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

Find 2 Star Hotels in Southold, NY from $81

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Check availability on Southold 2 Star Hotels

Tonight
Oct 18 - Oct 19
Tomorrow
Oct 19 - Oct 20
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

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 guesthouse named Pier Blue with a sign, a parking lot, and a building with a red awning.
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
$71 nightly
$81 total
Oct 19 - Oct 20
Total with taxes and fees
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 sign for 'The Atlantic Southampton' with a stylized logo and text.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.
A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

2. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
miranda
$133 nightly
$152 total
Oct 28 - Oct 29
Total with taxes and fees
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 bedroom with a wooden bed, a painting on the wall, and a large mirror.
A modern kitchen with a marble countertop, built-in appliances, and a dining area with green upholstered chairs.
A compact bedroom with a single bed, a bedside table, and a nightstand.

3. Greenview Inn Riverhead

Greenview Inn Riverhead
Riverhead
United States
Scott
$98 nightly
$112 total
Nov 18 - Nov 19
Total with taxes and fees
Greenview Inn Riverhead
A modern hotel lobby with a seating area, a reception desk, and a view of the street.
A swimming pool with a diving board, surrounded by a fenced patio area with benches and a small building.
A modern kitchen with a dark island, a dining area with a sofa and chair, and a view of the outdoors.
A bedroom with a bed, bench, lamp, and artwork on the wall.

4. Budget Host East End

Budget Host East End
Riverhead
United States
Lannie
$84 nightly
$96 total
Oct 27 - Oct 28
Total with taxes and fees
Budget Host East End
A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.
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 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.
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
$131 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees
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 bedroom with a large bed, a chandelier, and multiple windows.
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 beach with sand and sparse vegetation.

6. The Hampton Maid

The Hampton Maid
Hampton Bays
United States
Joshua
$212 nightly
$242 total
Oct 19 - Oct 20
Total with taxes and fees
The Hampton Maid
A hotel room with a gray sofa, a blue ottoman, a wooden desk, and a bed with white linens.
A conference room with multiple tables and chairs, equipped with water bottles, a projector screen, and a large window.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A rectangular swimming pool with metal ladders on both sides, surrounded by a stone wall and a fence.

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

Holiday Inn Express & Suites Riverhead - Long Island by IHG
Riverhead
United States
LUIS
$129 nightly
$147 total
Oct 28 - Oct 29
Total with taxes and fees
Holiday Inn Express & Suites Riverhead - Long Island by IHG
A breakfast bar with various food items and a coffee machine.
A hotel with a 'spark by Hilton' sign, a parking lot, and a covered entrance.
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 hotel room with a bed, a desk, a chair, a TV, and a door.

8. Spark by Hilton Guilford

Spark by Hilton Guilford
Guilford
United States
LAURETTA
$91 nightly
$105 total
Nov 1 - Nov 2
Total with taxes and fees
Spark by Hilton Guilford
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.
A living room with two sofas, a coffee table, a lamp, and a painting on the wall.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
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
$97 nightly
$111 total
Nov 8 - Nov 9
Total with taxes and fees
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 stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.

10. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
United States
Christopher
$265 nightly
$303 total
Oct 19 - Oct 20
Total with taxes and fees
Hampton's Vacation Inn
A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.
A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.
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.

11. Shorewood Inn

Shorewood Inn
Riverhead
United States
Kathleen
$103 nightly
$117 total
Oct 19 - Oct 20
Total with taxes and fees
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 two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."
A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

12. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
Hampton Bays
United States
Richard
$109 nightly
$125 total
Oct 20 - Oct 21
Total with taxes and fees
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 house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

13. Hamlet Inn

Hamlet Inn
Southampton
United States
Eric
$183 nightly
$206 total
Nov 17 - Nov 18
Total with taxes and fees
Hamlet Inn
A modern two-story building with a pool area featuring sun loungers and umbrellas.
A dining table with various dishes, including steak, fish, and seafood, accompanied by drinks and a vase of flowers.
A restaurant with a brown leather booth seating area, tables with white napkins, and framed artwork on the wall.
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
$210 nightly
$240 total
Nov 1 - Nov 2
Total with taxes and fees
Seven Beach Lane
Two people standing on a deck with a view of a lake and greenery.
A spacious dining area with large windows offering a view of the outdoors. There are multiple tables and chairs arranged for dining.
A spacious room with a large sliding glass door leading to an outdoor deck with a pool and umbrellas.
A sign for Bayview Resort with a contact number.

15. Bayview Resort

Bayview Resort
Hampton Bays
United States
Hanna
$156 nightly
$178 total
Oct 19 - Oct 20
Total with taxes and fees
Bayview Resort
A garden with a fountain, various shrubs, and flower beds.
A motel with a two-story structure, a covered parking area, and a landscaped front yard with various plants.
A kitchen with wooden cabinets, a refrigerator, a coffee maker, and a fruit bowl.
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
$81 nightly
$93 total
Nov 18 - Nov 19
Total with taxes and fees
Liberty Inn
A hotel room with a large bathtub, a desk with a lamp, a chair, and a bed with a red blanket.
A hotel lobby with a reception desk, a flat-screen TV mounted above a fireplace, and comfortable seating areas.
A tranquil park with a gazebo, a pond with a fountain, and a building in the background.
A multi-story residential building with blue trim and large windows.

17. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Robert
$72 nightly
$82 total
Oct 25 - Oct 26
Total with taxes and fees
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 kitchenette, a dining area with a round table, and a bed with a headboard.

18. The Niantic Inn

The Niantic Inn
Niantic
United States
Janet
$159 nightly
$183 total
Nov 18 - Nov 19
Total with taxes and fees
The Niantic Inn
A beachside lounge with wicker furniture, a fire pit, and string lights.
A room with a large window overlooking a body of water, featuring two wicker chairs and a table.
A beach with thatched umbrellas and a wooden walkway leading to the water.
A modern bathroom with a large bathtub, a seating area with a sofa and chairs, a dining table, and a view of the water.

19. Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
Riverhead
United States
Monique
$269 nightly
$308 total
Oct 19 - Oct 20
Total with taxes and fees
Aqua by American Beech - Adults Only
A parking lot with a building in the background.
A motel with a large parking lot and multiple rooms.
A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.
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
$78 nightly
$90 total
Nov 1 - Nov 2
Total with taxes and fees
Clinton Motel
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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
$218 nightly
$250 total
Nov 12 - Nov 13
Total with taxes and fees
Water's Edge Resort & Spa
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

2 Bridge St Old Saybrook CT
$286 nightly
$329 total
Nov 18 - Nov 19
Total with taxes and fees
Saybrook Point Resort & Marina
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

2038 Old Country Rd Riverhead NY
$130 nightly
$149 total
Oct 27 - Oct 28
Total with taxes and fees
8.6/10 Excellent! (1,003 reviews)
Hilton Garden Inn Riverhead
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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

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Very clean bathroom. Very dated and weathered furniture. The linens were good. The paint on the door needed cleaned. The receptionist was very personable. We were on the first level and could hear the folks above."
kimberly 1-night trip
Posted 1 day ago
Pier Blue Inn Old Saybrook - Essex
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 3 days ago
Greenview Inn Riverhead

Find out more about Southold

When you've got to get away to a new or favorite destination without breaking the bank, Southold awaits with comfortable 2 Star hotels and a change of scenery. Find a new fave boutique or park nearby and enjoy some R & R, or stay on your feet visiting the top attractions that draw of visitors. You're about to find out why both locals and travelers love this place.

The Right 2 Star Hotel at the Perfect Price

Thanks to several convenient locations and comfortable amenities, you'll find accommodation that meets your vacation needs. Stay here and be one of the first guests to write a review and share your thoughts. So, savor the comfort of a well-kept room and attentive hospitality. With our travel deals, the world is wide open to you one hotel at a time, and the journey starts in Southold.

Book a 2-Star Accommodation Today!

Plan your trip to Southold now with Expedia's easy online travel booking and start relaxing before you even leave the house. If you need a break from the crowds, you may find that this region offers just the reprieve you've been looking for. Take advantage of the 2 Star Hotel availability and easy-going atmosphere.

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