Sheffield Island, CT

Travel Guide

A stone lighthouse with a white tower and black lantern room, surrounded by greenery and a clear blue sky.
Radisson Hotel Hauppauge-Long Island

Radisson Hotel Hauppauge-Long Island

3.5 out of 5
110 Vanderbilt Motor Pkwy Hauppauge NY
$122 nightly
The price is $140 total per night from Nov 1 to Nov 2
$140 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Hauppauge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our ...
Radisson Hotel Hauppauge-Long Island
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
$203 nightly
The price is $232 total per night from Nov 8 to Nov 9
$232 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
9/10 Wonderful! (1,349 reviews)
"Clean rooms, friendly staff. Quick check-in and check out process."

Reviewed on Oct 11, 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
$194 nightly
The price is $223 total per night from Nov 8 to Nov 9
$223 total
Nov 8 - Nov 9
Total with taxes and fees
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
8.8/10 Excellent! (1,174 reviews)
"Great stay , easy valet parking, nice amenities ..will be back."

Reviewed on Oct 10, 2026

Hyatt Regency Greenwich
See all 994 properties in Sheffield Island
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.
Stamford Suites

Stamford Suites

4 out of 5
720 Bedford St Stamford CT
Book a stay at this business-friendly aparthotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.2/10 (190 reviews)
"The hotel’s location is convenient. It’s an older property so I expect to see some age on the building itself. It’s nice that there’s parking. The room was spacious but not clean. The doors and walls are filthy, with finger prints and grim around the door knobs. The floor was sticky and all surfaces ..."

Reviewed on Oct 10, 2026

Stamford Suites
DUNE Fairfield Beach

DUNE Fairfield Beach

3 out of 5
1160 Reef Rd Fairfield CT
Book a stay at this beach apartment in Fairfield. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Penfield Beach and Fairfield ...
DUNE Fairfield Beach
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
57 Bank St White Plains NY
Book a stay at this business-friendly apartment in White Plains. Enjoy free WiFi, an outdoor pool, and a fitness center. Popular attractions Westchester County ...
Global Luxury Suites White Plains
See all properties in Sheffield Island
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.

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

Frequently asked questions

When is the best time to visit Sheffield Island?
The best time to visit Sheffield Island is from May through September, when the weather is pleasant for exploring. For fewer crowds and better value, the quieter months of December through March are a good option, offering a different experience with cooler temperatures.
What is Sheffield Island known for?
Sheffield Island is known for the Sheffield Island Lighthouse. This historic landmark is a prominent feature of the island, which is located in the United States of America. Travelers can explore this unique lighthouse and its surrounding natural beauty.
What is a good itinerary length for Sheffield Island?
A good itinerary length for Sheffield Island is one day to visit the Sheffield Island Lighthouse. Travelers typically find this sufficient to explore the island's main attraction. For a more relaxed experience, you might extend your visit to enjoy the lighthouse at a leisurely pace.
What are the top things to do in and around Sheffield Island?
In Sheffield Island, explore the Sheffield Island Lighthouse, a historic landmark and point of interest.
Can I book a refundable hotel in Sheffield Island?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Sheffield Island by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Sheffield Island with Expedia?
Expedia makes it easier to plan your Sheffield Island trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Sheffield Island?
The best choice depends on your travel style. Hotels in Sheffield Island can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Sheffield Island trip on Expedia?
Once you've booked your Sheffield Island trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Sheffield Island trip?
Expedia offers customer support before, during, and after your Sheffield Island trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Sheffield Island?
If it's your first trip to Sheffield Island, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Sheffield Island hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Sheffield Island hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Sheffield Island

A marina at sunset with boats docked, a bridge, and buildings in the background.

Norwalk

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