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We have 6 hotels in Chester.

 
 
Fullerton Inn Star Rating 2        
40 The Common

This quaint inn is in downtown Chester.Individually decorated rooms with country-style furnishings feature air-conditioning and ceiling fans, as well as private bathrooms. Some have in-room sinks.
Rose Arbour Bed and Breakfast Star Rating 2.5        
55 School Street

You'll find Rose Arbour just off the green in Chester, VT in a classic 1890 New England Victorian house. We have taken pains to furnish and decorate the rooms such that they ease you into a slower pace whether through a relaxing evening in Rose Arbour's beautiful and spacious second floor sitting room or from a wonderful night's rest in our gloriously comfortable beds. You will awaken in the morning to the tantalizing aroma of a gourmet breakfast in our Tea Room.
Hugging Bear Inn & Shoppe Star Rating 3        
244 Main Street

Housed in a Queen Anne-style property, this teddy-bear themed B&B in downtown Chester is a 5-minute stroll from Vermont Institute of Contemporary Arts.The 5 cozy and air-conditioned rooms with private bathrooms feature country furnishings, quilts and teddies.A full breakfast is included, and there's a wraparound porch, and a homey den with WiFi, cable TV and a fireplace.
Inn Victoria Star Rating 3        
321 Main Street

Dating from 1851, this polished Victorian-style B&B in downtown Chester is across the road from the Williams Middle Branch river.The 8 antiques-filled rooms are individually decorated and feature luxe linens and whirlpool or claw-foot tubs, as well as flat-screen TVs with cable channels, DVD players, iPhone docking stations, and free Wi-Fi. Some rooms add fireplaces, living areas, or private decks with hot tubs.
Chester House Inn Star Rating 2        
266 Main Street

Set in a 1780 Colonial-style home, this homey B&B is 7.4 miles from Grafton and 13.5 miles from the ski slopes of Okemo Mountain Resort.
Stone Hearth Inn & Tavern Star Rating 3        
698 Route 11 West

This historic colonial-style inn in Chester, Vermont is located within 12 miles of Okemo and Magic Mountain ski resorts. An on-site restaurant and tavern is featured.Each individually-decorated room features beds topped with quilts and feather duvets.
 
 
More on Chester .
 
Chester is a town in Windsor County, Vermont, United States. The population was 3,154 at the 2010 census.