Sheffield Island Holiday Rentals, Connecticut: Private House Rentals

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

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Our top choices for Sheffield Island hotels

A modern lounge area with a stone fireplace, leather seating, and large windows offering a view of the city.

A brick building with large windows and a sign that reads "Residence Inn by Marriott".

A modern lounge area with a fireplace, seating, and a staircase.

A bar area with a staircase, wooden chairs, and a variety of bottles and glasses.

1. Residence Inn by Marriott Norwalk

South Norwalk

Bryan

฿5,684

฿6,537 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a covered patio area.

A spacious lobby with a curved ceiling, two sofas, a coffee table, and potted plants.

Outdoor seating with wooden chairs and tables, a sign for Bacchus, and a street with parked cars.

A waterfront marina at night with boats docked, a modern building with horizontal lines, and a bridge in the background.

2. Norwalk Inn & Conference Center

Historic District

Jennifer

฿4,204

฿4,835 total

includes taxes & fees

1 Nov - 2 Nov

A modern Courtyard by Marriott hotel with a well-lit entrance, a covered outdoor area, and a landscaped garden.

A courtyard with outdoor seating, a fire feature, and a building in the background.

A modern bar area with a counter, stools, and a menu display.

A modern hotel lobby with a sofa, armchairs, a coffee table, and a staircase leading to an upper level.

3. Courtyard by Marriott Norwalk

Cranbury

Gregory

฿5,399

฿6,209 total

includes taxes & fees

18 Oct - 19 Oct

A wooden interior with a reception desk, framed botanical prints, and a sign reading "The Water."

A modern living room with a stone fireplace, large windows, and a cozy seating area.

A wooden interior with hanging woven light fixtures, a seating area, and a view of the outdoors.

4. The Watershed

Cranbury

Mark

฿5,646

฿6,493 total

includes taxes & fees

1 Nov - 2 Nov

A spacious restaurant with a high ceiling, large windows, and a bar area.

A hotel with a brick facade, a well-lit entrance, and a sign for Hampton Inn & Suites by Hilton.

A hotel reception area with a marble floor, a reception desk, and a blue accent wall.

A refrigerated display case with snacks and drinks, a wall with a 'Treats' sign, and a dining area in the background.

5. Hampton Inn & Suites Stamford

West Side

Daniel

฿7,729

฿8,889 total

includes taxes & fees

15 Oct - 16 Oct

A restaurant interior with a marble countertop, a tall glass of beer, and plates of food.

A lobby with a green sofa, a fireplace, and various decorative items including jars of lemons and green apples.

A spacious outdoor patio with wicker furniture and potted plants.

A hotel entrance with a covered driveway, landscaped gardens, and a car parked in front.

6. Hilton Garden Inn Norwalk

Cranbury

Nicole

฿5,113

฿5,880 total

includes taxes & fees

18 Oct - 19 Oct

A spacious atrium with a central garden, multiple floors, and a distinctive white gazebo.

A modern indoor lounge area with seating and tables, surrounded by bamboo plants.

A modern indoor seating area with green chairs and a black bench, surrounded by bamboo plants and a textured floor.

A central atrium with a circular seating area surrounded by flower arrangements and a glass railing.

7. The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Kent

฿5,713

฿6,570 total

includes taxes & fees

6 Oct - 7 Oct

A modern hotel lobby with green and white furniture, a fireplace, and a bar area with a mirrored wall.

A Courtyard Marriott hotel with a classic architectural style, featuring arched windows and a prominent marquee.

A hotel room with a large window, a desk, a chair, a TV, and a bed.

8. Courtyard by Marriott Stamford Downtown

Downtown Stamford

Monique

฿7,797

฿8,966 total

includes taxes & fees

11 Oct - 12 Oct

A spacious hotel lobby with a modern design, featuring a mix of seating areas, a dining area, and a view through large windows.

A bar area with a long counter, multiple seating options, and a modern interior design.

A hotel room with a city view, a flat-screen TV, two side tables with lamps, a sofa, and a coffee table.

An indoor swimming pool with clear glass walls, a ceiling with skylights, and a visible fitness center in the background.

9. The Stamford Hotel

Downtown Stamford

Laura

฿6,425

฿7,389 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a high ceiling, modern lighting, and a staircase leading to an upper level.

An indoor swimming pool with clear glass ceilings, sunlit areas, and lounge chairs.

A modern hotel lobby with two desktop computers, a reception desk, and seating areas.

A modern hotel with a glass facade, a central fountain, and a well-lit entrance.

10. DoubleTree by Hilton Stamford

Waterside

Jenne

฿6,455

฿7,423 total

includes taxes & fees

18 Oct - 19 Oct

The entrance of a Marriott Residence Inn with a revolving door, large windows, and a stone facade.

A modern lounge area with a stone wall, a fireplace, and comfortable seating.

A modern restaurant with wooden tables and booths, a bar area with shelves of bottles, and a large colorful painting on the wall.

A spacious hallway with a marble floor, white chairs, and large blue marble wall panels.

11. Residence Inn Stamford Downtown

Downtown Stamford

Rachel

฿8,704

฿10,010 total

includes taxes & fees

11 Oct - 12 Oct

A spacious atrium with a central bar, surrounded by seating areas and a circular water feature.

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.

An indoor swimming pool with a glass ceiling, surrounded by wicker chairs and potted plants.

12. Hyatt Regency Greenwich

Old Greenwich

Charlotte

฿5,978

฿6,875 total

includes taxes & fees

25 Oct - 26 Oct

A Marriott hotel with a modern facade, multiple floors, and a covered entrance area.

A spacious lobby with a reception desk, seating area, and a high ceiling with wooden paneling.

A spacious lobby with high ceilings, multiple seating areas, and a central reception desk.

A hotel lobby with a reception desk, wooden cabinets, a tiled wall, and a seating area.

13. Stamford Marriott

Downtown Stamford

MingLang

฿6,827

฿7,851 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a large mirror, exercise ball, and a window with blinds.

A modern hotel room with a flat-screen TV, a green armchair, a beige sofa, and a small round table.

A modern kitchen area with a central table displaying fruits and condiments, a built-in oven, and a counter with bottled water.

A modern dining area with a round table, green chairs, a flat-screen TV, and a wall with a text message.

14. EVEN Hotel Norwalk by IHG

Cranbury

Elizabeth

฿4,100

฿4,715 total

includes taxes & fees

26 Oct - 27 Oct

A modern interior with a sofa, chairs, a dining table, and a bookshelf.

A modern living room with a fireplace, two sofas, a coffee table, and a large painting above the mantel.

A modern bathroom with a toilet, a small potted plant, a framed abstract artwork, and a view of a brick building through a window.

A modern dining area with a large wooden table, cushioned chairs, pendant lighting, and a bookshelf in the background.

15. The Lloyd Stamford, Tapestry Collection by Hilton

Downtown Stamford

Sandra

฿5,787

฿6,655 total

includes taxes & fees

18 Oct - 19 Oct

A lobby with a chandelier, seating area, and large windows offering a view of the street.

A multi-story building with a brick facade, large windows, and a flat roof.

A kitchenette with a coffee machine, milk thermos, sugar container, and a microwave.

A hotel room with two beds, a desk with a computer, a TV, and a window with curtains.

16. Amsterdam Hotel

Downtown Stamford

Allan

฿3,533

฿4,062 total

includes taxes & fees

18 Oct - 19 Oct

A brick building with a grand entrance, large columns, and a fire pit in the center.

A modern hotel lobby with a seating area, a television, and a large plant.

A modern restaurant with brick walls, multiple seating areas, and a bar.

17. Hampton Inn & Suites Huntington Downtown

Huntington

Ciara

฿6,200

฿7,084 total

includes taxes & fees

26 Oct - 27 Oct

An indoor restaurant with a bar area, seating, and greenery.

A modern hotel with a covered entrance, large windows, and a landscaped garden area.

An outdoor dining area with wooden tables and chairs, surrounded by lush greenery and a glass wall.

A bar area with a long counter, multiple stools, and a variety of bottles and glasses on shelves.

18. J House Greenwich

Riverside

Natera

฿7,005

฿9,448 total

includes taxes & fees

4 Oct - 5 Oct

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 building with a white facade and a grey roof, surrounded by a landscaped garden with rocks and flowers.

A modern living room with geometric-patterned furniture, large windows, and a minimalist design.

19. Delamar Westport

Westport

Katie

฿5,845

฿7,394 total

includes taxes & fees

26 Oct - 27 Oct

A hotel entrance with a sign for 'Extended Stay America,' a lobby, and a parking area.

20. Extended Stay America Suites Norwalk Stamford

Cranbury

Megan

฿4,565

฿5,250 total

includes taxes & fees

8 Oct - 9 Oct

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Stay near popular Sheffield Island attractions

Sheffield Island Lighthouse

8.8/10 (15 reviews)

You can learn about the history of Sheffield Island with a trip to Sheffield Island Lighthouse. Savour the top-notch restaurants and lively bars while in town.

See properties

Learn more about Sheffield Island

Experience Sheffield Island: its island views, monuments and more!

See all hotels in Sheffield Island

Top Sheffield Island Hotel Reviews

DoubleTree by Hilton Stamford

8/10 Good

"Staff was very professional, friendly and helpful. Hotel and rooms are a little outdated, a bit dusty but overall it's a good hotel to spend a night in."

Radisson Hotel Hauppauge-Long Island

8/10 Good

"Two night stay was ok, back parking area can be better maintained and kept well lit."

Trumbull Marriott Shelton

8/10 Good

"Good Hotel, good service, clean nice quiet rooms."

SureStay Plus by Best Western Woodbury Inn

8/10 Good

"One night stay, for a reasonable price. Older building, in need of some tlc. Room was clean, but the room had a moldy smell. Bed was comfortable. Fridge was nice and cold. A/C worked well, and didn’t clunk on and off all night. Breakfast was adequate and free. I would likely stay here again if I was in the area."

Sonesta White Plains Downtown

8/10 Good

"Clean room, comfortable bed"

Amsterdam Hotel

10/10 Excellent

"Love this place. Big rooms. Great staff."

HYATT house White Plains

8/10 Good

"Everything was good. i would just suggest at the time of check in and if you are staying more than one day, staff should advise you that there is a different bracelet to be used daily. to avoid any issues."

More cheap stays in Sheffield Island

Red Carpet Inn

1209 E Main St Stamford CT

฿2,942

฿3,383 total

6 Oct - 7 Oct

includes taxes & fees

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

฿3,533

฿4,062 total

18 Oct - 19 Oct

includes taxes & fees

Quality Suites Stratford

1500 South Ave Stratford CT

฿3,598

฿4,138 total

1 Nov - 2 Nov

includes taxes & fees

East Norwich Inn

6321 Northern Blvd. East Norwich NY

฿3,766

฿4,329 total

7 Oct - 8 Oct

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

฿5,411

฿6,040 total

13 Oct - 14 Oct

includes taxes & fees

The Armon Stamford Hotel & Conference

2701 Summer St Stamford CT

฿5,713

฿6,570 total

6 Oct - 7 Oct

includes taxes & fees

Frequently asked questions

What's the best place to stay in Sheffield Island?

Radisson Hotel Hauppauge-Long Island, located 18.7 mi (30.1 km) from the heart of Sheffield Island, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Amsterdam Hotel and Sonesta White Plains Downtown. See all available top hotels, or vacation rentals in Sheffield Island.

If I need to cancel my hotel reservation in Sheffield Island, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you may still be able to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Sheffield Island.

What's it like to stay in Sheffield Island?

Visitors can enjoy all that Sheffield Island has to offer, including its monuments. There are 989 hotels and other accommodation options in the surrounding area. Find out more about Sheffield Island.

What is there to see in Sheffield Island?

A favourite place to visit is Sheffield Island Lighthouse. You'll also find Calf Pasture Beach and Norwalk Maritime Aquarium in the area. Take a look at what more there is to see and do in Expedia's Sheffield Island guide.

What's the seasonal weather like in Sheffield Island?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Sheffield Island is 1352 mm.

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Book Hotels in Sheffield Island on Expedia.com

Find hotels in Sheffield Island, CT from ฿3,383

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sheffield Island

Check prices for these dates

Filter by

Star rating

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Our top choices for Sheffield Island hotels

1. Residence Inn by Marriott Norwalk

2. Norwalk Inn & Conference Center

3. Courtyard by Marriott Norwalk

4. The Watershed

5. Hampton Inn & Suites Stamford

6. Hilton Garden Inn Norwalk

7. The Armon Stamford Hotel & Conference

8. Courtyard by Marriott Stamford Downtown

9. The Stamford Hotel

10. DoubleTree by Hilton Stamford

11. Residence Inn Stamford Downtown

12. Hyatt Regency Greenwich

13. Stamford Marriott

14. EVEN Hotel Norwalk by IHG

15. The Lloyd Stamford, Tapestry Collection by Hilton

16. Amsterdam Hotel

17. Hampton Inn & Suites Huntington Downtown

18. J House Greenwich

19. Delamar Westport

20. Extended Stay America Suites Norwalk Stamford

Stay near popular Sheffield Island attractions

Sheffield Island Lighthouse

Learn more about Sheffield Island

Top Sheffield Island Hotel Reviews

DoubleTree by Hilton Stamford

Radisson Hotel Hauppauge-Long Island

Trumbull Marriott Shelton

SureStay Plus by Best Western Woodbury Inn

Sonesta White Plains Downtown

Amsterdam Hotel

HYATT house White Plains

More cheap stays in Sheffield Island

Red Carpet Inn

Amsterdam Hotel

Quality Suites Stratford

East Norwich Inn

SureStay Plus by Best Western Woodbury Inn

The Armon Stamford Hotel & Conference

Frequently asked questions

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