A calm lake with a forest in the background during sunset.

Search Residences in Southold from CA $121

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Exterior

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (331 reviews)
"Loved everything about our stay!"
United States
Melissa
The price is CA $336
CA $418 total
includes taxes & fees
Oct 1 - Oct 2
The Shoals Suites and Slips
Resort view

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (711 reviews)
"Great one night stay."
United States
Irene
The price is CA $100
CA $233 total
includes taxes & fees
Sep 30 - Oct 1
Sound View Greenport
Exterior

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (392 reviews)
"Very excellent boutique hotel right on Main st. Beautiful garden for relaxing. Perfect location, friendly staff"
United States
shaun
The price is CA $234
CA $267 total
includes taxes & fees
Sep 8 - Sep 9
Zey Hotel
Suite, 1 Bedroom, Terrace, Harbour View | Terrace/patio

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (644 reviews)
"My family visited this hotel and were very pleased with our decision. Right in the heart of Greenport and minute walk to everything. Will plan to stay here again."
United States
Michael
The price is CA $346
CA $435 total
includes taxes & fees
Oct 1 - Oct 2
The Harbor Front Inn
Outdoor dining

5. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (54 reviews)
"Everything was great ! Wish we had been there when restaurant was open."
United States
Kathleen
The price is CA $304
CA $347 total
includes taxes & fees
Sep 21 - Sep 22
The Chequit
Beach bar

6. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (163 reviews)
"This was my first time in the North fork and this hotel was a total surprise It was absolutely wonderful The accommodations the service the food everything was a delight and we cannot wait to come back"
United States
Sol
The price is CA $428
CA $489 total
includes taxes & fees
Sep 21 - Sep 22
Silver Sands Motel & Beach Bungalows
View from property

7. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (86 reviews)
"Nice owner.. convenient location"
United States
Calvin
The price is CA $340
CA $389 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek
Condo | Terrace/patio

8. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (290 reviews)
"Great place!"
United States
Christine
The price is CA $411
CA $594 total
includes taxes & fees
Sep 13 - Sep 14
Cliffside Resort Condominiums
Terrace/patio

9. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.4 out of 10, Exceptional, (113 reviews)
"Stunning hotel! Will def stay again!"
United States
Anna
The price is CA $741
CA $931 total
includes taxes & fees
Sep 7 - Sep 8
The Pridwin Hotel
Flat-screen TV

10. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is CA $411
CA $469 total
includes taxes & fees
Oct 1 - Oct 2
North Fork Resort
Property grounds

11. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1,003 reviews)
"Pleasant one night stay in our trek"
United States
Carolyn
The price is CA $127
CA $146 total
includes taxes & fees
Sep 8 - Sep 9
Pier Blue Inn Old Saybrook - Essex
Reception

12. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (573 reviews)
"nice room for the price in season"
United States
Frank
The price is CA $226
CA $293 total
includes taxes & fees
Sep 7 - Sep 8
The Bentley Hotel Southampton
Lobby

13. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (284 reviews)
"Great location, great hotel, great staff! "
United States
Jenny
The price is CA $433
CA $545 total
includes taxes & fees
Sep 29 - Sep 30
Oyster Estate
Property grounds

14. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (333 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
The price is CA $108
CA $124 total
includes taxes & fees
Sep 2 - Sep 3
Clinton Motel
Deluxe Double Room, 1 King Bed, City View

15. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (104 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
The price is CA $156
CA $178 total
includes taxes & fees
Sep 2 - Sep 3
Hampton Bays Hotel on Main
Restaurant

16. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (497 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
The price is CA $176
CA $227 total
includes taxes & fees
Sep 27 - Sep 28
Hamlet Inn
Lobby

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,005 reviews)
"staff is friendly and helpful breakfast had many options room was clean"
United States
Theresa
The price is CA $141
CA $162 total
includes taxes & fees
Sep 27 - Sep 28
Quality Inn Old Saybrook - Westbrook
Front of property - evening/night

18. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (65 reviews)
"This boutique hotel is a true gem. Set among lush trees and beautiful landscaping, and with excellent indoor space, it provides a welcoming and relaxing atmosphere."
United States
Dorothy
The price is CA $438
CA $501 total
includes taxes & fees
Sep 7 - Sep 8
Shelter Island House
Desk, laptop workspace, iron/ironing board, rollaway beds (surcharge)

19. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (491 reviews)
"Had a pleasant stay. Bed was comfortable & slept great. I shall return"
United States
Kenneth
The price is CA $105
CA $121 total
includes taxes & fees
Sep 28 - Sep 29
Econo Lodge Inn & Suites Old Saybrook Westbrook
Exterior

20. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (808 reviews)
"Close to all , great for a night or 2- priced right"
United States
KAREN
The price is CA $143
CA $164 total
includes taxes & fees
Sep 2 - Sep 3
Shorewood Inn
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.
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Top Southold Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"The staff was very helpful and courteous."
RYAN 1-night trip
Posted 12 hours ago
Zey Hotel

Find out more about Southold

Southold Residences information

Number of reviews
6,409
Accommodation
1 Residences
Lowest Price
CA $121
Highest Price
CA $931

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