Lodging Image

Shelter Island 2 Stars Hotels

  • 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 Shelter Island 2 Star Hotels

Tonight
Sep 23 - Sep 24
Tomorrow
Sep 24 - Sep 25
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Shelter Island 2-star hotels

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 hotel room with a bed, bedside tables, a desk with a chair, and a window with a view of greenery.
A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

1. The Atlantic Hotel

The Atlantic Hotel
Southampton
United States
Jessa
NT$3,783
NT$5,115 total
includes taxes & fees
Oct 1 - Oct 2
The Atlantic Hotel
A sign for Pier Blue Guesthouse with a logo and name.
A train traveling along a river with autumn foliage in the background.
A hotel room with two beds, a wooden bench, a desk, a mirror, and a patterned carpet.
Two blue Adirondack chairs and a small white table in a grassy area surrounded by trees.

2. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Russell
NT$2,588
NT$2,976 total
includes taxes & fees
Sep 29 - Sep 30
Pier Blue Inn Old Saybrook - Essex
A hotel room with a bed, a desk with a TV, a small table, and chairs. There is a balcony with a view of the ocean.
A beachfront hotel with multiple balconies and rooms, situated on a sandy beach with a wooden fence in the foreground.
A hotel room with a bed, a desk, a chair, a TV, and a view of the ocean.
A beach with rows of blue umbrellas and beach chairs.

3. Montauk Blue Hotel

Montauk Blue Hotel
Downtown Montauk
United States
Maria
NT$3,860
NT$5,963 total
includes taxes & fees
Oct 20 - Oct 21
Montauk Blue Hotel
A modern hotel lobby with a seating area, a reception desk, and a view of the street.
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.
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
NT$2,823
NT$3,226 total
includes taxes & fees
Sep 28 - Sep 29
Budget Host East End
A wooden deck with green cushioned chairs overlooking the ocean.
A pool area with lounge chairs and a pool, overlooking a beach with a wooden fence and beachgoers.
A beachfront property with a multi-level structure, including a balcony and a staircase leading to the beach.

5. Ocean Surf Resort

Ocean Surf Resort
Downtown Montauk
United States
Joseph
NT$3,458
NT$5,330 total
includes taxes & fees
Sep 29 - Sep 30
Ocean Surf Resort
An outdoor swimming pool area with lounge chairs and a covered seating area.
A bedroom with a bed, bedside tables, a dresser, a ceiling fan, and a framed picture on the wall.
A spacious living room with a dark wooden coffee table, a grey sofa, and a patterned rug.
A well-maintained hedge in front of a building with a white facade and black window frames.

6. Kenny's Tipperary Inn

Kenny's Tipperary Inn
Culloden Shores
United States
Joseph
NT$3,672
NT$4,363 total
includes taxes & fees
Oct 7 - Oct 8
Kenny's Tipperary Inn
A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.
A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.
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.

7. The Hampton Maid

The Hampton Maid
Hampton Bays
United States
SABINA
NT$6,709
NT$7,665 total
includes taxes & fees
Oct 13 - Oct 14
The Hampton Maid
A spacious lobby with two sofas, a coffee table, and a flat-screen TV mounted on the wall.
A dining area with tables and chairs, a clock on the wall, and a counter with food items.
A hotel room with a large bed, a bathroom with a bathtub, a TV on a wooden cabinet, and a chair.
An indoor swimming pool with a tiled floor, a pool ladder, and a ceiling with a grid pattern.

8. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Michael
NT$3,209
NT$3,690 total
includes taxes & fees
Oct 13 - Oct 14
Quality Inn Old Saybrook - Westbrook
A garden with a wooden bench, a playground, and a house in the background.
A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.
A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.
A swimming pool with a child on a pink and white inflatable float.

9. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
United States
Katie
NT$3,926
NT$4,485 total
includes taxes & fees
Sep 24 - Sep 25
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 reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.
A white closet with shelves, a robe hanging on a wooden hanger, and a pair of black straps on a rack.

10. Shorewood Inn

Shorewood Inn
Riverhead
United States
KAREN
NT$2,712
NT$3,099 total
includes taxes & fees
Sep 24 - Sep 25
Shorewood Inn

11. Sun N Sound

Sun N Sound
Culloden Shores
United States
MARSILDA
NT$2,835
NT$3,757 total
includes taxes & fees
Oct 14 - Oct 15
Sun N Sound
A bedroom with a bed, a nightstand, a lamp, artwork on the wall, and a window with curtains.

12. Sea Crest Resort

Sea Crest Resort
Amagansett
United States
Bruce
NT$5,267
NT$6,708 total
includes taxes & fees
Oct 6 - Oct 7
Sea Crest Resort
A sandy beach with footprints leading to the water, a grassy dune on the left, and a cloudy sky.
A sign for Ocean Vista with a red and white van parked nearby.
A large indoor swimming pool with multiple lanes, safety signs, and a tiled wall with hexagonal patterns.
A coastal pathway with a wooden bridge leading to a green sports court.

13. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Dan
NT$4,021
NT$4,594 total
includes taxes & fees
Oct 1 - Oct 2
Ocean Vista Resort
A wooden beach boardwalk leading to the ocean.
A modern building with a pool area, including a pool, lounge chairs, and a covered area with a water feature.
A wooden beach gate with signs, a sandy path, and a clear blue sky.
A check-in area with a wooden bench, a small table, and a window with blinds.

14. Aqualina Inn Montauk

Aqualina Inn Montauk
Downtown Montauk
United States
Kim
NT$4,917
NT$5,618 total
includes taxes & fees
Sep 24 - Sep 25
Aqualina Inn Montauk
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 two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

15. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
Hampton Bays
United States
Greg
NT$3,743
NT$4,276 total
includes taxes & fees
Sep 24 - Sep 25
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 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.
A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

16. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
NT$4,021
NT$5,197 total
includes taxes & fees
Sep 27 - Sep 28
Hamlet Inn
Two people standing on a deck with a view of a lake and greenery.
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.
A pool area with lounge chairs and a deck overlooking a lake.

17. Bayview Resort

Bayview Resort
Hampton Bays
United States
Darryl
NT$5,710
NT$6,524 total
includes taxes & fees
Oct 12 - Oct 13
Bayview Resort
A garden with a fountain, various shrubs, and flower beds.
A reception area with a wooden counter, a bulletin board with various notices, a potted plant, and a door leading to another room.
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.

18. Liberty Inn

Liberty Inn
Old Saybrook
United States
Grace
NT$2,541
NT$2,922 total
includes taxes & fees
Oct 5 - Oct 6
Liberty Inn
A blue door, a small table with a potted plant, and a green chair on a porch.
A bedroom with two wicker chairs, a TV, and two wardrobes.
A compact kitchen with a sink, a coffee machine, and a window overlooking a natural landscape.
A modern living room with a sofa, wicker chairs, a round coffee table, and a console table with a mirror.

19. Marina Bay Cottages

Marina Bay Cottages
Waterford
United States
Tara
NT$4,022
NT$4,626 total
includes taxes & fees
Oct 4 - Oct 5
Marina Bay Cottages
A wooden beach boardwalk leading to the ocean.
A round mirror with a woven frame reflecting a room with a bed, pillows, a small table, and a window with curtains.
A poolside area with sun loungers, a large umbrella, and a house in the background.
A covered outdoor area with a wooden staircase, green chairs, and hanging flower baskets.

20. Ocean Resort Inn

Ocean Resort Inn
Downtown Montauk
United States
Jennifer
NT$4,917
NT$5,618 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Resort Inn
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 Shelter Island.
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

2 Bridge St Old Saybrook CT
NT$11,071
NT$13,842 total
Oct 7 - Oct 8
includes taxes & fees
9.6/10 Exceptional! (1,003 reviews)
Saybrook Point Resort & Marina
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT
NT$5,686
NT$7,086 total
Oct 7 - Oct 8
includes taxes & fees
Water's Edge Resort & Spa
Hyatt Place Long Island East End

Hyatt Place Long Island East End

451 East Main Street Riverhead NY
NT$5,525
NT$6,312 total
Oct 20 - Oct 21
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
Hyatt Place Long Island East End
Still don't see what you're looking for?
See all properties in Shelter Island.
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 Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

See all hotels in Shelter Island
A coastal landscape with a lake, dense greenery, and a sunset sky.

Top Shelter Island Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Nice room,"
Russell 1-night trip
Posted 17 hours ago
Pier Blue Inn Old Saybrook - Essex
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Closest to beach and town"
john 1-night trip
Posted 1 day ago
Ocean Resort Inn

Explore a world of travel with Expedia