Southold hotels from HK$713
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14 Aug - 15 AugTomorrow
15 Aug - 16 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Southold hotels
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
Connor
HK$2,282
HK$2,803 total
includes taxes & fees
1 Sept - 2 Sept
2. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
Anna
HK$4,193
HK$5,269 total
includes taxes & fees
14 Sept - 15 Sept
3. Sound View Greenport
Sound View GreenportGreenport
Yveline
HK$2,205
HK$3,192 total
includes taxes & fees
9 Sept - 10 Sept
4. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
Christine
HK$2,405
HK$3,447 total
includes taxes & fees
9 Sept - 10 Sept
5. Zey Hotel
Zey HotelGreenport
anna
HK$1,589
HK$1,815 total
includes taxes & fees
25 Aug - 26 Aug
6. The Harbor Front Inn
The Harbor Front InnGreenport
David
HK$2,168
HK$2,880 total
includes taxes & fees
8 Sept - 9 Sept
7. Shelter Island House
Shelter Island HouseShelter Island Heights
Dorothy
HK$2,482
HK$2,835 total
includes taxes & fees
26 Aug - 27 Aug
8. The Menhaden
The MenhadenGreenport
Lisa
HK$4,136
HK$5,040 total
includes taxes & fees
30 Aug - 31 Aug
9. Oyster Estate
Oyster EstateGreenport
Jenny
HK$2,664
HK$3,357 total
includes taxes & fees
7 Sept - 8 Sept
10. North Fork Resort
North Fork ResortGreenport
Lisa
HK$2,521
HK$2,880 total
includes taxes & fees
7 Sept - 8 Sept
11. American Beech Hotel
American Beech HotelGreenport
kerri
HK$3,098
HK$3,853 total
includes taxes & fees
9 Sept - 10 Sept
12. House on Chase Creek
House on Chase CreekThe Heights
Calvin
HK$1,928
HK$2,203 total
includes taxes & fees
9 Sept - 10 Sept
13. The Chequit
The ChequitThe Heights
Kristin
HK$2,295
HK$2,622 total
includes taxes & fees
8 Sept - 9 Sept
14. Sag Harbor Inn
Sag Harbor InnSag Harbor
Christopher
HK$2,982
HK$3,407 total
includes taxes & fees
13 Sept - 14 Sept
15. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
Allie
HK$2,460
HK$2,811 total
includes taxes & fees
24 Aug - 25 Aug
16. Shorewood Inn
Shorewood InnRiverhead
Yu
HK$1,278
HK$1,460 total
includes taxes & fees
17 Aug - 18 Aug
17. The Captain Stannard
The Captain StannardWestbrook Center
Jessica
HK$1,836
HK$2,038 total
includes taxes & fees
16 Aug - 17 Aug
18. Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
John
HK$794
HK$913 total
includes taxes & fees
3 Sept - 4 Sept
19. Spark by Hilton Guilford
Spark by Hilton GuilfordGuilford
Stacy
HK$830
HK$954 total
includes taxes & fees
13 Sept - 14 Sept
20. Hyatt Place Long Island East End
Hyatt Place Long Island East EndRiverhead
Garvin
HK$1,593
HK$1,820 total
includes taxes & fees
8 Sept - 9 Sept
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.
Croteaux Vineyards
10.0/10 (12 reviews)
America's only all-rosé vineyard offers a taste of Provence in New York's North Fork. Savour wine flights in the picturesque garden setting, complete with rustic barn and seaside charm.
Mattebella Vineyards
8.0/10 (4 reviews)
This family-run vineyard crafts sustainable wines in an intimate North Fork setting. Enjoy personalised tastings with garden-to-table pairings on the patio overlooking lush vines.
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.
Horton Lane Beach
9.0/10 (4 reviews)
This rocky shoreline along Long Island Sound offers peaceful views beside the historic Horton Point Lighthouse. Explore maritime heritage at the adjacent Nautical Museum, open seasonally.
Sannino's Bella Vita Vineyard
9.6/10 (4 reviews)
This intimate vineyard offers personalised expert-guided wine tastings amid sustainable vineyards. Experience their unique White Merlot overlooking scenic North Fork landscapes or stay at their on-site B&B.
Osprey's Dominion
9.6/10 (5 reviews)
This award-winning North Fork winery showcases sustainable viticulture through distinctive Sauvignon Blanc and Merlot offerings. Enjoy tastings on their spacious lawn with weekend live music and picnic areas.
The Old Field Vineyards
9.6/10 (5 reviews)
This family-owned vineyard, Long Island's oldest continuously operated winery, offers handcrafted wines in a rustic setting. Enjoy tastings on expansive lawns overlooking Southold Bay.
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
Photo by Benny Goh
Top Southold Hotel Reviews
Water's Edge Resort & Spa
8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
The Shoals Suites and Slips
10/10 Excellent
"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. Looking forward to return in the near future."
Budget Host East End
8/10 Good
"My daughter and I spent the night last night 7/12/26 in River Head and found the room clean and tidy, beds comfortable and we enjoyed the pool which was also very clean and well maintained. However, we could not get our TV to work and tried to call the front desk several times yet no one answered. We also noted a guest in Rm 205 left his room door open all day with the TV blaring all thru the night! When we used the pool we were in room 202 and there was a front door w/3 locks and a back door w/3 locks so we locked all 3 of the front door and when we went to open the back door on the pool side neither key we were given would work so had to call mgt. Other guests on our side stated they encountered the same issue and had to call mgt. Why doesn't this hotel use Electronic Keys like other hotels? This is a major safety concern! Otherwise we enjoyed our stay."
The Hampton Maid
10/10 Excellent
"Place was charming and overall beautiful .. everything was wonderful.. definitely will stay again"
Faraway Sag Harbor
10/10 Excellent
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
Hampton's Vacation Inn
10/10 Excellent
"Very large and clean room. They have a nice size pool. There was even a fire pit on the lawn area."
North Fork Resort
10/10 Excellent
"The property was so clean, charming, and exceeded all expectations. The whole staff was so lovely and helped solve every issue above and beyond! We got locked out of our room and the front desk was closed but there was an after hours number that we were able to call and they virtually unlocked our door. So make sure you ask for that! And when our firewood took too long to be delivered, Vanessa generously offered to extend our stay an hour and refunded us for the logs. Melissa and Christine also were great and helpful at answering our questions! So special and we would stay again!"
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"Great location & convenient to everything. Shawn (I believe his name was) was so helpful & friendly! Older place but was good for 1 night."
Saybrook Point Resort & Marina
8/10 Good
"I have stayed here many times over the past years...I was not knocked out by the overall stay. They call themselves a resort and in a way they are but I question their ability to provide excellent service. On my arrival rgere was no bellman so thr shift manager helped me. When I checked in I was supposed to get a room with garden view and a queen bed. The first room that they gave me was windowless and very small. I was paying 800 a night for my room.and it was a mandatory 2 mights. Room service breakfast was 50 dollars and a drink( bloody mary) and a diet coke was 36. As for the pool there are no chairs because people can use a pool membership even if they weren't staying. I paid for it but there was no chair. The house phone doesn't work. I reported it to the front desk but nothing happen. The nicest and most helpful person was the bell man and the Friday manager. The feeling of comfort a attention seems to be taking a bavk seat By the way I also hosted a dinner at fresh salt...the restaurant on premise...that was perfect and the service was excellent. Maybe the desk should be trained by the resto front of house"
More cheap stays in Southold
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
HK$779
HK$896 total
19 Aug - 20 Aug
includes taxes & fees
8/10 Very good! (1,004 reviews)
Budget Host East End
30 Lake Avenue Riverhead NY
HK$975
HK$1,114 total
3 Sept - 4 Sept
includes taxes & fees
6.8/10 (856 reviews)
Greenview Inn Riverhead
1433 W Main St Riverhead NY
HK$1,271
HK$1,452 total
16 Aug - 17 Aug
includes taxes & fees
7.4/10 Good! (847 reviews)
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
HK$1,326
HK$1,711 total
9 Sept - 10 Sept
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
The Atlantic Hotel
1655 County Road 39 Southampton NY
HK$1,547
HK$1,963 total
8 Sept - 9 Sept
includes taxes & fees
7.2/10 Good! (1,001 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG
1707 Old Country Rd Riverhead NY
HK$1,789
HK$2,044 total
8 Sept - 9 Sept
includes taxes & fees
Hotels in Southold with star-rating
3 Star Hotels
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