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Recommended hotels in Southold

1. The Shoals Suites and Slips
The Shoals Suites and SlipsSouthold
9.4 out of 10, Exceptional, (350 reviews)
The price is CA $262
CA $335 total
includes taxes & fees
Nov 15 - Nov 16

2. North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.
North Fork Grinch Getaway & Hot Chocolate Bar. Two Bedroom Sleeps 4.Southold
9.6 out of 10, Exceptional, (10 reviews)
The price is CA $353
CA $668 total
includes taxes & fees
Nov 12 - Nov 13

3. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
10.0 out of 10, Exceptional, (192 reviews)
The price is CA $292
CA $334 total
includes taxes & fees
Dec 6 - Dec 7

4. Sound View Greenport
Sound View GreenportGreenport
8.4 out of 10, Very good, (768 reviews)
The price is CA $239
CA $313 total
includes taxes & fees
Nov 30 - Dec 1

5. The Harbor Front Inn
The Harbor Front InnGreenport
9.0 out of 10, Wonderful, (675 reviews)
The price is CA $195
CA $263 total
includes taxes & fees
Nov 15 - Nov 16

7. The Chequit
The ChequitThe Heights
9.0 out of 10, Wonderful, (78 reviews)
The price is CA $255
CA $292 total
includes taxes & fees
Nov 22 - Nov 23

8. Oyster Estate
Oyster EstateGreenport
9.2 out of 10, Wonderful, (302 reviews)
The price is CA $254
CA $320 total
includes taxes & fees
Dec 3 - Dec 4

9. Cliffside Resort Condominiums
Cliffside Resort CondominiumsGreenport
9.0 out of 10, Wonderful, (299 reviews)
The price is CA $271
CA $467 total
includes taxes & fees
Nov 26 - Nov 27

10. House on Chase Creek
House on Chase CreekThe Heights
9.4 out of 10, Exceptional, (87 reviews)
The price is CA $261
CA $298 total
includes taxes & fees
Nov 26 - Nov 27

11. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
9.6 out of 10, Exceptional, (616 reviews)
The price is CA $167
CA $191 total
includes taxes & fees
Nov 22 - Nov 23

12. Sag Harbor Inn
Sag Harbor InnSag Harbor
9.4 out of 10, Exceptional, (689 reviews)
The price is CA $309
CA $353 total
includes taxes & fees
Nov 15 - Nov 16

13. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
The price is CA $438
CA $500 total
includes taxes & fees
Nov 19 - Nov 20

14. Shorewood Inn
Shorewood InnRiverhead
8.4 out of 10, Very good, (845 reviews)
The price is CA $132
CA $150 total
includes taxes & fees
Nov 15 - Nov 16

15. The Menhaden
The MenhadenGreenport
9.6 out of 10, Exceptional, (197 reviews)
The price is CA $347
CA $460 total
includes taxes & fees
Dec 10 - Dec 11

16. Faraway Sag Harbor
Faraway Sag HarborSag Harbor
9.0 out of 10, Wonderful, (321 reviews)
The price is CA $441
CA $554 total
includes taxes & fees
Dec 6 - Dec 7

17. American Beech Hotel
American Beech HotelGreenport
9.0 out of 10, Wonderful, (208 reviews)
The price is CA $339
CA $444 total
includes taxes & fees
Nov 22 - Nov 23

18. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (29 reviews)
The price is CA $121
CA $322 total
includes taxes & fees
Nov 15 - Nov 16

19. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (58 reviews)
The price is CA $134
CA $342 total
includes taxes & fees
Nov 30 - Dec 1

20. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (53 reviews)
The price is CA $134
CA $326 total
includes taxes & fees
Dec 7 - Dec 8
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.
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.






































































