A calm lake with a forest in the background during sunset.

Southold hotels from RM515

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Check prices for these dates

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

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Our top choices for Southold hotels

Hotel
Exterior

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (311 reviews)
"Great stay"
United States
Connor
The price is RM1,456
RM1,766 total
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips
Resort view

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (678 reviews)
"Great in town getaway"
United States
Yveline
The price is RM1,803
RM2,411 total
includes taxes & fees
18 Aug - 19 Aug
Sound View Greenport
Terrace/patio

3. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (99 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is RM2,878
RM3,617 total
includes taxes & fees
19 Aug - 20 Aug
The Pridwin Hotel
Exterior

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (366 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is RM1,327
RM1,516 total
includes taxes & fees
16 Aug - 17 Aug
Zey Hotel
Terrace/patio

5. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (280 reviews)
"Great place!"
United States
Christine
The price is RM1,378
RM1,939 total
includes taxes & fees
16 Aug - 17 Aug
Cliffside Resort Condominiums
Seasonal outdoor pool, open 8:00 AM to 7:00 PM, pool loungers

6. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (634 reviews)
"Very nice property/staff and a great location"
United States
David
The price is RM1,693
RM2,145 total
includes taxes & fees
31 Aug - 1 Sept
The Harbor Front Inn
View from property

7. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (85 reviews)
"We had such an amazing stay! The house was beautiful, comfortable, and very clean. It is an easy walk to grab a great cup of coffee, which we loved. One of our favorite parts was sitting on the two Adirondack chairs on the water. The owner could not have been nicer and had great restaurant recommendations. We really loved it and will absolutely rebook soon!"
United States
Jeanine
The price is RM1,634
RM1,867 total
includes taxes & fees
3 Sept - 4 Sept
House on Chase Creek
Outdoor dining

8. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (44 reviews)
"Itā€™s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
The price is RM1,567
RM1,790 total
includes taxes & fees
20 Aug - 21 Aug
The Chequit
Front of property ā€“ evening/night

9. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (63 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is RM1,295
RM1,480 total
includes taxes & fees
25 Aug - 26 Aug
Shelter Island House
Premium bedding, iron/ironing board, free WiFi, bed sheets

10. West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.2 out of 10, Very good, (43 reviews)
"It was great! The location was perfect, plenty of amenities close by as well. Easy ferry access depending on time of day. Room was very clean. Will be staying again!"
United States
Allie
The price is RM1,284
RM1,467 total
includes taxes & fees
18 Aug - 19 Aug
West Neck Guesthouse
Terrace/patio

11. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (204 reviews)
"The hotel doesnā€™t reception doesnā€™t open till 9am. For early risers we had to leave the hotel just to get coffee. 9am is unheard of for a hotel"
United States
kerri
The price is RM2,010
RM2,460 total
includes taxes & fees
2 Sept - 3 Sept
American Beech Hotel
Flat-screen TV

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (44 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is RM2,655
RM3,033 total
includes taxes & fees
19 Aug - 20 Aug
North Fork Resort
Property entrance

13. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (188 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
The price is RM2,518
RM3,041 total
includes taxes & fees
2 Sept - 3 Sept
The Menhaden
Lobby

14. Oyster Estate

Oyster Estate
2.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is RM1,534
RM1,932 total
includes taxes & fees
1 Sept - 2 Sept
Oyster Estate
Exterior

15. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (790 reviews)
"The room was beautiful,clean and had a mini stove, fridge, microwave, and walk in closet. The property was very quiet and close to the local beach, restaurants, vineyards and 2 farms. Perfect lovers getaway or girl trip outing."
United States
Denise
The price is RM667
RM762 total
includes taxes & fees
6 Aug - 7 Aug
Shorewood Inn
Building design

16. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (653 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is RM2,085
RM2,382 total
includes taxes & fees
9 Aug - 10 Aug
Sag Harbor Inn
Property grounds

17. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (327 reviews)
"It was a nice motor lodge with chairs for sitting outside. Thereā€™s also a pool out back that was great."
United States
David
The price is RM320
RM367 total
includes taxes & fees
6 Aug - 7 Aug
Clinton Motel
Living area

18. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (273 reviews)
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
United Kingdom
Jessica
The price is RM958
RM1,063 total
includes taxes & fees
9 Aug - 10 Aug
The Captain Stannard
Lobby

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,004 reviews)
"Very friendly staff, easy parking, great breakfast, and clean towels and beds made daily. Great place to stay."
United States
John
The price is RM414
RM476 total
includes taxes & fees
1 Sept - 2 Sept
Quality Inn Old Saybrook - Westbrook
Free daily continental breakfast

20. Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (178 reviews)
"Very nice place to stay while in the area."
United States
Michael
The price is RM433
RM498 total
includes taxes & fees
30 Aug - 31 Aug
Spark by Hilton Guilford
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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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional MĆ©thode Champenoise in their Southold vineyard. Savour their diverse bubblies in an elegant tasting room with vineyard views.
See properties

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.

See all hotels in Southold
A pebbled beach at sunset with the sun reflecting on the water.
Photo by Benny Goh
Open Photo by Benny Goh

Top Southold Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Amazing hotel. New big rooms"
Julian 1-night trip
Posted 12 hours ago
The Bentley Hotel Southampton

More cheap stays in Southold

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
The price is RM448 per night from 6 Aug to 7 Aug
RM448
RM515 total
6 Aug - 7 Aug
includes taxes & fees
8/10 Very good! (1,000 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 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 The Atlantic Hotel 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 139 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 Croteaux Vineyards and Sparkling Pointe. 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 21Ā°C, while the coldest months are January and February, with an average of 3Ā°C. Average annual precipitation for Southold is 1452 mm.

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