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

Search Lodges in Southold from CA $149

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Southold

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

1. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (349 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is CA $259
CA $331 total
includes taxes & fees
Dec 7 - Dec 8
The Shoals Suites and Slips
A beachside outdoor seating area with white Adirondack chairs and a fire pit.

2. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (187 reviews)
"Nicely renovated and enjoyable."
United States
Becky
The price is CA $290
CA $331 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows
A spacious room with wicker furniture, large windows, and a view of the sea.

3. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (766 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is CA $213
CA $283 total
includes taxes & fees
Dec 7 - Dec 8
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

4. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (444 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
The price is CA $191
CA $218 total
includes taxes & fees
Nov 17 - Nov 18
Zey Hotel
The entrance to The Harbor Front Inn with a double door and the address number 209.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (674 reviews)
"Such a lovely place for a getaway. Charming town and lovely water views!"
United States
Laura
The price is CA $194
CA $262 total
includes taxes & fees
Nov 15 - Nov 16
The Harbor Front Inn
A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

6. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (76 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is CA $238
CA $272 total
includes taxes & fees
Nov 19 - Nov 20
The Chequit
A balcony with a view of the ocean, a lawn, and a house in the background.

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (299 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is CA $241
CA $431 total
includes taxes & fees
Nov 30 - Dec 1
Cliffside Resort Condominiums
A sign for 'House on Chase Creek' with a view of a lake and trees in the background.

8. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is CA $258
CA $295 total
includes taxes & fees
Dec 7 - Dec 8
House on Chase Creek
A cozy interior with a bar area, seating, and a fireplace.

9. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (301 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is CA $264
CA $332 total
includes taxes & fees
Nov 15 - Nov 16
Oyster Estate
A rooftop deck with outdoor seating, fire pits, and a view of a body of water.

10. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (196 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is CA $343
CA $455 total
includes taxes & fees
Dec 7 - Dec 8
The Menhaden
A modern house with a deck, outdoor seating, and a fire pit.

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is CA $435
CA $497 total
includes taxes & fees
Nov 11 - Nov 12
North Fork Resort
A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

12. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (686 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is CA $307
CA $351 total
includes taxes & fees
Nov 8 - Nov 9
Sag Harbor Inn
A modern interior with a central water feature, shelves with products, and a clothing rack.

13. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is CA $352
CA $458 total
includes taxes & fees
Nov 10 - Nov 11
American Beech Hotel
A two-story house with a white staircase, a covered patio with outdoor furniture, and a fenced yard.

14. Harbor Heights

Harbor Heights
Pipes Cove
10.0 out of 10, Exceptional, (28 reviews)
"Perfect spot to stay on the North Fork!"
United States
Steven R.
The price is CA $120
CA $319 total
includes taxes & fees
Nov 8 - Nov 9
Harbor Heights
A covered patio with outdoor furniture, a door, and a view of a residential area.

15. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (57 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is CA $120
CA $321 total
includes taxes & fees
Nov 10 - Nov 11
The SandPiper
A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

16. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (615 reviews)
"great spot to stay,"
United States
Armando
The price is CA $201
CA $230 total
includes taxes & fees
Nov 20 - Nov 21
The Bentley Hotel Southampton
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

17. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (843 reviews)
"Beautiful hotel vintage"
United States
Dennis
The price is CA $130
CA $149 total
includes taxes & fees
Dec 8 - Dec 9
Shorewood Inn
A pool area with umbrellas, potted plants, and a pathway leading to a building.

18. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (320 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is CA $436
CA $548 total
includes taxes & fees
Dec 7 - Dec 8
Faraway Sag Harbor
A modern kitchen with white cabinets, stainless steel appliances, a dishwasher, and a gas stove.

19. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (52 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is CA $133
CA $338 total
includes taxes & fees
Nov 9 - Nov 10
Aqua Vista
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

20. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is CA $183
CA $488 total
includes taxes & fees
Nov 8 - Nov 9
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southold Hotel Reviews

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

8/10 Good
"Clean room, good breakfast"
Beth 1-night trip
Posted 22 hours ago
Quality Inn Old Saybrook - Westbrook

Find out more about Southold

Southold Lodges information

Number of reviews
2,583
Accommodation
1 Lodges
Lowest Price
CA $149
Highest Price
CA $548

Frequently asked questions

Why book your lodge in Southold with Expedia?
Expedia makes it a breeze to find your dream lodge in Southold. Find your way to the filters to search for accommodations that have amenities suitable for a family adventure or a romantic break. If you have a budget, choose how much you're willing to spend and the preferred star rating of your hotel. We'll help you find the perfect place whatever your escape looks like.
How can I find cheap lodges in Southold?
Expedia can help you narrow down your search for cheap lodges in Southold. To book a superb stay in a couple of clicks, use our handy filter tool to refine your search by budget, star rating and amenities.

Explore a world of travel with Expedia