Southold hotels from HK$1,025
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Southold
Pet friendly
Apartment
Family friendly
Condo
Cottage
Waterpark
Check prices for these dates
Tonight
6 Aug - 7 AugTomorrow
7 Aug - 8 AugThis weekend
7 Aug - 9 AugNext weekend
14 Aug - 16 AugOur top choices for Southold hotels
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
Connor
HK$2,510
HK$3,063 total
includes taxes & fees
1 Sept - 2 Sept
2. The Pridwin Hotel
The Pridwin HotelShelter Island Heights
Anna
HK$4,569
HK$5,742 total
includes taxes & fees
7 Sept - 8 Sept
3. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
Christine
HK$2,453
HK$3,502 total
includes taxes & fees
7 Sept - 8 Sept
4. Sound View Greenport
Sound View GreenportGreenport
Yveline
HK$2,229
HK$3,219 total
includes taxes & fees
7 Sept - 8 Sept
5. Zey Hotel
Zey HotelGreenport
Alex
HK$1,906
HK$2,178 total
includes taxes & fees
20 Aug - 21 Aug
6. The Harbor Front Inn
The Harbor Front InnGreenport
David
HK$2,327
HK$3,062 total
includes taxes & fees
7 Sept - 8 Sept
7. North Fork Resort
North Fork ResortGreenport
Lisa
HK$2,520
HK$2,880 total
includes taxes & fees
7 Sept - 8 Sept
8. Shelter Island House
Shelter Island HouseShelter Island Heights
Dorothy
HK$2,481
HK$2,834 total
includes taxes & fees
17 Aug - 18 Aug
9. The Menhaden
The MenhadenGreenport
Lisa
HK$3,513
HK$4,328 total
includes taxes & fees
16 Aug - 17 Aug
10. Oyster Estate
Oyster EstateGreenport
Jenny
HK$2,663
HK$3,355 total
includes taxes & fees
7 Sept - 8 Sept
11. The Chequit
The ChequitThe Heights
Kristin
HK$2,302
HK$2,630 total
includes taxes & fees
7 Sept - 8 Sept
12. American Beech Hotel
American Beech HotelGreenport
kerri
HK$3,850
HK$4,712 total
includes taxes & fees
10 Aug - 11 Aug
13. House on Chase Creek
House on Chase CreekThe Heights
Jeanine
HK$3,130
HK$3,576 total
includes taxes & fees
3 Sept - 4 Sept
14. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
Allie
HK$2,459
HK$2,809 total
includes taxes & fees
9 Aug - 10 Aug
15. Sag Harbor Inn
Sag Harbor InnSag Harbor
Christopher
HK$3,687
HK$4,212 total
includes taxes & fees
7 Sept - 8 Sept
16. Shorewood Inn
Shorewood InnRiverhead
Denise
HK$1,277
HK$1,459 total
includes taxes & fees
9 Aug - 10 Aug
17. Quality Inn Old Saybrook - Westbrook
Quality Inn Old Saybrook - WestbrookOld Saybrook
John
HK$793
HK$912 total
includes taxes & fees
30 Aug - 31 Aug
18. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
Yossef
HK$1,224
HK$1,594 total
includes taxes & fees
7 Sept - 8 Sept
19. Hyatt Place Long Island East End
Hyatt Place Long Island East EndRiverhead
Anthony
HK$1,679
HK$1,918 total
includes taxes & fees
7 Sept - 8 Sept
20. The Hampton Maid
The Hampton MaidHampton Bays
Adam
HK$3,071
HK$3,508 total
includes taxes & fees
12 Aug - 13 Aug
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.
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.
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.
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
Hampton's Vacation Inn
10/10 Excellent
"I really enjoyed this property as it was well maintained cute cottages totally away from noise and very peaceful"
The Bentley Hotel Southampton
10/10 Excellent
"Great space, pool, well decorated, maintained, affordable yet still close to the main area - our group was super pleasantly surprised!"
The Hampton Maid
10/10 Excellent
"Very lovely property, nice and helpful staff, rooms and products great."
Budget Host East End
8/10 Good
"."
Water's Edge Resort & Spa
8/10 Good
"Very clean room, some hidden costs added during check in. Resort fee tax and town or state"
The Pridwin Hotel
10/10 Excellent
"Amazon stay. They made our anniversary an unforgettable experience"
The Atlantic Hotel
10/10 Excellent
"Just a great experience across the board!"
Saybrook Point Resort & Marina
10/10 Excellent
"I think the place deserves 4 star rating."
Sound View Greenport
10/10 Excellent
"Great in town getaway"
More cheap stays in Southold
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
HK$891
HK$1,025 total
13 Aug - 14 Aug
includes taxes & fees
Budget Host East End
30 Lake Avenue Riverhead NY
HK$980
HK$1,120 total
9 Aug - 10 Aug
includes taxes & fees
6.8/10 (851 reviews)
Greenview Inn Riverhead
1433 W Main St Riverhead NY
HK$1,271
HK$1,452 total
9 Aug - 10 Aug
includes taxes & fees
The Bentley Hotel Southampton
161 Hills Station Rd Southampton NY
HK$1,224
HK$1,594 total
7 Sept - 8 Sept
includes taxes & fees
9.6/10 Exceptional! (556 reviews)
Holiday Inn Express & Suites Riverhead - Long Island by IHG
1707 Old Country Rd Riverhead NY
HK$1,592
HK$1,819 total
7 Sept - 8 Sept
includes taxes & fees
The Atlantic Hotel
1655 County Road 39 Southampton NY
HK$1,758
HK$2,204 total
11 Aug - 12 Aug
includes taxes & fees
7.2/10 Good! (1,003 reviews)
Hotels in Southold with star-rating
3 Star Hotels
260 properties
