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Southold Hotels

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Top 10 trending Southold hotels

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is €386
includes taxes & fees
26 Aug - 27 Aug
The Shoals Suites and Slips

Hampton Bays Hotel on Main

2.0 star property
6.8 out of 10, (53)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
Hampton Bays Hotel on Main

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1003)
"The venue is great. "
The price is €370
includes taxes & fees
8 Sept - 9 Sept
Saybrook Point Resort & Marina

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (357)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is €311
includes taxes & fees
3 Sept - 4 Sept
The Preston House & Hotel

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (914)
"great stay "
The Atlantic Hotel

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (427)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is €217
includes taxes & fees
14 Sept - 15 Sept
Bayview Resort

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (187)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1007)
"Hotel was very clean, reasonable price, and convenient traveling"
The price is €79
includes taxes & fees
4 Sept - 5 Sept
Pier Blue Inn Old Saybrook - Essex

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (506)
"Great getaway! "
The price is €250
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn

Greenporter Hotel

2.0 star property
9.2 out of 10, Wonderful, (180)
"Close to town and pool was great!"
Greenporter Hotel

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (635)
"Great place to stay"
The Hampton Maid

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (702)
"Rooms were brand new and clean! Would stay again for sure "
Greenview Inn Riverhead

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (283)
"Great location Rooms are very small but still amazing "
The price is €492
includes taxes & fees
4 Sept - 5 Sept
Baron's Cove

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (302)
"Our stay at Hampton’s Vacation Inn was excellent. The cottage was awesome, the staff was amazing, and the room was clean and very accessible to everything. I would definitely stay here again and highly recommend it to others."
The price is €177
includes taxes & fees
24 Aug - 25 Aug
Hampton's Vacation Inn

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1000)
"Clean, comfortable stay. Beautiful resort! Would stay again! "
The price is €252
includes taxes & fees
15 Sept - 16 Sept
Water's Edge Resort & Spa

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (266)
"Great location and friendly staff "
Zey Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1002)
"Perfect spot for my visit"
The price is €100
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Old Saybrook - Westbrook

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

2.5 star property
8.6 out of 10, Excellent, (1002)
"The breakfast and eating area was very good. "
The price is €192
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Hotel & Suites Long Island-East End by IHG

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"The hotel is beautiful and the grounds are wonderful. The staff was top notch. We will definitely stay again."
The price is €422
includes taxes & fees
4 Sept - 5 Sept
Madison Beach Hotel

Hilton Garden Inn Riverhead

3.0 star property
8.6 out of 10, Excellent, (1002)
"Nice hotel "
The price is €185
includes taxes & fees
10 Sept - 11 Sept
Hilton Garden Inn Riverhead
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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These pet-friendly hotels in Southold may fit your trip

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.

Near an Attraction

Mattebella Vineyards

Mattebella Vineyards

You can enjoy a tasting or tour at Mattebella Vineyards during your travels to Southold. Wander the beautiful beaches in this family-friendly area.

Learn more about Southold

Vineyards and farm stands dot the landscape of this North Fork gem, inviting visitors to sample local wines and fresh produce. Stroll along the pebble beaches, explore historic lighthouses, or take a ferry to nearby Shelter Island for a day trip.

Top Southold Hotel Reviews

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?

Cozy Bungalow Available Nearby Bridgehampton and 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub 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 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 are some accommodation options with pools in Southold?

Vine & Sand: Offers buffet, a seasonal outdoor pool and free self parking. Sound View Greenport and Saybrook Point Resort & Marina are a couple of other choices that offer an on-site pool. View all hotels with pools 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 153 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.