Southold hotels from RM324
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19 Sept - 20 SeptTomorrow
20 Sept - 21 SeptNext weekend
25 Sept - 27 SeptIn two weeks
2 Oct - 4 OctOur top choices for Southold hotels
1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
Melissa
RM824
RM1,043 total
includes taxes & fees
1 Oct - 2 Oct
2. Sound View Greenport
Sound View GreenportGreenport
Irene
RM1,084
RM1,355 total
includes taxes & fees
14 Oct - 15 Oct
3. Zey Hotel
Zey HotelGreenport
Renee
RM689
RM787 total
includes taxes & fees
27 Sept - 28 Sept
4. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
Sirikhwan
RM1,327
RM1,516 total
includes taxes & fees
18 Oct - 19 Oct
5. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
Christine
RM1,124
RM1,737 total
includes taxes & fees
5 Oct - 6 Oct
6. The Harbor Front Inn
The Harbor Front InnGreenport
Jordan
RM1,025
RM1,288 total
includes taxes & fees
15 Oct - 16 Oct
7. The Chequit
The ChequitThe Heights
Kristin
RM845
RM965 total
includes taxes & fees
18 Oct - 19 Oct
8. North Fork Resort
North Fork ResortGreenport
Harold
RM1,311
RM1,498 total
includes taxes & fees
24 Sept - 25 Sept
9. The Menhaden
The MenhadenGreenport
Lisa
RM1,511
RM1,891 total
includes taxes & fees
7 Oct - 8 Oct
10. Oyster Estate
Oyster EstateGreenport
Matthew
RM1,290
RM1,625 total
includes taxes & fees
19 Oct - 20 Oct
11. American Beech Hotel
American Beech HotelGreenport
Mary
RM976
RM1,278 total
includes taxes & fees
30 Sept - 1 Oct
12. House on Chase Creek
House on Chase CreekThe Heights
Calvin
RM879
RM1,004 total
includes taxes & fees
5 Oct - 6 Oct
13. Shelter Island House
Shelter Island HouseShelter Island Heights
Dorothy
RM821
RM938 total
includes taxes & fees
19 Oct - 20 Oct
14. Sag Harbor Inn
Sag Harbor InnSag Harbor
Loretta
RM1,322
RM1,511 total
includes taxes & fees
5 Oct - 6 Oct
15. West Neck Guesthouse
West Neck GuesthouseShelter Island Heights
Allie
RM1,280
RM1,462 total
includes taxes & fees
1 Oct - 2 Oct
16. Pier Blue Inn Old Saybrook - Essex
Pier Blue Inn Old Saybrook - EssexSaybrook Manor
Carolyn
RM333
RM383 total
includes taxes & fees
22 Sept - 23 Sept
17. Hamlet Inn
Hamlet InnSouthampton
Thomas
RM517
RM669 total
includes taxes & fees
20 Sept - 21 Sept
18. The Captain Stannard
The Captain StannardWestbrook Center
Deborah
RM955
RM1,060 total
includes taxes & fees
21 Sept - 22 Sept
19. Shorewood Inn
Shorewood InnRiverhead
KAREN
RM349
RM399 total
includes taxes & fees
20 Sept - 21 Sept
20. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
Frank
RM510
RM685 total
includes taxes & fees
5 Oct - 6 Oct
Stay near popular Southold attractions
Sparkling Pointe
8.8/10 (11 reviews)
Sparkling Pointe crafts exquisite sparkling wines using traditional Mรฉthode 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-rosรฉ 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.
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.
Horton Point Park
9.4/10 (3 reviews)
This 1857 lighthouse stands sentinel over Long Island Sound, housing a nautical museum filled with maritime artefacts. Climb to the top for panoramic views, then follow the nature trail to the peaceful rocky beach below.
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.
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.
Corey Creek Winery
9.6/10 (5 reviews)
This boutique North Fork vineyard crafts innovative wines like White Cabernet Franc using indigenous yeasts. Savour sustainable vintages on their elevated deck with bay views while enjoying live music and lawn games.
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
Sound View Greenport
10/10 Excellent
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"
Budget Host East End
10/10 Excellent
"Clean room"
The Shoals Suites and Slips
10/10 Excellent
"Lovely property in a beautiful setting. Really enjoyed the large rooms and the location for exploring North Fork."
Hampton Bays Hotel on Main
10/10 Excellent
"Great stay and great owners! 10/10"
North Fork Resort
10/10 Excellent
"Very new and clean property very helpful and friendly staff ..... some areas where the rvs are the view not great ..... otherwise all good"
Greenview Inn Riverhead
10/10 Excellent
"Very clean, nice and quiet everyone is very friendly"
Pier Blue Inn Old Saybrook - Essex
10/10 Excellent
"Staff was helpful and professional. Room was clean, basic, nice. The TV was a little sketchy-some stations were static. The bathroom shower was great: good flow, hot and soothing. Overall, very good for the price."
Water's Edge Resort & Spa
10/10 Excellent
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
The Atlantic Hotel
10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
More cheap stays in Southold
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
RM333
RM383 total
22 Sept - 23 Sept
includes taxes & fees
8/10 Very good! (1,003 reviews)
Budget Host East End
30 Lake Avenue Riverhead NY
RM363
RM415 total
20 Sept - 21 Sept
includes taxes & fees
6.8/10 (888 reviews)
Quality Inn Old Saybrook - Westbrook
100 Essex Rd Old Saybrook CT
RM413
RM475 total
12 Oct - 13 Oct
includes taxes & fees
7.8/10 Good! (1,001 reviews)
The Atlantic Hotel
1655 County Road 39 Southampton NY
RM487
RM658 total
1 Oct - 2 Oct
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
RM649
RM741 total
20 Oct - 21 Oct
includes taxes & fees
The Hampton Maid
259 E Montauk Hwy Hampton Bays NY
RM863
RM986 total
13 Oct - 14 Oct
includes taxes & fees
