A stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.

4 Stars Hotels in Sheffield Island, Connecticut from CA $186

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Check availability on Sheffield Island 4 Star Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Sheffield Island 4-star hotels

An outdoor seating area with modern furniture, a fire pit, and ambient lighting.
A hotel entrance with a glass door, a blue-lit entrance, and a skylight above.
A modern lobby with a large, tufted sofa, two armchairs, and a wooden coffee table. There are tall, cylindrical columns and a decorative wall with a geometric pattern.
A modern bar area with a long counter, multiple stools, and a bar stocked with bottles.

1. Sonesta White Plains Downtown

Sonesta White Plains Downtown
White Plains
United States
Tamara
CA $258
CA $343 total
includes taxes & fees
Nov 1 - Nov 2
Sonesta White Plains Downtown
A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.
An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.
A courtyard with a central pathway, surrounded by greenery and a building with large windows and columns.
A modern kitchen with a central island, wooden ceiling, and a coffee machine.

2. Hyatt Regency Greenwich

Hyatt Regency Greenwich
Old Greenwich
Canada
Charlotte
CA $253
CA $291 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency Greenwich
A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area.
Outdoor seating with wooden chairs and tables, a sign for Bacchus, and a street with parked cars.
A hotel with a central entrance, multiple parking spaces, and a well-lit driveway.
A spacious lobby with a curved ceiling, two sofas, a coffee table, and potted plants.

3. Norwalk Inn & Conference Center

Norwalk Inn & Conference Center
Historic District
United States
Jennifer
CA $162
CA $186 total
includes taxes & fees
Nov 1 - Nov 2
Norwalk Inn & Conference Center
An indoor restaurant with a bar area, seating, and greenery.
A modern living room with a fireplace, a dining area, and a kitchen in the background.
A bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.
A modern hotel with a covered entrance, large windows, and a landscaped garden area.

4. J House Greenwich

J House Greenwich
Riverside
United States
Natera
CA $297
CA $400 total
includes taxes & fees
Oct 4 - Oct 5
J House Greenwich
A buffet bar with various food items and a selection of liquor bottles in the background.
A hotel room with two beds, a small desk, a window with curtains, and a minibar with various items.
A modern living room with geometric-patterned furniture, large windows, and a minimalist design.
A building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.

5. Delamar Westport

Delamar Westport
Westport
United States
Katie
CA $222
CA $284 total
includes taxes & fees
Oct 26 - Oct 27
Delamar Westport
The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.
A modern hotel room with a large window, a sofa, a coffee table, and a decorative statue.
A spacious room with a wooden floor, a long table with various items, and a large window providing a view of the outside.
A modern interior with large windows, a brick wall, and a mix of seating areas including sofas and a table.

6. Stamford Suites

Stamford Suites
Downtown Stamford
United States
Alice
CA $227
CA $261 total
includes taxes & fees
Oct 12 - Oct 13
Stamford Suites
A hotel with a prominent sign reading "A SUTE HOTEL" and multiple flags, including the American flag, in front.
A restaurant with a stone fireplace, multiple tables, and chairs. There are two visible exits and a television on the wall.
A banquet hall with a brick fireplace, wooden beams, and floral centerpieces.
A bar area with a high ceiling, large windows, and a view of the outside. There are several chairs and tables, and a bar counter with stools.

7. The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel
Woodbury
United States
William
CA $356
CA $398 total
includes taxes & fees
Nov 1 - Nov 2
The Inn At Fox Hollow Hotel
A marina with several yachts docked in front of a hotel with multiple balconies and a central tower.
A well-lit living room with a sofa set, a coffee table, and a large window with a view of the city at dusk.
A waterfront hotel with multiple balconies, a dock, and a boat.
An outdoor dining area with tables and chairs, potted plants, and a pathway.

8. Delamar Greenwich Harbor

Delamar Greenwich Harbor
Greenwich
United States
Akhenaton
CA $504
CA $608 total
includes taxes & fees
Oct 4 - Oct 5
Delamar Greenwich Harbor
A large, stately building with a symmetrical facade, featuring a central entrance with columns, a decorative pediment, and a fountain in the garden.
A grand hallway with a checkered floor, a central table, and red chairs.
A grand hallway with a black and white checkered floor, a large chandelier, and a fireplace with a framed painting above it.
A grand hallway with a red upholstered bench, a large chandelier, and a wooden door with glass panels.

9. The Mansion at Glen Cove

The Mansion at Glen Cove
Glen Cove
United States
Branko
CA $378
CA $422 total
includes taxes & fees
Oct 7 - Oct 8
The Mansion at Glen Cove
A restaurant with outdoor seating, a white facade, and a sign reading "ARTISAN".
A two-story building with a classic architectural style, featuring a prominent entrance with a black door and a sign above that reads "DEIAMAR SOUTHPORT".
A dining area with round tables set for a meal, surrounded by dark wooden bookshelves filled with books and decorative items.
A lobby with a central ornamental table, seating area, and a framed picture on the wall.

10. Delamar Southport

Delamar Southport
Southport
United States
allyson
CA $345
CA $454 total
includes taxes & fees
Oct 22 - Oct 23
Delamar Southport
A modern living room with a large sectional sofa, a fireplace, and large windows offering a view of greenery.
Lounge
A rooftop pool with a view of surrounding buildings, a covered seating area, and a wooden deck.
A modern kitchen with a long counter, bar stools, and a large window with curtains.

11. Hyatus Luxury Residences Stamford

Hyatus Luxury Residences Stamford
Downtown Stamford
United States
Josephine
Hyatus Luxury Residences Stamford
A dining table with a variety of pastries and fruits, a vase with flowers, and a view of a brick wall and greenery outside.
A modern living room with a sofa, coffee table, and TV. There is a plant and a window with curtains.
A modern bedroom with a large bed, bedside tables, a potted plant, and a view of the outdoors.
A modern living room with a large flat-screen TV, a sofa, a coffee table, and a dining area with a glass table.

12. Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
White Plains
United States
Kathleen
CA $575
CA $894 total
includes taxes & fees
Oct 6 - Oct 7
Luxury NYC Home with Free Parking for 12
A modern living room with a sectional sofa, a glass coffee table, and a marble rug. There are two wall art pieces and a potted plant.
A bedroom with two beds, white bedding, a painting on the wall, and large windows with white curtains.
A modern living room with a flat-screen TV mounted on a white wall, wooden flooring, and a large abstract rug.
A modern kitchen with a wooden cabinet, a bar stool, and a dining table with white chairs.

13. Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
White Plains
United States
Jorge
CA $703
CA $1,015 total
includes taxes & fees
Oct 6 - Oct 7
Luxury NYC Home Game Room Free Parking
A wooden cabin with a stone staircase leading to a green door.
A wooden cabin with a porch featuring green Adirondack chairs, a table, and a statue.
A spacious living room with wooden walls, a stone fireplace, and a piano.
A wooden dining room with a large table set for a meal, surrounded by chairs.

14. Honey Maple Grove BnB

Honey Maple Grove BnB
Bedford
United States
Robert
Honey Maple Grove BnB
Pool
Lobby lounge
Restaurant
Lobby

15. DoubleTree by Hilton Norwalk

DoubleTree by Hilton Norwalk
West Norwalk
United States
Heather
DoubleTree by Hilton Norwalk
A modern lobby with a fireplace, comfortable seating, and large windows.
A modern hotel room with a large bed, a desk with a TV, a bottle of wine, and a view of the city.
A modern kitchen with a central island, bar stools, pendant lighting, and a patterned backsplash.
A modern living room with a pool table, comfortable seating, a large abstract painting, and a view through large windows.

16. Luxury Apartments by Hyatus White Plains

Luxury Apartments by Hyatus White Plains
White Plains
United States
Kesha
Luxury Apartments by Hyatus White Plains
A modern living room with a sofa, coffee table, and chairs. There is a fireplace, a television mounted on the wall, and a kitchen visible in the background.
A backyard with a fire pit, wooden chairs, a white sofa, and a dining table with chairs.
A modern living room with a beige sofa, a wooden coffee table, and a chessboard. A kitchen is visible in the background with light green cabinets and a white refrigerator.
A bedroom with a large bed, two bedside tables with lamps, a window with a view, and a door leading to another room.

17. Cozy Cottage with Fire Pit

Cozy Cottage with Fire Pit
Fairfield
CA $322
CA $689 total
includes taxes & fees
Nov 1 - Nov 2
Cozy Cottage with Fire Pit
A modern kitchen with white cabinets, a central island with bar stools, a microwave, oven, and dishwasher.
A spacious living room with a white sofa, a round coffee table, and a fireplace.
A modern kitchen with wooden cabinets, a white countertop, and a dining area with a wooden table and chairs.
A living room with a fireplace, a television, a round coffee table, and two sofas.

18. Fairfiedl Retreat

Fairfiedl Retreat
Fairfield
United States
Courtney
CA $283
CA $646 total
includes taxes & fees
Oct 5 - Oct 6
Fairfiedl Retreat
A bedroom with two beds, white bedding, and a large window with curtains.
A modern living room with a sectional sofa, a glass coffee table, and a marble rug.
A modern kitchen with wooden cabinets, a glass dining table, and a bar stool.
A modern kitchen with wooden cabinets, a black countertop, and three bar stools.

19. Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
White Plains
United States
Safiya
Luxury NY Home with Free Parking
A dining area with a wooden table set for four, surrounded by chairs. A sofa and a coffee table are visible in the background.
A living room with a sectional sofa, a coffee table, and a dining area with chairs and a table.
A modern kitchen with wooden cabinets, stainless steel appliances, and a two-burner stove.
A two-story house with a covered porch, a front door, and a small garden with yellow shrubs.

20. Ideally Located Glen Cove Apartment!

Ideally Located Glen Cove Apartment!
Glen Cove
Ideally Located Glen Cove Apartment!
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Sheffield Island.
The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

3 Renaissance Square White Plains NY
CA $426
CA $536 total
Oct 8 - Oct 9
includes taxes & fees
9.2/10 Wonderful! (585 reviews)
The Opus Westchester, Autograph Collection
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

40 Beechmont Ave Bridgeport CT
CA $1,482
CA $2,202 total
Oct 6 - Oct 7
includes taxes & fees
Beechmont - Perfect for Family Retreat!
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A stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.
Photo by Richard Miska

Top Sheffield Island Hotel Reviews

Sonesta White Plains Downtown

Sonesta White Plains Downtown

8/10 Good
"Clean room, comfortable bed"
Anthony 1-night trip
Posted 1 day ago
Sonesta White Plains Downtown

Find out more about Sheffield Island

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Sheffield Island are calling your name. Known for providing first-rate service in amazing locations, each of the Sheffield Island 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Sheffield Island. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Sheffield Island, Connecticut, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Sheffield Island hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Sheffield Island?
To book a 4-star hotel in Sheffield Island that's within your budget, make use of Expedia's sort and search filters. Browse what's available during your preferred dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical stay first.
  • Search for the lowest price from CA $536
What's the difference between 5-star and 4-star hotels in Sheffield Island?
Give yourself the luxury treatment during your Sheffield Island vacation by checking in to a 4-star hotel. As well as featuring upscale surroundings, these retreats are usually filled with amenities such as complimentary bathrobes, large beds and more. A 5-star hotel will go above and beyond to make your trip an even more lavish and unforgettable one. Round-the-clock concierge assistance, luxurious spas and gourmet dining are just the start of the superior services and conveniences you'll likely be able to enjoy.
Does Sheffield Island have any 4-star all-inclusive resorts?
Finding your dream vacation in Sheffield Island is as easy as entering your travel dates and clicking on our "All inclusive" filter. Stay and play where almost everything is already taken care of like your meals, accommodations, entertainment and activities, or opt for a standard 4-star resort in or around this popular destination.

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