Find hotels in Southold, NY from $79

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Check Southold hotel prices

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May 31 - Jun 1
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Jun 1 - Jun 2
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May 31 - Jun 2

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Compare 4,358 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Capri
Terrace/patio
Capri
3.5 star property
6.4 out of 10, (221)
"Loved it!"
The price is $399
$483 total
includes taxes & fees
Jun 12 - Jun 13
Capri
The Pridwin Hotel
Seasonal outdoor pool, pool umbrellas, sun loungers
The Pridwin Hotel
3.0 star property
10.0 out of 10, Exceptional, (22)
"Excellent Service"
The price is $313
$392 total
includes taxes & fees
Jun 2 - Jun 3
The Pridwin Hotel
East Hampton Art House Bed & Breakfast
Aerial view
East Hampton Art House Bed & Breakfast
4.0 star property
9.8 out of 10, Exceptional, (54)
"Beautiful property and Michael and Rosealind are some the nicest hosts we have ever encountered. "
The price is $762
$869 total
includes taxes & fees
Jun 3 - Jun 4
East Hampton Art House Bed & Breakfast
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Hampton's Vacation Inn
Cottage, 1 Bedroom (with porch - Pet Friendly + Fee) | Private kitchen | Dishwasher, coffee/tea maker
Hampton's Vacation Inn
2.5 star property
9.0 out of 10, Wonderful, (236)
"This was a very nice cottage in a great location. Very clean and spacious. Comfortable bed. Staff very helpful. Nice pool. Only issue was the tennis court was not available for our stay. They began power washing it after we arrived (after I texted about it when we arrived) and said it would be available at 1pm the next day. We had to check out at 10:30 that day. "
The price is $225
$257 total
includes taxes & fees
Jun 3 - Jun 4
Hampton's Vacation Inn
Topping Rose House
Outdoor pool
Topping Rose House
4.5 star property
9.4 out of 10, Exceptional, (105)
"Noise from other guests."
The price is $695
$797 total
includes taxes & fees
Jun 2 - Jun 3
Topping Rose House
East Hampton House Resort
Deluxe Studio | Living area | TV
East Hampton House Resort
3.0 star property
8.8 out of 10, Excellent, (227)
"Very convenient with own entrance and back deck and parking right in front!! Can walk to dining and breakfast options or make in your own kitchen nook!! "
The price is $321
$388 total
includes taxes & fees
Jun 17 - Jun 18
East Hampton House Resort
Bayview Resort
Seasonal outdoor pool, open 8:00 AM to 8:30 PM, free cabanas
Bayview Resort
2.5 star property
8.6 out of 10, Excellent, (375)
"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 $195
$232 total
includes taxes & fees
Jun 2 - Jun 3
Bayview Resort
Journey East Hampton
Exterior
Journey East Hampton
4.0 star property
8.8 out of 10, Excellent, (89)
"Loved the room, bed was comfortable, shower was lovely. Cindy gave great suggestions on where to go."
The price is $372
$467 total
includes taxes & fees
Jun 16 - Jun 17
Journey East Hampton
Canoe Place Inn and Cottages
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Canoe Place Inn and Cottages
4.0 star property
10.0 out of 10, Exceptional, (27)
"The room was beautiful.The grounds were amazing."
The price is $550
$659 total
includes taxes & fees
Jun 2 - Jun 3
Canoe Place Inn and Cottages
The Shoals Suites and Slips
Garden Suite King | Premium bedding, down comforters, individually decorated
The Shoals Suites and Slips
3.5 star property
9.6 out of 10, Exceptional, (81)
"Amazing time "
The price is $465
$556 total
includes taxes & fees
Jun 2 - Jun 3
The Shoals Suites and Slips
The Roundtree, Amagansett
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
4.5 star property
9.8 out of 10, Exceptional, (75)
"The best hotel in the Hamptons! Luxury hospitality without pretension. Quiet, simple and the only one worth the price tag. You will pay the same if not more at any other local hotel and receive the worst service. It would be so easy for Roundtree to just rely on the high summer months to make money and rob you because they can, but they don't. The whole team works with an integrity uncommon to the area. Easy walk to everything in town and while they don't have a restaurant or bar they make up...
The price is $595
$713 total
includes taxes & fees
Jun 2 - Jun 3
The Roundtree, Amagansett
Mill House Inn
Front of property - evening/night
Mill House Inn
5.0 star property
8.8 out of 10, Excellent, (51)
"Excellent facility and excellent service. Highly recommend. "
The price is $475
$542 total
includes taxes & fees
Jun 2 - Jun 3
Mill House Inn
The Maidstone
Front of property - evening/night
The Maidstone
4.0 star property
7.8 out of 10, Good, (112)
"Staff was very friendly and engaging. Handled all of our needs wonderfully."
The price is $1,850
$2,111 total
includes taxes & fees
Jul 1 - Jul 2
The Maidstone
Hampton Maid Motel
Property grounds
Hampton Maid Motel
2.5 star property
8.8 out of 10, Excellent, (524)
"Always excellent. Property, staff and food are outstanding."
The price is $280
$320 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Maid Motel
Southampton Long Island Hotel
Desk, free WiFi, bed sheets
Southampton Long Island Hotel
2.5 star property
8.4 out of 10, Very Good, (165)
"Awesome stay -- room was very clean and bed was really comfortable. They also upgraded us to a deluxe room at no charge! Would stay again. "
The price is $199
$237 total
includes taxes & fees
Jun 2 - Jun 3
Southampton Long Island Hotel
Colonial Shores Resort
Aerial view
Colonial Shores Resort
2.5 star property
9.4 out of 10, Exceptional, (84)
"This is our second 8 day stay. Here for work (Hanging Wallpaper) we really enjoyed our time here. Around the corner from everything. "
The price is $260
$297 total
includes taxes & fees
Jun 2 - Jun 3
Colonial Shores Resort
The Hedges Inn
Property grounds
The Hedges Inn
3.5 star property
9.6 out of 10, Exceptional, (66)
"Beautiful location and lovely accommodation."
The Hedges Inn
EHP Resort & Marina
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
EHP Resort & Marina
3.5 star property
7.8 out of 10, Good, (7)
"Beautiful property and the cottages were clean, gorgeous, and comfortable. It was just hard to get in touch with anyone for service related issues. The restaurant on site, Si Si was amazing and the staff there went above and beyond!"
The price is $452
$568 total
includes taxes & fees
Jun 3 - Jun 4
EHP Resort & Marina
House on Chase Creek
View from property
House on Chase Creek
2.5 star property
9.4 out of 10, Exceptional, (64)
"Amazing location. Lovely lake. Serene and Tranquil experience. "
The price is $276
$315 total
includes taxes & fees
Jun 3 - Jun 4
House on Chase Creek
Bridgehampton Inn
Property grounds
Bridgehampton Inn
3.5 star property
9.4 out of 10, Exceptional, (205)
"I will never NOT stay there when I’m in the area. The restaurant should have a Michelin star and the cocktails were inventive and delicious. The rooms had fireplaces- it was perfect on a storm night. The coffee is was excellent and the beds soft. If I could give it 10 stars, I would."
The price is $535
$611 total
includes taxes & fees
Jun 10 - Jun 11
Bridgehampton Inn
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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.

More cheap stays in Southold

The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd, Southampton, NY
The price is $184 per night from Jun 3 to Jun 4
$184
$253 total
includes taxes & fees
Jun 3 - Jun 4
9.2/10 Wonderful! (76 reviews)

Stay near popular Southold attractions

Image for Sparkling Pointe

Sparkling Pointe

You can enjoy a tasting or tour at Sparkling Pointe during your travels to Southold. Discover the sunsets and wineries in this family-friendly area.

See properties
Sparkling Pointe

Southold Travel Info

Number of reviews
3,014
Accommodation
4,358 hotels
Highest price
$1,850
Lowest price
$79

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 Quality Inn Old Saybrook - Westbrook and Hilton Garden Inn Riverhead. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

Discounted rates Sag Harbor house with bay beach access and Heated Lap Pool: This vacation home rental outside of Southold offers an outdoor pool, a fireplace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a balcony, 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?

Vine + Sand--Southold, NY'S Newest B&B--Room 4--Queen Bed and Adjacent Bathroom With Rain Shower is a top B&B with a communal pool, an in-room fireplace, and a spa tub. Vine + Sand--Southold, NY'S Newest B&B--Room 1--King Bed and Ensuite Bathroom With Soaking Tub is one more option that features an onsite 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 the lobby. Enjoy a massage at the on-site spa. See all spa hotels in Southold.

Recent reviews of Southold hotels
Expedia verified reviews

The Harbor Front Inn

The Harbor Front Inn

5/5 Excellent
Great getaway
"Hotel was cozy, great location on the main street of all entertainment. View was amazing. Will definitely stay again!"
A verified traveler stayed at The Harbor Front Inn
Posted 1 day ago
The Harbor Front Inn