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Top hotels and accommodation in Southold

Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (487)
"Restaurant was horrible, other wise not an bad experience "
The price is NZ$274
includes taxes & fees
11 Dec - 12 Dec
Sound View Greenport
Baron's Cove
4.0 star property
9.0 out of 10, Wonderful, (196)
"Beautiful and serene location and accommodations. "
The price is NZ$358
includes taxes & fees
22 Dec - 23 Dec
Baron's Cove
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (822)
"Was great property for the cost. Our room was not serviced so we ran out of towels and toilet paper. Would have been better if people in the room next to us hadn't been smoking excessively and seeping into our suite."
The price is NZ$276
includes taxes & fees
22 Nov - 23 Nov
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (206)
"If you ever planing on staying in a hotel Southampton area don’t look any farther. You will be blown away beyond your expectations. I felt like at home away from home. It’s a hidden gem. Experience it yourself "
The price is NZ$322
includes taxes & fees
22 Dec - 23 Dec
The Bentley Hotel Southampton
The Sagaponack
3.0 star property
8.8 out of 10, Excellent, (123)
"This place is really great! It’s in a good location with nice decor & very clean. The staff are super nice & friendly. Ms. Shelby & Oscar provided excellent service & are very attentive. I look forward to staying here again! "
The price is NZ$419
includes taxes & fees
22 Dec - 23 Dec
The Sagaponack
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is NZ$369
includes taxes & fees
24 Nov - 25 Nov
Journey East Hampton
The Hampton Maid
2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is NZ$393
includes taxes & fees
24 Nov - 25 Nov
The Hampton Maid
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (489)
"Very nice stay-cozy place, nice room, very friendly staff. Highly recommend. "
The price is NZ$393
includes taxes & fees
25 Nov - 26 Nov
Sag Harbor Inn
The Shoals Suites and Slips
3.5 star property
9.4 out of 10, Exceptional, (130)
"Our room was close to the road and very noisy. Also we found ants in the kitchenette in the middle of the night. "
The price is NZ$343
includes taxes & fees
22 Dec - 23 Dec
The Shoals Suites and Slips
Topping Rose House
4.5 star property
9.2 out of 10, Wonderful, (119)
"Amazing place. "
The price is NZ$806
includes taxes & fees
30 Nov - 1 Dec
Topping Rose House
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (58)
"Lovely building. Our room was great. Staff were very nice and accommodating. We would definitely return."
The price is NZ$530
includes taxes & fees
9 Dec - 10 Dec
Mill House Inn
Hamlet Inn
2.0 star property
8.6 out of 10, Excellent, (375)
"Has everything you need, and the hosts are great."
The price is NZ$245
includes taxes & fees
22 Nov - 23 Nov
Hamlet Inn
Southampton Long Island Hotel
2.5 star property
8.4 out of 10, Very good, (183)
"Friendly staff. Clean. For the price and a solo one-nighter, it was perfectly above my expectations."
The price is NZ$253
includes taxes & fees
22 Nov - 23 Nov
Southampton Long Island Hotel
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (272)
"Very clean and quiet."
Hampton's Vacation Inn
Southampton Inn
3.0 star property
8.6 out of 10, Excellent, (510)
"Beautiful boutique hotel in awesome Southampton. Outdoor heated pool. Beautiful gardens. Easy walk to restaurants and shops. Nice venue for small wedding or event."
The price is NZ$462
includes taxes & fees
3 Dec - 4 Dec
Southampton Inn
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (235)
"We’ll-appointed, nice grounds, good communication, great location. "
The price is NZ$374
includes taxes & fees
25 Nov - 26 Nov
East Hampton House Resort
East Hampton Art House Bed & Breakfast
4.0 star property
9.6 out of 10, Exceptional, (60)
"Beautiful grounds, pool and hot tub! Beautiful breakfast!"
The price is NZ$820
includes taxes & fees
25 Nov - 26 Nov
East Hampton Art House Bed & Breakfast
Sea Haven Resort Motel
2.0 star property
6.6 out of 10, (14)
"This was a convenient place for me to spend a night when I was in a jam and too tired to drive any more. The manager Umar was exceptionally helpful. There was an issue with my billing…very long story…and I was double billed. Umar spent a lot time, hours, between texts, phone calls, and emails to make sure I was properly refunded. He didn’t have to do that. "
The price is NZ$243
includes taxes & fees
5 Dec - 6 Dec
Sea Haven Resort Motel
Bayview Resort
2.5 star property
8.8 out of 10, Excellent, (400)
"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. "
Bayview Resort
The Pridwin Hotel
4.0 star property
9.6 out of 10, Exceptional, (57)
"Fantastic property. Rooms are beautifully appointed, decor is super chic and comfortable. Gorgeous views and amenities. Absolutely enjoyed our second stay at The Pridwin!"
The Pridwin Hotel
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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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 Quality Inn Old Saybrook - Westbrook 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?

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: Provides buffet, an indoor pool and free self parking. Residence Inn by Marriott New York Long Island East End and Hilton Garden Inn Riverhead 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, Croteaux Vineyards and Corey Creek Winery. 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.