Find hotels in Southold, NY from CA $287

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check Southold hotel prices

Tomorrow night
Next weekend

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 Southold hotels and places to stay

Sound View Greenport
4.0 star property
8.4 out of 10, Very good, (440)
"Beautiful location. Staff was friendly and helpful. Dining was delicious. Rooms were renovated and spacious "
The price is CA $573
CA $733 total
includes taxes & fees
Jul 14 - Jul 15
Sound View Greenport
The Atlantic Hotel
2.5 star property
7.0 out of 10, Good, (782)
"Clean room "
The price is CA $428
CA $522 total
includes taxes & fees
Jun 23 - Jun 24
The Atlantic Hotel
The Bentley Hotel Southampton
2.0 star property
9.4 out of 10, Exceptional, (95)
"Amazing hotel. "
The price is CA $325
CA $406 total
includes taxes & fees
Jul 15 - Jul 16
The Bentley Hotel Southampton
Save an average of 15% on thousands of hotels when you're signed in
Sag Harbor Inn
3.5 star property
9.4 out of 10, Exceptional, (441)
"Excellant "
The price is CA $560
CA $639 total
includes taxes & fees
Jun 23 - Jun 24
Sag Harbor Inn
Capri
3.5 star property
6.4 out of 10, (223)
"The stay was exactly what we were looking for!"
The price is CA $499
CA $605 total
includes taxes & fees
Jun 26 - Jun 27
Capri
Baron's Cove
3.5 star property
9.0 out of 10, Wonderful, (143)
"Wonderful relaxing mini resort - pricey but everything in Sag is!! coffee every morning VERY NICE! The staff is very eager to assist - kitchen need of more staff?? slow and perhaps a bell of some sort at front desk.. "
The price is CA $763
CA $958 total
includes taxes & fees
Jul 10 - Jul 11
Baron's Cove
The Wainscott Inn
3.0 star property
8.6 out of 10, Excellent, (95)
"new remodel is very nice"
The price is CA $488
CA $605 total
includes taxes & fees
Jul 22 - Jul 23
The Wainscott Inn
Hamlet Inn
2.0 star property
8.4 out of 10, Very good, (359)
"Great location and the owner is simply the best! She gave me insights and tips about the area that were useful. Other patrons were nice and courteous. I recommend this hotel and I will be back "
The price is CA $302
CA $390 total
includes taxes & fees
Jun 24 - Jun 25
Hamlet Inn
Southampton Inn
3.0 star property
8.4 out of 10, Very good, (489)
"Great property and service."
The price is CA $507
CA $615 total
includes taxes & fees
Jun 23 - Jun 24
Southampton Inn
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (25)
"If you are on the fence about The Pridwin or even Shelter Island I hope this reviews tips you to book. My family and I had a fantastic stay. The property is amazing, Shelter Island is great, the amenities are top notch and the overall setting is spectacular but what made it truly special is the service. They could not have been kinder to my daughter and us. They have really outdone on making you feel welcome. "
The price is CA $558
CA $694 total
includes taxes & fees
Jun 26 - Jun 27
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (55)
"The hosts were really nice and the breakfast is excellent!"
The price is CA $1,042
CA $1,190 total
includes taxes & fees
Jun 26 - Jun 27
East Hampton Art House Bed & Breakfast
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (242)
"Love this place! ❤️"
The price is CA $335
CA $383 total
includes taxes & fees
Jun 23 - Jun 24
Hampton's Vacation Inn
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (109)
"The pool is lovely. The room is very spacious and quiet "
The price is CA $1,225
CA $1,403 total
includes taxes & fees
Jun 23 - Jun 24
Topping Rose House
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (229)
"Upscaled motel with large rooms and beautiful well made maintained property and pool area All good but bed- it’s hard and not comfortable ( I sleep on hard mattress) And of course you pay hamptons prices "
The price is CA $566
CA $676 total
includes taxes & fees
Jul 17 - Jul 18
East Hampton House Resort
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (378)
"The view of the bay is incredible ( I was on 2nd floor) but the structure itself needs some t l c, fresh paint, more tables in room, etc. "
The price is CA $318
CA $377 total
includes taxes & fees
Jun 23 - Jun 24
Bayview Resort
A Room At The Beach
3.0 star property
9.2 out of 10, Wonderful, (74)
"The property is BEAUTIFUL and staff was wonderful and accommodating! Everything from supporting with a late check in to the water, coffee and Rose wine on demand, this is an excellent place to stay — will definitely visit again!"
The price is CA $958
CA $1,094 total
includes taxes & fees
Jun 26 - Jun 27
A Room At The Beach
Journey East Hampton
4.0 star property
9.0 out of 10, Wonderful, (94)
"Everything was great! Would go back."
The price is CA $554
CA $696 total
includes taxes & fees
Jun 23 - Jun 24
Journey East Hampton
Ocean View Terrace Inn
2.0 star property
8.4 out of 10, Very good, (91)
"nice staff"
The price is CA $287
CA $421 total
includes taxes & fees
Jun 24 - Jun 25
Ocean View Terrace Inn
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (28)
"The room was beautiful.The grounds were amazing."
The price is CA $1,095
CA $1,312 total
includes taxes & fees
Jun 26 - Jun 27
Canoe Place Inn and Cottages
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (83)
"Lovely spot. Beautiful rooms and helpful staff. We will come again"
The price is CA $435
CA $531 total
includes taxes & fees
Jun 24 - Jun 25
The Shoals Suites and Slips
Don't see what you're looking for?
See all available properties in Southold
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.

Accommodation near Southold attractions

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 traveler data. This hotel offers free breakfast and a restaurant. Other good choices for your trip to the area are The Bentley Hotel Southampton and Greenview Inn Riverhead. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

Mid-Century Summer Retreat: Private Beach, Stunning Sunsets, and Chef's Kitchen!: This vacation home rental outside of Southold is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Southold.

If I need to cancel my hotel reservation in Southold, will I receive a refund?

Yes, the majority of room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Southold.

Where can I learn more about changing or cancelling my trip to Southold?

To access more information about rescheduling or cancelling your trip to Southold, head over to our customer service page.

What's the best hotel for couples in Southold?

The Shoals Suites and Slips is a favorite hotel for couples, and features wedding services and free breakfast. See all romantic hotels in Southold.

What's the best pet-friendly accommodation in Southold?

White Blossom House Inn is a top hotel for people traveling 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 for you and your pet. See more pet-friendly hotel accommodations in Southold.

Where is the best hotel to stay near Sparkling Pointe?

White Blossom House Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private patios. It's located just a short 0.9 mi (1.4 km) from Sparkling Pointe.

What about the best place to stay close to Mattebella Vineyards?

One of the top choices for your stay is White Blossom House Inn, located a short 0.7 mi (1.1 km) from Mattebella Vineyards, and this hotel offers free parking and private patios.

What's the best accommodation 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 hotel 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 travelers looking for an elegant place to stay. Find more luxury hotels in Southold.

What are some accommodations 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 the lobby. Enjoy a massage at the on-site spa. See all spa hotels in Southold.

Southold Hotel Reviews
Expedia verified reviews