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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 17 - Nov 18

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 23 - Nov 24

3. Sound View Greenport
Sound View GreenportGreenport
8.4 out of 10, Very good, (767 reviews)
The price is CA $218
CA $290 total
includes taxes & fees
Nov 15 - Nov 16

4. Silver Sands Motel & Beach Bungalows
Silver Sands Motel & Beach BungalowsGreenport
10.0 out of 10, Exceptional, (191 reviews)
The price is CA $274
CA $313 total
includes taxes & fees
Dec 10 - Dec 11

6. The Harbor Front Inn
The Harbor Front InnGreenport
9.0 out of 10, Wonderful, (675 reviews)
The price is CA $193
CA $261 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 $240
CA $274 total
includes taxes & fees
Nov 19 - Nov 20

8. 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

9. 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 16 - Nov 17

10. The Menhaden
The MenhadenGreenport
9.6 out of 10, Exceptional, (197 reviews)
The price is CA $347
CA $460 total
includes taxes & fees
Dec 9 - Dec 10

11. Oyster Estate
Oyster EstateGreenport
9.2 out of 10, Wonderful, (302 reviews)
The price is CA $266
CA $335 total
includes taxes & fees
Nov 15 - Nov 16

12. Sag Harbor Inn
Sag Harbor InnSag Harbor
9.4 out of 10, Exceptional, (687 reviews)
The price is CA $309
CA $353 total
includes taxes & fees
Nov 11 - Nov 12

13. Faraway Sag Harbor
Faraway Sag HarborSag Harbor
9.0 out of 10, Wonderful, (321 reviews)
The price is CA $457
CA $575 total
includes taxes & fees
Dec 6 - Dec 7

14. American Beech Hotel
American Beech HotelGreenport
9.0 out of 10, Wonderful, (208 reviews)
The price is CA $354
CA $461 total
includes taxes & fees
Nov 16 - Nov 17

15. The SandPiper
The SandPiperPipes Cove
9.6 out of 10, Exceptional, (58 reviews)
The price is CA $134
CA $326 total
includes taxes & fees
Dec 1 - Dec 2

16. 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 11 - Nov 12

17. North Fork Resort
North Fork ResortGreenport
9.6 out of 10, Exceptional, (73 reviews)
The price is CA $436
CA $498 total
includes taxes & fees
Nov 18 - Nov 19

18. Harbor Heights
Harbor HeightsPipes Cove
10.0 out of 10, Exceptional, (29 reviews)
The price is CA $121
CA $325 total
includes taxes & fees
Nov 22 - Nov 23

19. The Bentley Hotel Southampton
The Bentley Hotel SouthamptonSouthampton
9.6 out of 10, Exceptional, (615 reviews)
The price is CA $197
CA $225 total
includes taxes & fees
Nov 17 - Nov 18

20. Aqua Vista
Aqua VistaPipes Cove
10.0 out of 10, Exceptional, (53 reviews)
The price is CA $134
CA $342 total
includes taxes & fees
Nov 18 - Nov 19
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.






































































