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

2 Stars Hotels in Southold, New York from CA $117

  • 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 availability on Southold 2 Star Hotels

Tonight
Oct 16 - Oct 17
Tomorrow
Oct 17 - Oct 18
This weekend
Oct 16 - Oct 18
Next weekend
Oct 23 - Oct 25

Our top choices for Southold 2-star hotels

A sign for Pier Blue Guesthouse with a logo and name.
A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.
A train traveling along a river with autumn foliage in the background.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.

1. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Celina
CA $109
CA $126 total
includes taxes & fees
Oct 19 - Oct 20
Pier Blue Inn Old Saybrook - Essex
A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.

2. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Chris
CA $152
CA $209 total
includes taxes & fees
Oct 28 - Oct 29
The Atlantic Hotel
A modern living room with a sofa, a round coffee table, and a kitchen area with a large island, a flat-screen TV, and a unique light fixture.
A modern bathroom with a glass shower enclosure, a white toilet, a sink with a towel rack, and a mirror with lights.
A compact bedroom with a single bed, a bedside table, and a nightstand.
A modern kitchen with a marble countertop, built-in appliances, and a dining area with green upholstered chairs.

3. Greenview Inn Riverhead

Greenview Inn Riverhead
Riverhead
United States
Scott
CA $144
CA $164 total
includes taxes & fees
Nov 15 - Nov 16
Greenview Inn Riverhead
A modern hotel lobby with a seating area, a reception desk, and a view of the street.
A bedroom with a bed, bench, lamp, and artwork on the wall.
A swimming pool with a diving board, surrounded by a fenced patio area with benches and a small building.
A spacious lawn with a dining area and a building with a covered patio.

4. Budget Host East End

Budget Host East End
Riverhead
United States
Lannie
CA $126
CA $144 total
includes taxes & fees
Oct 26 - Oct 27
Budget Host East End
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.
A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.
A modern living room with a flat-screen TV, a dining area with a round table and chairs, a sofa with cushions, and a small side table with a lamp.

5. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Doug
CA $203
CA $232 total
includes taxes & fees
Nov 16 - Nov 17
The Bentley Hotel Southampton
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A beach with sand and sparse vegetation.
A modern living room with a stone wall, a flat-screen TV mounted above a door, a dark sofa, and a glass coffee table with a vase of flowers.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

6. The Hampton Maid

The Hampton Maid
Hampton Bays
United States
Joshua
CA $300
CA $343 total
includes taxes & fees
Oct 21 - Oct 22
The Hampton Maid
A hotel room with a gray sofa, a blue ottoman, a wooden desk, and a bed with white linens.
A self-service snack and beverage area with shelves stocked with various snacks and a refrigerated section with bottled water and juices.
A modern lounge area with white sofas, a round table, and a stone fireplace.
A coffee station with two coffee machines and a variety of coffee pods and cups.

7. Holiday Inn Express & Suites Riverhead - Long Island by IHG

Holiday Inn Express & Suites Riverhead - Long Island by IHG
Riverhead
United States
LUIS
CA $181
CA $206 total
includes taxes & fees
Nov 3 - Nov 4
Holiday Inn Express & Suites Riverhead - Long Island by IHG
A breakfast bar with various food items and a coffee machine.
A modern living room with a flat-screen TV, a small table, a yellow armchair, a rocking chair, and a mini-fridge stocked with snacks.
A reception area with a wooden counter, a large abstract painting, and a green rug.
A hotel with a 'spark by Hilton' sign, a parking lot, and a covered entrance.

8. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
LAURETTA
CA $129
CA $148 total
includes taxes & fees
Nov 1 - Nov 2
Spark by Hilton Guilford
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A hallway with a blue reception desk, framed artwork on the walls, and a wooden door with a men's restroom sign.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.

9. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Amy
CA $138
CA $158 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn Old Saybrook - Westbrook
A garden with a wooden bench, a playground, and a house in the background.
A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.
A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.
A swimming pool with a child on a pink and white inflatable float.

10. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
United States
Christopher
CA $338
CA $387 total
includes taxes & fees
Oct 18 - Oct 19
Hampton's Vacation Inn
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.
A breakfast bar with cereal, coffee, and fresh milk.
A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.
A bedroom with a bed, a door, and a framed picture on the wall.

11. Shorewood Inn

Shorewood Inn
Riverhead
United States
Dennis
CA $146
CA $167 total
includes taxes & fees
Oct 18 - Oct 19
Shorewood Inn
A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.
A compact kitchen with white cabinetry, a built-in dishwasher, and a coffee maker on the countertop.
A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.
A spacious room with wooden flooring, a bar area with stools, and large windows allowing natural light.

12. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
Hampton Bays
United States
Richard
CA $167
CA $191 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Bays Hotel on Main
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.
A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.
A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.
A beach scene with a sunset, calm sea, and a few people fishing.

13. Hamlet Inn

Hamlet Inn
Southampton
United States
Eric
CA $226
CA $292 total
includes taxes & fees
Nov 14 - Nov 15
Hamlet Inn
A modern two-story building with a pool area featuring sun loungers and umbrellas.
A restaurant with a brown leather booth seating area, tables with white napkins, and framed artwork on the wall.
A dining table with various dishes, including steak, fish, and seafood, accompanied by drinks and a vase of flowers.
A modern bedroom with a wooden bed frame, white bedding, and two bedside lamps.

14. Seven Beach Lane

Seven Beach Lane
Westhampton Beach
United States
Wojciech
CA $268
CA $306 total
includes taxes & fees
Nov 15 - Nov 16
Seven Beach Lane
Two people standing on a deck with a view of a lake and greenery.
A pool area with lounge chairs and a deck overlooking a lake.
A spacious room with a large sliding glass door leading to an outdoor deck with a pool and umbrellas.
A spacious dining area with large windows offering a view of the outdoors. There are multiple tables and chairs arranged for dining.

15. Bayview Resort

Bayview Resort
Hampton Bays
United States
Darryl
CA $221
CA $253 total
includes taxes & fees
Oct 21 - Oct 22
Bayview Resort
A garden with a fountain, various shrubs, and flower beds.
A kitchen with wooden cabinets, a refrigerator, a coffee maker, and a fruit bowl.
A reception area with a wooden counter, a bulletin board with various notices, a potted plant, and a door leading to another room.
A hotel room with a large bed, two bedside lamps, a wooden nightstand, a desk with a chair, and a view of the outdoors through a window.

16. Liberty Inn

Liberty Inn
Old Saybrook
United States
Grace
CA $115
CA $132 total
includes taxes & fees
Nov 16 - Nov 17
Liberty Inn
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.
A multi-story residential building with blue trim and large windows.
A tranquil park with a gazebo, a pond with a fountain, and a building in the background.
A deck with a table and chairs under a blue umbrella, surrounded by a wooden deck and a white fence.

17. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Robert
CA $102
CA $117 total
includes taxes & fees
Oct 27 - Oct 28
Econo Lodge Inn & Suites Old Saybrook Westbrook
A beach scene with a child playing in the sand, trees in the background, and a rainbow in the sky.
A modern building with large windows and a driveway with parked cars.
A compact hotel room with a bed, a sofa, a dining table with chairs, a small kitchen area, and a window with curtains.
A compact hotel room with a bed, a small kitchenette, a dining area with a table and chairs, and a bathroom.

18. The Niantic Inn

The Niantic Inn
Niantic
United States
Janet
CA $235
CA $270 total
includes taxes & fees
Oct 18 - Oct 19
The Niantic Inn
A beachside lounge with wicker furniture, a fire pit, and string lights.
A spacious room with a large bed, a round table, and a wicker chair.
A modern bathroom with a large bathtub, a seating area with a sofa and chairs, a dining table, and a view of the water.
A room with a large window overlooking a body of water, featuring two wicker chairs and a table.

19. Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
Riverhead
United States
Monique
CA $305
CA $398 total
includes taxes & fees
Oct 19 - Oct 20
Aqua by American Beech - Adults Only
A parking lot with a building in the background.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
A motel with a large parking lot and multiple rooms.
A hotel room with a large bed, two bedside tables, a desk with chairs, a TV, and a small table with flowers.

20. Clinton Motel

Clinton Motel
Clinton
United States
Selena
CA $111
CA $127 total
includes taxes & fees
Oct 28 - Oct 29
Clinton Motel
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 3-star hotels

Many 3-star hotels have the same amenities as 2-star hotels. See all 3-star hotels in Southold.
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT
CA $253
CA $316 total
Nov 1 - Nov 2
includes taxes & fees
Water's Edge Resort & Spa
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

2 Bridge St Old Saybrook CT
CA $397
CA $506 total
Nov 3 - Nov 4
includes taxes & fees
Saybrook Point Resort & Marina
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

2038 Old Country Rd Riverhead NY
CA $185
CA $211 total
Oct 29 - Oct 30
includes taxes & fees
Hilton Garden Inn Riverhead
Still don't see what you're looking for?
See all properties in Southold.
You can also use these popular filters to refine your search.
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.

See all hotels in Southold
A coastal landscape with a white church on a grassy hill, overlooking a sandy beach and the ocean.

Top Southold Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Inn is in a rural areas, along scenic country nestled in nature-immersed Riverhead town.Close to Riverheads amazing stores and popular eatery s They offer a more personal, relaxed atmosphere, often featuring a cozy bed rather than a corporate polish.. Great for a short business trip or as a overnite . Unique Inn atmosphere."
Elizabeth 2-night trip
Posted 5 hours ago
Greenview Inn Riverhead
Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

8/10 Good
"✅ was very good! perfect for 1-2 nights!! Tksss so much"
Elena 1-night trip
Posted 12 hours ago
Hampton Bays Hotel on Main
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Booked a 1bedroom king suite and it was fabulous! Tons of room; full size refrigerator; comfy mattress and suite was so clean. Second time here and returning in 2 months. Staff very pleasant and accommodating, especially the manager, Leah."
Cynthia 7-night trip
Posted 3 days ago
The Bentley Hotel Southampton

Find out more about Southold

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Southold, Southold you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Southold are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Southold.

Explore a world of travel with Expedia