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

Southold hotels from RM314

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Check prices for these dates

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

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Our top choices for Southold hotels

A boat docked at a marina with a building in the background.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is RM753
RM961 total
includes taxes & fees
8 Nov - 9 Nov
The Shoals Suites and Slips
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is RM1,018
RM1,163 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (442 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is RM657
RM751 total
includes taxes & fees
9 Nov - 10 Nov
Zey Hotel
A spacious room with wicker furniture, large windows, and a view of the sea.

4. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (764 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is RM621
RM826 total
includes taxes & fees
17 Nov - 18 Nov
Sound View Greenport
The entrance to The Harbor Front Inn with a double door and the address number 209.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is RM550
RM745 total
includes taxes & fees
16 Nov - 17 Nov
The Harbor Front Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

6. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (75 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is RM737
RM842 total
includes taxes & fees
19 Nov - 20 Nov
The Chequit
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

7. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (195 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is RM1,125
RM1,448 total
includes taxes & fees
3 Dec - 4 Dec
The Menhaden
A cozy interior with a bar area, seating, and a fireplace.

8. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is RM766
RM965 total
includes taxes & fees
15 Nov - 16 Nov
Oyster Estate
A modern interior with a central water feature, shelves with products, and a clothing rack.

9. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is RM1,018
RM1,325 total
includes taxes & fees
4 Nov - 5 Nov
American Beech Hotel
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

10. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (684 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is RM889
RM1,015 total
includes taxes & fees
9 Nov - 10 Nov
Sag Harbor Inn
A balcony with a view of the ocean, a lawn, and a house in the background.

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is RM686
RM1,234 total
includes taxes & fees
15 Nov - 16 Nov
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (72 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is RM1,304
RM1,490 total
includes taxes & fees
5 Nov - 6 Nov
North Fork Resort
A serene landscape with a calm body of water reflecting trees with autumn foliage.

13. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is RM753
RM860 total
includes taxes & fees
9 Nov - 10 Nov
House on Chase Creek
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

14. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is RM585
RM668 total
includes taxes & fees
11 Nov - 12 Nov
The Bentley Hotel Southampton
A pool area with umbrellas, potted plants, and a pathway leading to a building.

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is RM1,296
RM1,629 total
includes taxes & fees
16 Nov - 17 Nov
Faraway Sag Harbor
Two bicycles with wicker baskets labeled "Sophie & Co." parked in front of a building with a dark door and white columns.

16. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is RM904
RM1,196 total
includes taxes & fees
2 Dec - 3 Dec
The Sagaponack
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

17. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (843 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is RM504
RM576 total
includes taxes & fees
8 Nov - 9 Nov
Shorewood Inn
A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

18. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,002 reviews)
"Great location, great service."
United States
Julian
The price is RM607
RM693 total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Place Long Island East End
A Holiday Inn Express hotel with a stone facade, large windows, and a covered entrance.

19. Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
2.5 star property
Riverhead
8.8 out of 10, Excellent, (1,002 reviews)
"Our stay was only one night, however check-in was speedy and efficient. Comfortable beds and spacious room."
United States
Kirsten
The price is RM519
RM593 total
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Express & Suites Riverhead - Long Island by IHG
A bedroom with a wooden headboard, a bedside table with a lamp, and a bed with a grey blanket.

20. Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (232 reviews)
"Wonderful staff - excellent food and service"
United States
Cori
The price is RM1,213
RM1,386 total
includes taxes & fees
16 Nov - 17 Nov
Bridgehampton 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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Hotels recommended for families in Southold

A beachside outdoor seating area with white Adirondack chairs and a fire pit.

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187)
The price is RM1,018
RM1,163 total
includes taxes & fees
1 Dec - 2 Dec
Silver Sands Motel & Beach Bungalows
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Stay near popular Southold attractions

Sparkling Pointe

8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Méthode 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 coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Very well designed"
Alexander 2-night trip
Posted 1 hour ago
Sound View Greenport

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 RM273 per night from 5 Nov to 6 Nov
RM273
RM314 total
5 Nov - 6 Nov
includes taxes & fees

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. Other good choices for your stay in the area are Pier Blue Inn Old Saybrook - Essex and Water's Edge Resort & Spa. 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?
Water's Edge Resort & Spa: Features a seasonal outdoor pool, an indoor pool and a private beach. 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 141 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 Sparkling Pointe and Croteaux Vineyards. 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 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Southold is 1452 mm.

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