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Southold Hotels

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Top 10 trending Southold hotels

The Shoals Suites and Slips

3.5 star property
9.6 out of 10, Exceptional, (191)
"The hotel was lovely"
The price is P21,210
P25,659 total
includes taxes & fees
Aug 13 - Aug 14
The Shoals Suites and Slips

Ocean Vista Resort

2.5 star property
9.0 out of 10, Wonderful, (185)
"It waa great for traveling with kids. Close to the beach and my kids loved the indoor pool!"
Ocean Vista Resort

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (290)
"Easy checking in and out Easy access few steps to beach from first floor unit "
The price is P10,992
P13,800 total
includes taxes & fees
Sep 7 - Sep 8
Windward Shores Ocean Resort

The Roundtree, Amagansett

4.5 star property
9.8 out of 10, Exceptional, (89)
"The Roundtree was one of the most peaceful hotels we’ve ever stayed in. I highly recommend for a romantic getaway. "
The price is P73,878
P88,627 total
includes taxes & fees
Aug 26 - Aug 27
The Roundtree, Amagansett

The Reform Club

2.0 star property
10.0 out of 10, Exceptional, (2)
"Unique property; lots of attention from staff; close to town."
The Reform Club

Journey East Hampton

4.0 star property
9.2 out of 10, Wonderful, (143)
"We had a good stay at The Journey. Can’t wait to come back! "
The price is P25,436
P31,967 total
includes taxes & fees
Sep 1 - Sep 2
Journey East Hampton

East Hampton House Resort

3.0 star property
9.0 out of 10, Wonderful, (274)
"Great stay! Easy and convenient. Nice room with cute patio out to pretty backyard of resort. Short walk to pool."
The price is P19,570
P23,600 total
includes taxes & fees
Sep 2 - Sep 3
East Hampton House Resort

Mill House Inn

5.0 star property
9.0 out of 10, Wonderful, (70)
"Great experience at a wonderful property!"
The price is P33,944
P42,659 total
includes taxes & fees
Sep 10 - Sep 11
Mill House Inn

East Hampton Art House Bed & Breakfast

4.0 star property
9.6 out of 10, Exceptional, (63)
"Very profesional, very good experiencia , the host the best , the property beatiful 100 porcent recomended"
The price is P39,124
P44,699 total
includes taxes & fees
Sep 12 - Sep 13
East Hampton Art House Bed & Breakfast

The Huntting Inn

3.5 star property
8.8 out of 10, Excellent, (98)
"Great property."
The price is P32,974
P38,244 total
includes taxes & fees
Aug 26 - Aug 27
The Huntting Inn

The 1770 House Restaurant & Inn

4.0 star property
9.8 out of 10, Exceptional, (157)
"The staff was incredibly genuine and the property felt intimate and comfortable."
The price is P32,803
P44,845 total
includes taxes & fees
Aug 17 - Aug 18
The 1770 House Restaurant & Inn

The Hedges Inn

3.5 star property
9.6 out of 10, Exceptional, (71)
"Great staff "
The price is P41,024
P49,665 total
includes taxes & fees
Aug 17 - Aug 18
The Hedges Inn

The Maidstone

4.0 star property
8.0 out of 10, Very Good, (142)
"The details in this beautiful spot is what makes it so special and magical. "
The Maidstone

EHP Resort & Marina

3.5 star property
7.4 out of 10, Good, (9)
"Beautiful property, but no restaurant open for lunch, no pool service, no one to answer calls at front desk. Constant marketing notices."
The price is P45,924
P57,716 total
includes taxes & fees
Sep 2 - Sep 3
EHP Resort & Marina

Wainscott Woods Retreat

2.0 star property
10.0 out of 10, Exceptional, (1)
"HIDDEN GEM IN THE HEART OF HAMPTONS! What a special place to stay in the Hamptons! I am so happy we found this wonderful gem! This hotel is clean, quiet and well managed. The pool is beautiful the rooms are modern, sleek and clean! The grounds are beautifully manicured. The location is perfect! This new hotel has the charm of a bed and breakfast. The hotel is a short car ride from either East Hampton or Southampton which is perfect if you chose to explore all the little towns the Hampton's has...
The price is P66,747
P76,259 total
includes taxes & fees
Aug 24 - Aug 25
Wainscott Woods Retreat

The Sagaponack

3.0 star property
8.8 out of 10, Excellent, (166)
"The location was great, the room was clean, and the staff were very friendly and accommodating."
The price is P19,910
P25,680 total
includes taxes & fees
Aug 19 - Aug 20
The Sagaponack

A Room At The Beach

3.0 star property
9.2 out of 10, Wonderful, (85)
"Beautiful property and amazing staff, I will definitely be back soon!"
The price is P34,515
P39,433 total
includes taxes & fees
Sep 8 - Sep 9
A Room At The Beach

Topping Rose House

4.5 star property
9.2 out of 10, Wonderful, (133)
"Great location and very comfortable "
The price is P30,550
P35,103 total
includes taxes & fees
Sep 9 - Sep 10
Topping Rose House

The Niantic Inn

2.0 star property
9.2 out of 10, Wonderful, (103)
"Enjoyed my stay"
The price is P11,217
P12,899 total
includes taxes & fees
Sep 4 - Sep 5
The Niantic Inn

Baron's Cove

4.0 star property
9.0 out of 10, Wonderful, (281)
"Great location Rooms are very small but still amazing "
The price is P35,342
P44,416 total
includes taxes & fees
Aug 25 - Aug 26
Baron's Cove
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Near an Attraction

Custer Institute and Observatory

Custer Institute and Observatory

Enjoy an outing to Custer Institute and Observatory during your stay in Southold. Wander the beaches and gardens while you're in the area.

McCabe's Beach

McCabe's Beach

Why not spend a lazy afternoon at McCabe's Beach during your trip to Southold? Stroll along the beaches or discover the area's sunsets.

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 traveler data. This hotel offers a restaurant and private balconies. Vine & Sand is another good option for your visit. 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, 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. 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 McCabe's 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: 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 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 155 hotels and other accommodations to choose from. Find out more about Southold.

What should I see while I'm in 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 agenda are Sparkling Pointe 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.