Bed & Breakfast, Historic Inns & Hotels

• Chester House Inn (circa 1780)
  266 Main Street • Chester, VT 05143
  802-875-2205
  Offering seven guest rooms, all with private bath, an in-room telephone with voice-mail and internet both wireless and dial up, and air-conditioning in the warmer months. Some rooms have gas fireplaces, steam showers, or whirlpool tubs.  more...  map

• Fullerton Inn (circa 1880's)
  40 The Common • Chester, VT 05143
  802-875-2444
  Guests of the Fullerton can expect to find immaculate Vermont accommodations, a professional and courteous staff, a full-service restaurant offering exceptional dining Monday through Saturday evenings and a cozy Tavern for light meals and relaxing. All 21 guest rooms and suites have private baths and a continental breakfast. The Williams River is just behind the property. more...  map

• Henry Farm Inn (circa late 1700's)
  2206 Green Mountain Turnpike • Chester, VT 05143
  802-875-2674
  Located on 56 acres near a sparkling river and spring-fed swimming pond, they feature wood pine floors, a full breakfast, and an early American ambiance. Offering nine guest rooms, all with private baths. more...  map

• Inn at Cranberry Farm
  61 Williams Road • Chester, VT 05143
  802-463-1339
  The Inn is situated on 60 acres of rolling meadows and forested farmland that includes a serene pond, spectacular views of the Green Mountains, and is walking distance to the Williams River. All of the 11 guest rooms and three luxury suites have been individually decorated include private baths. Suites, located in the detached farm house, offer massage tubs, unique architecture, private decks and sitting rooms. Accommodations include a delicious full breakfast and afternoon tea. more...  map

• Inn Victoria
  321 Main Street, P.O. Box 788 • Chester, VT 05143
  802-875-4288
  Romantic Victorian bed and breakfast with seven guest rooms, some featuring Jacuzzis, fireplaces and luxurious robes. Serving elegant breakfasts and afternoon tea.  more...  map

• Old Town Farm Inn (circa 1861)
  665 Route 10 • Chester, VT 05143
  802-875-2346
  Featuring eight guest rooms, and a common room with stone fireplace. Be sure to make reservations for the onsite restaurant serving authentic Japanese cuisine and fresh sushi. 2006 Editors choice Yankee Magaziene. more...

• Park Light Inn (circa 1906)
  232 Depot Street • Chester, VT 05143
  802-875-4417
  This Victorian Inn has a casual, comfortable atmosphere. Featuring five unique bedrooms and suites with private bathrooms and a full three-course breakfast. Dinners available upon request. Relax in the hot tub, play a game of pool or lounge on the porch with a good book. Romantic getaway packages are avaliable. more...  map

• Quail Hollow Inn
  225 Pleasant Street • Chester, VT 05143
  Located Near the Crossroads of Routes 11 & 103
  802-875-2794
  The Quail Hollow Inn offers six guest rooms, all with private baths. You can watch television in The Great Room, or pick one of the quiet corners for reading or playing a game of chess. In the morning, enjoy a generous, homemade breakfast in the cozy dining room. There is also a pub in what used to be the barn. Ask about scrapbooking retreats. Children are welcome. more...  map

• Rose Arbour
  55 School Street • Chester, VT 05143
  802-875-4767
  Offering a kitchenette suite with comfortable beds, a full breakfast, and a dining room that serves lunch and afternoon tea. The gift shop offers a variety of fine gifts. more...  map

• Stone Cottage Collectables Bed & Breakfast (circa 1840)
  196 North Street • Chester, VT 05143
  802-875-6211
  Located in Chester's Stone Village Historic District, a grouping of eight private homes, Stone Church and Stone Schoolhouse, all built between 1834 and 1845. Featuring apple trees, flower gardens, and Frog Pond. Offering two guest rooms with private baths and an adjoining sitting room with a full size sofa bed. A full Vermont breakfast is served each morning. While you're there, visit the antiques and collectibles shop. more...  map

• Willams River House (circa 1780)
  397 Peck Road • Chester, VT 05143
  802-875-1790
  In a picturesque valley along the Williams River, set on forty five acres of rolling fields, the Williams River House offers a location of exception beauty and privacy. There is a fire pit with Adirondack chairs, a porch overlooking landscaped grounds, a seven person hot tub, and a tavern. Four rooms and suites are beautifully appointed with a feather topped queen size bed, soft luxurious linens, and down comforters and pillows. For the bath they have supplied you with plush towels, robes and soaps handmade especially for the Williams River House. A hearty gourmet breakfast is served each morning. more...  map

Bed & Breakfast Guides and Directories

• BedandBreakfast.com
  is a leading directory of bed and breakfasts, inns, and boutique lodgings throughout Chester and neighboring Vermont towns. Shop, compare, and book from their large selection of Chester B&B properties with many exclusive deals offered. Gift certificates are also available. BedandBreakfast.com has nearly 7,000 property listings throughout the United States with 50,000 reviews, 80,000 property photos, and interactive maps.

Condos & Vacation Rentals

• Chester, VT,Vacation Rentals By Owner on VRBO®
  Renting a private vacation home offers the affordability, exceptional value, and personal attention that you deserve. Most private vacation homes offer considerably more space than you will find in the typical hotel room often at a reduced cost. Now, families can vacation together and still have room to breathe. View their list of vacation rentals now...

• HomeAway Vacation Rentals in Chester, VT
  Forget ordinary hotel rooms! Finding the perfect vacation getaway in Chester, VT is easy on HomeAway.com. Choose from 75,000 homes, condos, guesthouses, cottages, and cabins worldwide, and inquire directly with property owners through the site. HomeAway.com vacation rentals offer a unique local experience, often less expensive and more spacious than hotel rooms.

• Rentalo.com
  saves you time! Click to inquire & compare offers from Vacation Rentals, Hotels, and Bed & Breakfasts in Chester, VT. Find the best deals on short term accommodations using this award-winning, traveler-tested website. Browse our extensive inventory offering leisure and business travelers a wide variety of lodging options; from a budget studio to a luxury villa on a private island, from a small boutique hotel or bed and breakfast to a 5 star resort. Find the perfect place to stay for every occasion including family vacations, romantic getaways, business trips, ski, beach or golf vacations.

• Chester, VT Vacation Rentals by AlwaysOnVacation.com
  Find the perfect vacation rental to match your budget without compromising on luxury and comfort. Search from a wide selection of vacation homes, villas, condos and other property types. Browse photos, rates, availability and book properties directly from owner in Chester and surrounding areas.

• Chester, VT, Vacation Rentals on Vacation Rentals.com
  Are you still making hotel reservations? At VacationRentals.com, customize your next vacation and take advantage of off-season discounts, last minute deals, and freebies! No matter what destination or property type or number of bedrooms you’re looking for, you can find an affordable vacation rental that will suit the needs of you and your fellow travelers. So, what are you waiting for? No matter how tight your budget, you can book your dream vacation on VacationRentals.com today!

Motels/Hotels

• Motel in the Meadow
  936 Route 11 West • Chester, VT 05143
  802-875-2626
  They offer a quiet and comfortable stay with a variety of accommodations including kitchenettes and family rooms. Snowmobile trail access, cross-country skiing and snowshoeing are right outside your door.  more...  map