Southold Hotels

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Top 10 trending Southold hotels

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 €155
includes taxes & fees
8 Dec - 9 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 €203
includes taxes & fees
1 Dec - 2 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 €131
includes taxes & fees
26 Nov - 27 Nov
The Atlantic Hotel

The Bentley Hotel Southampton

2.0 star property
9.4 out of 10, Exceptional, (206)
"Rooms were very spacious and clean "
The price is €183
includes taxes & fees
1 Dec - 2 Dec
The Bentley Hotel Southampton

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (123)
"Beautiful for a quiet weekend getaway "
The price is €238
includes taxes & fees
1 Dec - 2 Dec
The Sagaponack

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (118)
"close to amenities. "
The price is €227
includes taxes & fees
25 Nov - 26 Nov
Journey East Hampton

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (579)
"It was great."
The price is €222
includes taxes & fees
26 Nov - 27 Nov
The Hampton Maid

Sag Harbor Inn

3.5 star property
9.4 out of 10, Exceptional, (489)
"Oversized room, gorgeous view, close to the village, but quiet. Fantastic service. Special thanks to Ian at the front desk. "
The price is €223
includes taxes & fees
26 Nov - 27 Nov
Sag Harbor Inn

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (130)
"The Shoals is really such a cute place. The rooms are spacious and very clean. My sisters and I stayed here for the second time in November. Last time I stayed during the week and it was very quiet. However this time we had someone staying next to us and you can hear the TV like it’s in your room as it is up against your bed wall and just someone walking was loud. Thankfully they didn’t keep the TV on all night. When you arrive at the Shoals there is someone at the front desk but they leave by...
The price is €198
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 €327
includes taxes & fees
1 Dec - 2 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 €274
includes taxes & fees
1 Dec - 2 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 €138
includes taxes & fees
25 Nov - 26 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 €136
includes taxes & fees
23 Dec - 24 Dec
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 €235
includes taxes & fees
26 Nov - 27 Nov
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 €212
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 €463
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 €137
includes taxes & fees
7 Dec - 8 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.