Photo by Benny Goh

Find hotels in Southold, NY from ฿2,596

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Filter by

Guest rating
Guest rating
Property class

Top 10 Southold hotels and places to stay

The Shoals Suites and Slips
Garden Suite King | 1 bedroom, premium bedding, down duvets, individually decorated

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (192)
"The hotel was lovely"
The price is ฿12,049
฿14,576 total
includes taxes & fees
27 Aug - 28 Aug
The Shoals Suites and Slips
Hampton Bays Hotel on Main
Deluxe Double Room, 1 King Bed, City View | 1 bedroom, in-room safe, individually decorated, individually furnished

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
Exterior

Saybrook Point Resort & Marina

3.5 star property
9.4 out of 10, Exceptional, (1005)
"The venue is great. "
The price is ฿11,552
฿13,933 total
includes taxes & fees
8 Sept - 9 Sept
Saybrook Point Resort & Marina
The Atlantic Hotel
Outdoor pool

The Atlantic Hotel

2.5 star property
7.2 out of 10, Good, (916)
"great stay "
The Atlantic Hotel
The Preston House & Hotel
Front of property

The Preston House & Hotel

3.5 star property
9.8 out of 10, Exceptional, (358)
"I cannot wait to go back. I will make excuses to stay there again!"
The price is ฿10,235
฿11,693 total
includes taxes & fees
27 Aug - 28 Aug
The Preston House & Hotel
Bayview Resort
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, free pool cabanas

Bayview Resort

2.5 star property
8.8 out of 10, Excellent, (428)
"Nice rooms and kind, helpful staff. Continental breakfast is a great perk!"
The price is ฿7,154
฿8,173 total
includes taxes & fees
14 Sept - 15 Sept
Bayview Resort
Ocean Vista Resort
View from property

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
Greenporter Hotel
Property grounds

Greenporter Hotel

2.0 star property
9.4 out of 10, Exceptional, (188)
"Close to town and pool was great!"
Greenporter Hotel
Pier Blue Inn Old Saybrook - Essex
Property grounds

Pier Blue Inn Old Saybrook - Essex

2.0 star property
7.8 out of 10, Good, (1010)
"Good budget friendly hotel"
The price is ฿2,596
฿2,985 total
includes taxes & fees
2 Sept - 3 Sept
Pier Blue Inn Old Saybrook - Essex
The Hampton Maid
Property grounds

The Hampton Maid

2.5 star property
9.0 out of 10, Wonderful, (638)
"Great place to stay"
The Hampton Maid
The Harbor Front Inn
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

The Harbor Front Inn

3.5 star property
8.8 out of 10, Excellent, (508)
"Great location ,beautiful hotel,nice staff"
The price is ฿6,432
฿8,938 total
includes taxes & fees
21 Sept - 22 Sept
The Harbor Front Inn
Baron's Cove
Front of property – evening/night

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (284)
"Great location Rooms are very small but still amazing "
The price is ฿14,782
฿18,578 total
includes taxes & fees
4 Sept - 5 Sept
Baron's Cove
Hampton's Vacation Inn
Apartment, 2 Bedrooms | Private kitchen | Microwave, coffee/tea maker, high chair, cookware/dishes/utensils

Hampton's Vacation Inn

2.5 star property
9.0 out of 10, Wonderful, (303)
"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 ฿5,833
฿6,665 total
includes taxes & fees
27 Aug - 28 Aug
Hampton's Vacation Inn
Greenview Inn Riverhead
Reception

Greenview Inn Riverhead

2.0 star property
7.2 out of 10, Good, (707)
"Rooms were brand new and clean! Would stay again for sure "
Greenview Inn Riverhead
Water's Edge Resort & Spa
Exterior

Water's Edge Resort & Spa

3.5 star property
8.8 out of 10, Excellent, (1002)
"Clean, comfortable stay. Beautiful resort! Would stay again! "
The price is ฿7,746
฿9,466 total
includes taxes & fees
7 Sept - 8 Sept
Water's Edge Resort & Spa
Zey Hotel
Exterior

Zey Hotel

3.5 star property
9.2 out of 10, Wonderful, (267)
"Perfect stay! Great location! Spacious rooms and friendly staff"
Zey Hotel
Quality Inn Old Saybrook - Westbrook
Indoor pool, open 9:00 AM to 9:00 PM, pool loungers

Quality Inn Old Saybrook - Westbrook

2.5 star property
7.6 out of 10, Good, (1008)
"Perfect spot for my visit"
The price is ฿3,271
฿3,761 total
includes taxes & fees
15 Sept - 16 Sept
Quality Inn Old Saybrook - Westbrook
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Exterior

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 ฿6,335
฿7,237 total
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express Hotel & Suites Long Island-East End by IHG
Madison Beach Hotel
Exterior

Madison Beach Hotel

4.0 star property
9.4 out of 10, Exceptional, (312)
"Great stay!! "
The price is ฿13,749
฿15,811 total
includes taxes & fees
4 Sept - 5 Sept
Madison Beach Hotel
Sound View Greenport
Seasonal outdoor pool, pool umbrellas, pool loungers

Sound View Greenport

4.0 star property
8.4 out of 10, Very good, (563)
"Great location "
The price is ฿8,547
฿11,355 total
includes taxes & fees
14 Sept - 15 Sept
Sound View Greenport
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Learn more about Southold

Come to Southold and enjoy its wineries, island views and beaches.

See all hotels in Southold

Top Southold Hotel Reviews

The Pridwin Hotel

The Pridwin Hotel

10/10 Excellent
"Awesome all around! Staff was super nice "
Jacob 1-night trip
Posted 1 day ago
The Pridwin Hotel

More cheap stays in Southold

More cheap stays in Southold

Greenview Inn Riverhead

Greenview Inn Riverhead

1433 W Main St, Riverhead, NY
Get rates
7.2/10 Good! (705 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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.

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.