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Hotels · Connecticut, Connecticut

The Roger Sherman Inn

  • Price$$$
  • CategoryBoutique Inn
  • Rating★ 4.4

The Roger Sherman Inn is a distinguished boutique property at 195 Oenoke Ridge in New Canaan, Connecticut, one of Fairfield County's most exclusive residential communities and consistently ranked among the wealthiest small towns in the United States. Named for Roger Sherman—a Connecticut statesman who was the only Founding Father to sign all four of America's founding documents—the inn occupies a gracious New England colonial building set back from the road in a quiet residential setting.

The Roger Sherman Inn

The Roger Sherman Inn is a distinguished boutique property at 195 Oenoke Ridge in New Canaan, Connecticut, one of Fairfield County's most exclusive residential communities and consistently ranked among the wealthiest small towns in the United States. Named for Roger Sherman—a Connecticut statesman who was the only Founding Father to sign all four of America's founding documents—the inn occupies a gracious New England colonial building set back from the road in a quiet residential setting. Accommodations span Standard Rooms, Deluxe Rooms, and Suites, each furnished with a mix of antique pieces and contemporary comforts that reflect the inn's commitment to understated luxury in Fairfield County. The inn's restaurant has established itself as one of Fairfield County's most respected fine dining destinations, drawing a loyal clientele from New Canaan's affluent community and neighboring towns including Darien, Westport, and Greenwich. The kitchen produces contemporary American cuisine with European influences, emphasizing seasonal Connecticut ingredients and an extensive wine cellar with bottles from major Old World and New World regions. A garden terrace offers al fresco dining during warmer months in an enclosed private setting. New Canaan's charming downtown—populated with independent retailers, galleries, and additional restaurants—is a short drive from the inn. Metro-North's New Canaan branch line, which terminates in the town center, provides direct rail service to Grand Central Terminal in approximately 90 minutes, allowing car-free access to New York City. The Philip Johnson Glass House, one of the most significant works of 20th-century architecture in the United States, is located in New Canaan and accessible by car in under 10 minutes from the inn. The Roger Sherman Inn's quiet residential atmosphere makes it particularly appealing to guests seeking privacy, culinary excellence, and the character of a proper Fairfield County retreat.

Room types

  • Standard Room
  • Deluxe Room
  • Suite

Amenities

  • Restaurant (fine dining)
  • Bar
  • Garden
  • Quiet residential setting
  • Near New Canaan train station

Location

195 Oenoke Ridge, New Canaan, CT 06840

41.1526, -73.5004 View on map

Highlights

  • Named for the only Founding Father to sign all four of America's founding documents—a New Canaan historical figure
  • Fine dining restaurant widely regarded as one of Fairfield County's most respected culinary destinations
  • Residential boutique atmosphere in one of Connecticut's most exclusive communities
  • Garden terrace for al fresco dining in a private New England setting
  • Metro-North branch line connects New Canaan to Grand Central Terminal in approximately 90 minutes

Tips for visiting

  • Reserve a table at the restaurant well in advance—it draws from a loyal local clientele and weekend seatings fill within days of opening up
  • Metro-North's New Canaan branch line terminates in the town center, about a mile from the inn—a taxi or rideshare covers the distance in a few minutes
  • New Canaan's Sculpture Siting program places large-scale outdoor art throughout the town's residential streets—worth exploring on foot during a morning walk
  • The Philip Johnson Glass House requires advance reservation through the National Trust and is one of Connecticut's premier architectural landmarks
  • Visit in late September or early October when Fairfield County's residential neighborhoods display some of New England's most manicured autumn foliage

Accessibility

The Roger Sherman Inn is a historic colonial building; as such, some areas of the property may involve steps and historic architectural features that present challenges for guests with mobility limitations. Guests with accessibility needs should contact the inn directly to discuss available accommodations and common-area access before booking.

Frequently asked questions

What is the historical significance of the Roger Sherman Inn's name?

The inn is named for Roger Sherman (1721-1793), a Connecticut statesman who was the only Founding Father to sign the Articles of Association, the Declaration of Independence, the Articles of Confederation, and the United States Constitution—all four founding documents.

Is the Roger Sherman Inn suitable for business travel?

The inn is well-suited to individual business travelers and small executive gatherings seeking a quiet, refined alternative to corporate chain hotels. Its New Canaan location is convenient for meetings in Fairfield County's financial services and corporate communities.

How far is the inn from Greenwich and Stamford?

Greenwich is approximately 12 miles south of New Canaan (about 20 minutes by car), and Stamford is about 9 miles south (15 minutes). Both cities are hubs for Fairfield County corporate activity and offer international airport connections via I-95.

Is the Philip Johnson Glass House near the Roger Sherman Inn?

Yes. The Philip Johnson Glass House, a National Trust Historic Site and one of the most significant works of modern architecture in the United States, is located in New Canaan and accessible by car in under 10 minutes from the inn. Visits require advance reservation through the National Trust.

What types of rooms are available at the inn?

The Roger Sherman Inn offers Standard Rooms, Deluxe Rooms, and Suites, each furnished with antiques and contemporary amenities. The intimate scale of the property means the inn team can often accommodate specific room preferences when contacted in advance.

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The Roger Sherman Inn

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