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

Lodges in Southold

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Check prices for these dates

Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18
In one month
Oct 30 - Nov 1
In two months
Nov 27 - Nov 29
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, (342 reviews)
"Loved everything about our stay!"
United States
Melissa
$254 nightly
The price is $286
Oct 1 - Oct 2
Total with taxes and fees
The Shoals Suites and Slips
A spacious room with wicker furniture, large windows, and a view of the sea.

2. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (740 reviews)
"Great one night stay."
United States
Irene
$250 nightly
The price is $286
Oct 27 - Oct 28
Total with taxes and fees
Sound View Greenport
A two-story house with a balcony, outdoor seating area, and a variety of plants.

3. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (413 reviews)
"Great location…thoroughly enjoyed our time."
United States
Renee
$169 nightly
The price is $193
Oct 13 - Oct 14
Total with taxes and fees
Zey Hotel
A seaside dining area with tables, chairs, and umbrellas, overlooking a body of water.

4. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (171 reviews)
"This is a great place that brings you back to a special time. Staff were exceptionally friendly and helpful. Made us feel like we were family - highly recommend."
United States
Keith
$267 nightly
The price is $304
Oct 12 - Oct 13
Total with taxes and fees
Silver Sands Motel & Beach Bungalows
A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

5. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (661 reviews)
"Great location"
United States
Jordan
$218 nightly
The price is $249
Oct 28 - Oct 29
Total with taxes and fees
The Harbor Front Inn
An outdoor patio area with string lights, tables, chairs, and a fire pit.

6. The Chequit

The Chequit
3.0 star property
The Heights
9.2 out of 10, Wonderful, (64 reviews)
"It’s a beautiful property with a fun bar and delicious restaurant . The rooms were beautiful and the bed was super comfortable"
United States
Kristin
$207 nightly
The price is $237
Oct 14 - Oct 15
Total with taxes and fees
The Chequit
Terrace/patio

7. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (295 reviews)
"Great place!"
United States
Christine
$333 nightly
The price is $380
Oct 25 - Oct 26
Total with taxes and fees
Cliffside Resort Condominiums
A modern house with a deck, outdoor seating, and a fire pit.

8. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (61 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$222 nightly
The price is $254
Oct 1 - Oct 2
Total with taxes and fees
North Fork Resort
Front of property - evening/night

9. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 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
$201 nightly
The price is $230
Oct 4 - Oct 5
Total with taxes and fees
Shelter Island House
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

10. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (822 reviews)
"Close to all , great for a night or 2- priced right"
United States
KAREN
$86 nightly
The price is $98
Oct 13 - Oct 14
Total with taxes and fees
Shorewood Inn
A pathway flanked by lush greenery and bamboo, leading to a building with a wooden exterior.

11. 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
$264 nightly
The price is $301
Oct 4 - Oct 5
Total with taxes and fees
American Beech Hotel
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

12. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (591 reviews)
"nice room for the price in season"
United States
Frank
$148 nightly
The price is $169
Oct 6 - Oct 7
Total with taxes and fees
The Bentley Hotel Southampton
A sign for Pier Blue Guesthouse with a logo and name.

13. 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, (1,016 reviews)
"It was a decent stay, we came in for a family reunion and originally planning to camp but weren’t able to due to the storm so we found this last min at a decent price point. Staff was very friendly when we came in, seems to be family operated which I like. Room was clean could use some updates but I liked the almost beachy vibe they have."
United States
virginia
$78 nightly
The price is $90
Oct 6 - Oct 7
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
A parking lot with a building in the background.

14. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (337 reviews)
"Hotel was clean and the staff was pleasant. The pool was wonderful! I would stay there again."
United States
Selena
$78 nightly
The price is $90
Sep 30 - Oct 1
Total with taxes and fees
Clinton Motel
A modern building entrance with a black and white striped awning, a staircase leading inside, and two bicycles parked outside.

15. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (191 reviews)
"Staff was very accommodating and extremely nice, Great stay!"
United States
Lisa
$356 nightly
The price is $401
Sep 30 - Oct 1
Total with taxes and fees
The Menhaden
A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

16. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (508 reviews)
"I loved staying here! Great location, great rooms, and the woman who runs it (Denise?) is so incredibly helpful in directing guests to the best beaches, restaurants, least traffic routes, activities. Will stay here many times in the future!"
United States
Thomas
$165 nightly
The price is $186
Sep 30 - Oct 1
Total with taxes and fees
Hamlet Inn
A modern outdoor seating area with a sofa, cushions, a wooden coffee table with a fire feature, and a decorative wall with geometric patterns.

17. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (291 reviews)
"Clean, great amenities, and friendly staff!"
United States
Elizabeth
$328 nightly
The price is $375
Oct 5 - Oct 6
Total with taxes and fees
Oyster Estate
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.

18. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"Great location, rooms were big and clean."
United States
Renee
$101 nightly
The price is $116
Oct 30 - Oct 31
Total with taxes and fees
Quality Inn Old Saybrook - Westbrook
A two-story motel with a symmetrical facade, multiple windows, and a parking lot in front.

19. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (257 reviews)
"Staff was helpful. Place is quiet. Room was a little outdated."
United States
Samantha
$69 nightly
The price is $79
Sep 30 - Oct 1
Total with taxes and fees
Lamplighter Motel - Clinton, Connecticut
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.

20. 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, (498 reviews)
"It was a great place to stay Quiet and clean and staff was responsible"
United States
Laurie
$67 nightly
The price is $77
Oct 25 - Oct 26
Total with taxes and fees
Econo Lodge Inn & Suites Old Saybrook Westbrook
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

North Fork Resort

North Fork Resort

10/10 Excellent
"Fantastic contemporary cottage. Looks brand new and it has everything. Wonderful place to stay. Check in process needs improvement with more attention paid to details by staff."
marie 1-night trip
Posted 2 hours ago
North Fork Resort

Find out more about Southold

Southold Lodges information

Number of reviews
5,369
Accommodation
1 Lodges
Lowest Price
$77
Highest Price
$401

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