Find hotels in Southold, NY from CA $181

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Top 10 Southold hotels and places to stay

The Shoals Suites and Slips

3.5 star property
9.4 out of 10, Exceptional, (146)
"I can’t say enough great things about this place. Absolutely wonderful ! "
The price is CA $242
CA $276 total
includes taxes & fees
Feb 9 - Feb 10
The Shoals Suites and Slips

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (267)
"Perfect location for a peaceful winter weekend getaway. We’ve stayed here before and definitely will again. "
The price is CA $181
CA $237 total
includes taxes & fees
Jan 27 - Jan 28
Windward Shores Ocean Resort

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (85)
"My wife and I stayed a couple nights in October. We felt very pampered. Felix served us up late night snacks with homemade cookies and ice cream! Beautiful and charming hotel with attentive staff."
The price is CA $851
CA $1,020 total
includes taxes & fees
Jan 23 - Jan 24
The Roundtree, Amagansett

Villa Spectrum

3.5 star property
The price is CA $3,003
CA $4,500 total
includes taxes & fees
Jan 23 - Jan 24
Villa Spectrum

Journey East Hampton

4.0 star property
9.0 out of 10, Wonderful, (123)
"Enjoyed our stay here. Room was spacious. Really friendly staff. "
The price is CA $341
CA $445 total
includes taxes & fees
Feb 2 - Feb 3
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (243)
"A fantastic place for a short weekend getaway. Would love to do it again"
The price is CA $241
CA $307 total
includes taxes & fees
Feb 18 - Feb 19
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (63)
"Greeting was so welcoming n informative "
The price is CA $358
CA $449 total
includes taxes & fees
Jan 28 - Jan 29
Mill House Inn

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 CA $604
CA $689 total
includes taxes & fees
Jan 23 - Jan 24
East Hampton Art House Bed & Breakfast

The Huntting Inn

3.5 star property
8.6 out of 10, Excellent, (87)
"One of the very few options in East Hampton that offered a one night stay, most have a 2-night minimum. An old, charming inn that was very welcoming and clean. Our king bed room was spacious enough and decorated nicely. The bathroom was very clean and modernized. We did have to walk up a flight of stairs with our luggage which wasn’t difficult for us but may be for some."
The price is CA $512
CA $599 total
includes taxes & fees
Feb 11 - Feb 12
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (145)
"Property was adorable and the staff very pleasant and helpful!! "
The price is CA $380
CA $519 total
includes taxes & fees
Feb 2 - Feb 3
The 1770 House Restaurant & Inn

The Maidstone

4.0 star property
7.8 out of 10, Good, (120)
"private and elegant"
The price is CA $573
CA $654 total
includes taxes & fees
Feb 6 - Feb 7
The Maidstone

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (130)
"We had a wonderful stay! We will definitely be back!"
The price is CA $228
CA $310 total
includes taxes & fees
Feb 2 - Feb 3
The Sagaponack

Villa Bridgehampton Village

3.5 star property
The price is CA $5,960
CA $8,589 total
includes taxes & fees
Jan 24 - Jan 25
Villa Bridgehampton Village

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (121)
"Great location and very comfortable "
The price is CA $637
CA $733 total
includes taxes & fees
Feb 18 - Feb 19
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (83)
"My husband and I stayed at the Niantic Inn for 2 nights as a little getaway while our 3 year old stayed with her grandparents. While the inn does offer many amenities, it was very clean, comfortable, and the perfect place to recharge! The smartTV was a great addition as we were able to catch up on our shows on various streaming services! It was also great to be fairly close to Mystic! 10/10 would recommend the Niantic Inn!"
The price is CA $197
CA $227 total
includes taxes & fees
Feb 21 - Feb 22
The Niantic Inn

Bridgehampton Inn

3.5 star property
9.4 out of 10, Exceptional, (213)
"Lovely inn, with very accommodating staff. "
The price is CA $386
CA $440 total
includes taxes & fees
Feb 4 - Feb 5
Bridgehampton Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (208)
"one night for our anniversary. it was nice. the place is cozy. the room was comfortable."
The price is CA $270
CA $339 total
includes taxes & fees
Feb 18 - Feb 19
Baron's Cove

The Rams Head Inn

4.0 star property
7.6 out of 10, Good, (18)
"Beautiful views and lovely service "
The price is CA $465
CA $530 total
includes taxes & fees
Jan 24 - Jan 25
The Rams Head Inn

Harpoon House

3.0 star property
8.2 out of 10, Very good, (109)
"The place and the room were great and extremely well equipped. This was an independent stay, but staff was very efficient and friendly in checking us in."
The price is CA $220
CA $252 total
includes taxes & fees
Feb 19 - Feb 20
Harpoon House

Southampton Inn

3.0 star property
8.6 out of 10, Excellent, (512)
"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 CA $286
CA $350 total
includes taxes & fees
Feb 2 - Feb 3
Southampton Inn
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 traveler data. This hotel offers a restaurant and private balconies. Other good choices for your trip to the area are Hyatt Place Long Island East End and Quality Inn Old Saybrook - Westbrook. See all available top hotels, or vacation rentals in Southold.

What's the top vacation rental in Southold?

Mid-Century Winter 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?

Hyatt Place Long Island East End: Offers an indoor pool, an outdoor pool, and 2 bars. Quality Inn Old Saybrook - Westbrook and Hilton Garden Inn Riverhead are a couple of other choices that feature 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.

What's the best place to stay near John F. Kennedy International Airport (JFK)?

Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.

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 156 hotels and other accommodations to choose from. Find out more about Southold.

What should I see while I'm in Southold?

Favorite places to visit include Sparkling Pointe, Sannino's Bella Vita Vineyard, and The Old Field Vineyards. A couple of additional sights to add to your agenda are Mattebella Vineyards and Croteaux Vineyards. Check out what more to see and do in Expedia's Southold guide.

How should I 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Southold is 57 inches.