Book The Best Hotels in Sheffield Island, CT for 2026 from CA $138 - Fully Refundable Options

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

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

1. Norwalk Inn & Conference Center

Historic District

CA $164

CA $188 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

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

2. Residence Inn by Marriott Norwalk

South Norwalk

Michael

CA $241

CA $277 total

includes taxes & fees

Nov 8 - Nov 9

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.

An outdoor pool area with lounge chairs, a bar, and string lights.

3. The Watershed

Cranbury

Mark

CA $235

CA $270 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

4. Amsterdam Hotel

Downtown Stamford

Allan

CA $146

CA $170 total

includes taxes & fees

Nov 9 - Nov 10

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

A spacious indoor atrium with a central circular fountain, surrounded by seating areas and a bar with a large illuminated sign.

A courtyard with a central pathway, surrounded by greenery and a building with large windows and columns.

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

5. Hyatt Regency Greenwich

Old Greenwich

Charlotte

CA $272

CA $312 total

includes taxes & fees

Nov 8 - Nov 9

A living room with a sofa, a coffee table, a TV stand, and a patterned rug.

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

A residential area with a pathway leading to a small shed, surrounded by a wooden fence and greenery.

6. Home & Away Hotel-Style

West Norwalk

Bianca

CA $179

CA $205 total

includes taxes & fees

Oct 14 - Oct 15

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

A modern interior with a vending machine and a microwave.

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

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

7. Courtyard by Marriott Norwalk

Cranbury

Gregory

CA $229

CA $263 total

includes taxes & fees

Oct 18 - Oct 19

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 kitchen with a bar area, featuring a large island, bar stools, and a variety of kitchen appliances.

8. EVEN Hotel Norwalk by IHG

Cranbury

Falan

CA $156

CA $180 total

includes taxes & fees

Nov 9 - Nov 10

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 spacious lobby with a dining area, seating arrangements, and a staircase leading to an upper level.

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

9. The Stamford Hotel

Downtown Stamford

Laura

CA $223

CA $256 total

includes taxes & fees

Nov 8 - Nov 9

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 bar with a stone wall, multiple shelves of bottles, and bar stools.

10. Delamar Westport

Westport

Katie

CA $270

CA $339 total

includes taxes & fees

Nov 8 - Nov 9

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

A spacious lobby with a reception desk, seating area, and potted plants.

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

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

11. Hilton Garden Inn Norwalk

Cranbury

Nicole

CA $216

CA $249 total

includes taxes & fees

Oct 19 - Oct 20

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

A modern hotel with a prominent corner location, featuring a large entrance, a parking lot, and a landscaped area with illuminated plants.

12. The Lloyd Stamford, Tapestry Collection by Hilton

Downtown Stamford

Sandra

CA $233

CA $267 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

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

13. The Armon Stamford Hotel & Conference

Ridgeway-Bullshead

Matthew

CA $216

CA $249 total

includes taxes & fees

Oct 18 - Oct 19

A restaurant with booths and tables, a ceiling fan, and a brick archway.

A hotel room with two beds, a desk with a computer, a TV, a dresser, and a bathroom visible through an open door.

A red jacuzzi tub with a white towel and two bottles of shampoo.

A hotel reception area with a reception desk, a 24-hour ATM, and a push button for the ATM.

14. Red Carpet Inn

Cove - East Side - Shippan

Matthew

CA $125

CA $143 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with two beds, a TV, a desk, and a view of the city through a large window.

A restaurant with a bar area, booths, and a patterned floor.

A hotel room with two beds, a desk, a chair, and a patterned carpet.

A restaurant with booths and tables, a patterned wall, and a ceiling with exposed beams and lights.

15. La Quinta Inn & Suites by Wyndham Stamford / New York City

Waterside

CA $128

CA $147 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

A dining area with a long table set for multiple guests, surrounded by wine racks, and decorated with blue flowers.

16. DoubleTree by Hilton Stamford

Waterside

CA $271

CA $311 total

includes taxes & fees

Nov 9 - Nov 10

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 reception area with a dark wood counter, a green upholstered wall, and a chandelier.

17. Courtyard by Marriott Stamford Downtown

Downtown Stamford

CA $301

CA $346 total

includes taxes & fees

Oct 18 - Oct 19

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

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

18. Stamford Marriott

Downtown Stamford

Angela

CA $289

CA $332 total

includes taxes & fees

Oct 18 - Oct 19

A Super 8 hotel with a beige exterior, multiple windows, and a prominent 'Super 8' sign.

A hotel room with a bed, nightstand, lamp, and a TV on a cabinet.

A waiting area with a glass-top table, red cushioned chairs, a small round table with a plant, and a flat-screen TV mounted on the wall.

19. Super 8 by Wyndham Stamford/New York City Area

West Side

Nastasja

CA $137

CA $158 total

includes taxes & fees

Nov 8 - Nov 9

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

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

A modern living room with a fireplace, a dining area, and a kitchen in the background.

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

20. J House Greenwich

Riverside

Natera

CA $335

CA $444 total

includes taxes & fees

Oct 18 - Oct 19

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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 stop at Sheffield Island Lighthouse. Savor 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

J House Greenwich

10/10 Excellent

"Rooms were clean, check- in was easy Staff was excellent , breakfast was great Tony’s restaurant was over the top so was Tony!! Over all great experience Would definitely stay again"

Radisson Hotel Hauppauge-Long Island

10/10 Excellent

"Our stay there was good, plenty of parking in the hotel the area was pretty nice and quiet, and place to eat wise wasn’t too far I like it I would stay there again if I’m in town."

Delamar Westport

10/10 Excellent

"Great location! The staff was extremely helpful and courteous. Our room was very spacious and the bed comfortable. The bathroom was big with the best shower head, the products they provide are premium!!!⭐️⭐️⭐️⭐️⭐️"

Hyatt Regency Greenwich

8/10 Good

"This hotel wasn’t bad by any means, comfortable and clean, but shouldn’t be designed as a luxury stay. No amenities like in room snacks/mini bar, slippers, etc - not even toilet paper stocked at the front desk if you need extra, and there just wasn’t anything stand out."

Norwalk Inn & Conference Center

10/10 Excellent

"Room was spacious and clean"

Cambria Hotel & Suites - White Plains Downtown

10/10 Excellent

"It is a very nice property. Comfortable bed and well maintained. They do not provide maid service during my 3 night stay which is a bummer but the room and bathroom was clean."

Amsterdam Hotel

10/10 Excellent

"This is a budget hotel done right. Incredibly helpful staff (thank you Tangi!), clean and comfortable room and ample parking. I would stay here again without hesitation."

The Stamford Hotel

10/10 Excellent

"Great vibe in a great location.."

The Armon Stamford Hotel & Conference

8/10 Good

"The stay was good. Staff members were lovely. Price wasn’t bad. Only issue was the tv connection."

More cheap stays in Sheffield Island

Red Carpet Inn

1209 E Main St Stamford CT

CA $125

CA $143 total

Oct 11 - Oct 12

includes taxes & fees

SureStay Plus by Best Western Woodbury Inn

7940 Jericho Tpke Woodbury NY

CA $134

CA $149 total

Oct 12 - Oct 13

includes taxes & fees

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

CA $146

CA $170 total

Nov 9 - Nov 10

includes taxes & fees

8.6/10 Excellent! (1,797 reviews)

Quality Suites Stratford

1500 South Ave Stratford CT

CA $152

CA $175 total

Nov 1 - Nov 2

includes taxes & fees

8.2/10 Very good! (1,003 reviews)

East Norwich Inn

6321 Northern Blvd. East Norwich NY

CA $159

CA $183 total

Nov 3 - Nov 4

includes taxes & fees

The Armon Stamford Hotel & Conference

2701 Summer St Stamford CT

CA $216

CA $249 total

Oct 18 - Oct 19

includes taxes & fees

7.8/10 Good! (939 reviews)

Hotels in Sheffield Island with star rating

Frequently asked questions

When is the best time to go to Sheffield Island?

The best time to go to Sheffield Island is during the summer months, specifically from late May through early September, when the ferry service operates.This period offers the warmest weather, making it ideal for enjoying the island's outdoor activities. The ferry schedule is most frequent during July and August, providing convenient access to the island's lighthouse and walking trails.Families will find this time particularly suitable as the calm waters around the island are great for gentle boat rides and exploring the coastline. The island's nature trails are well-maintained, offering opportunities for birdwatching and picnicking in pleasant conditions.For couples seeking a relaxing day trip, the summer months provide the ideal setting for a romantic escape.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sheffield Island.

How much is the nightly rate at a Sheffield Island hotel?

Prices for hotels in Sheffield Island often vary, but you can find a great deal from CA $138 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia

Book Hotels in Sheffield Island on Expedia.com

Find hotels in Sheffield Island, CT from CA $138

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Sheffield Island

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sheffield Island hotels

1. Norwalk Inn & Conference Center

2. Residence Inn by Marriott Norwalk

3. The Watershed

4. Amsterdam Hotel

5. Hyatt Regency Greenwich

6. Home & Away Hotel-Style

7. Courtyard by Marriott Norwalk

8. EVEN Hotel Norwalk by IHG

9. The Stamford Hotel

10. Delamar Westport

11. Hilton Garden Inn Norwalk

12. The Lloyd Stamford, Tapestry Collection by Hilton

13. The Armon Stamford Hotel & Conference

14. Red Carpet Inn

15. La Quinta Inn & Suites by Wyndham Stamford / New York City

16. DoubleTree by Hilton Stamford

17. Courtyard by Marriott Stamford Downtown

18. Stamford Marriott

19. Super 8 by Wyndham Stamford/New York City Area

20. J House Greenwich

Stay near popular Sheffield Island attractions

Sheffield Island Lighthouse

Learn more about Sheffield Island

Top Sheffield Island Hotel Reviews

J House Greenwich

Radisson Hotel Hauppauge-Long Island

Delamar Westport

Hyatt Regency Greenwich

Norwalk Inn & Conference Center

Cambria Hotel & Suites - White Plains Downtown

Amsterdam Hotel

The Stamford Hotel

The Armon Stamford Hotel & Conference

More cheap stays in Sheffield Island

Red Carpet Inn

SureStay Plus by Best Western Woodbury Inn

Amsterdam Hotel

Quality Suites Stratford

East Norwich Inn

The Armon Stamford Hotel & Conference

Hotels in Sheffield Island with star rating

Frequently asked questions

Explore a world of travel with Expedia

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