
The price is NZ$429
includes taxes & fees
29 Sept - 30 Sept
Hampton Maid Motel
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (114)
"The shoals property was interesting.. we almost drove past it because I thought it was a marina… which is actually on the property of the hotel. Very nice outdoor space to sit and relax and watch the boats come and go. Corn hole and other games on the lawn and a cute food truck and outdoor bar. Live Music on Friday night ( we weren’t there on Saturday so I don’t know if they have live music then too). The room was spotless and very quiet, little kitchenette with oven, stovetop, mini fridge and...
The price is NZ$476
includes taxes & fees
21 Oct - 22 Oct
The Shoals Suites and Slips
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (372)
"Greatest "
The price is NZ$365
includes taxes & fees
29 Sept - 30 Sept
Hamlet Inn
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (59)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is NZ$1,143
includes taxes & fees
30 Sept - 1 Oct
East Hampton Art House Bed & Breakfast
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (116)
"Great place to stay and enjoy!"
The price is NZ$1,763
includes taxes & fees
29 Sept - 30 Sept
Topping Rose House
The Sagaponack
3.0 star property
8.6 out of 10, Excellent, (110)
"Nicely renovated property inbetween Bridgehampton and Southampton. Nice well equipped room. Free snacks, beach access and beach parking pass. "
The price is NZ$369
includes taxes & fees
29 Sept - 30 Sept
The Sagaponack
The Rams Head Inn
4.0 star property
7.6 out of 10, Good, (14)
"Beautiful views and lovely service "
The Rams Head Inn
The Inn Spot
2.0 star property
7.6 out of 10, Good, (24)
"N/A"
The price is NZ$613
includes taxes & fees
29 Sept - 30 Sept
The Inn Spot
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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 free breakfast and a restaurant. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.

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

WHB Village,4200sqft,Traffic Free,Private Drive,40ft Heated Pool,Beach,Family Fr: This holiday home rental outside of Southold offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. 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?

Quality Inn Old Saybrook - Westbrook: Offers buffet, a pool and free self parking. Baron's Cove and The Harbor Front Inn 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 168 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 Sannino's Bella Vita Vineyard. A couple of additional sights to add to your itinerary are The Old Field Vineyards 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.