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

Search Chalets in Southold from CA $123

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

Front of property

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (296 reviews)
"It is a beautiful upscale property. The rooms are very comfortable & had all the amenities you needed. Very good location making it accessible for anything you wanted to do in the area."
United States
Sue
The price is CA $522
CA $631 total
includes taxes & fees
Aug 13 - Aug 14
The Shoals Suites and Slips
Free self parking

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (322 reviews)
"It was a nice motor lodge with chairs for sitting outside. There’s also a pool out back that was great."
United States
David
The price is CA $125
CA $144 total
includes taxes & fees
Jul 20 - Jul 21
Clinton Motel
Exterior

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, (1,001 reviews)
"It was in a good location and less expensive than area hotels."
United States
David
The price is CA $129
CA $148 total
includes taxes & fees
Jul 19 - Jul 20
Pier Blue Inn Old Saybrook - Essex
Exterior

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (244 reviews)
"Staff was helpful. Place is quiet. Room was a little outdated."
United States
Samantha
The price is CA $111
CA $128 total
includes taxes & fees
Jul 20 - Jul 21
Lamplighter Motel - Clinton, Connecticut
Front of property

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (161 reviews)
"Clean and quiet, very nice for a weekend away"
United States
Jill
The price is CA $149
CA $171 total
includes taxes & fees
Aug 2 - Aug 3
Spark by Hilton Guilford
Front of property

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (661 reviews)
"Clean convenient place, reasonably priced"
United States
Irina
The price is CA $111
CA $128 total
includes taxes & fees
Aug 10 - Aug 11
Liberty Inn
Exterior

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"easy access from highway and lot of parking"
Canada
Cesare
The price is CA $166
CA $191 total
includes taxes & fees
Aug 11 - Aug 12
Quality Inn Old Saybrook - Westbrook
Exterior

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (93 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 $213
CA $244 total
includes taxes & fees
Aug 4 - Aug 5
Hampton Bays Hotel on Main
Exterior

Tower Inn And Suites Of Guilford - Madison

Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (250 reviews)
"It was great. Easy check in and check out. Love that the chexk out qas at 11 and noe wicked early. If i go to a event in the area again i would definitely stay here again."
United States
Christina
The price is CA $154
CA $178 total
includes taxes & fees
Jul 20 - Jul 21
Tower Inn And Suites Of Guilford - Madison
Exterior

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, (483 reviews)
"Nice place , served it's purpose. Bed was very comfortable."
United States
Kenneth
The price is CA $107
CA $123 total
includes taxes & fees
Aug 6 - Aug 7
Econo Lodge Inn & Suites Old Saybrook Westbrook
Restaurant

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (354 reviews)
"Great place! We really Enjoyed the room and vibe !"
United States
Zoe
The price is CA $341
CA $390 total
includes taxes & fees
Aug 17 - Aug 18
Zey Hotel
Exterior

The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (87 reviews)
"Very nice property"
United States
Steven
The price is CA $313
CA $357 total
includes taxes & fees
Aug 11 - Aug 12
The Penny Lane
Exterior

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (934 reviews)
"Good area and served purpose for the price. Rooms could use some cosmetic updates."
United States
Stephanie
The price is CA $114
CA $135 total
includes taxes & fees
Jul 23 - Jul 24
Super 8 by Wyndham Old Saybrook
Exterior detail

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (49 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $214
CA $383 total
includes taxes & fees
Jul 21 - Jul 22
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (780 reviews)
"Parking was easy. The grounds and room were clean. It was 5 minutes away from the Jamesport Triathlon."
United States
Diane
The price is CA $229
CA $261 total
includes taxes & fees
Jul 23 - Jul 24
Shorewood Inn
Property grounds

Budget Host East End

Budget Host East End
2.0 star property
Riverhead
6.8 out of 10, (835 reviews)
"We stood over July 4th wknd and honestly it was not bad at all. Room was very nice and clean, bed was super comfortable. Easy access to restaurants around town. Pool area and pool itself was very clean. It's good for a little getaway!"
United States
Jorge
The price is CA $176
CA $201 total
includes taxes & fees
Aug 10 - Aug 11
Budget Host East End
Balcony

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.4 out of 10, Exceptional, (32 reviews)
"Great stay & great staff!"
United States
James
The price is CA $676
CA $772 total
includes taxes & fees
Aug 17 - Aug 18
North Fork Resort
Exterior

Hampton's Vacation Inn

Hampton's Vacation Inn
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (350 reviews)
"Beautiful property, staff went above & beyond. Great location as well."
United States
Rhonda
The price is CA $284
CA $325 total
includes taxes & fees
Aug 12 - Aug 13
Hampton's Vacation Inn
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is CA $302
CA $457 total
includes taxes & fees
Jul 21 - Jul 22
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
Exterior

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (188 reviews)
"Room was very nice, the staff was very helpful and polite. Will most definitely stay here again on my next trip."
United States
Jeffrey
The price is CA $352
CA $405 total
includes taxes & fees
Jul 28 - Jul 29
The Niantic 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

Bayview Resort

Bayview Resort

10/10 Excellent
"Very peaceful, clean, and very nice location. The staff were very polite and accommodating. It was like staying over a family members home. Will definitely go back."
Diana 2-night trip
Posted 12 hours ago
Bayview Resort

Find out more about Southold

Southold Chalets information

Number of reviews
5,635
Accommodation
1 Chalets
Lowest Price
CA $123
Highest Price
CA $772

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