Chester House Inn

266 Main St , Chester, 5143 USA (Show map)


Classic & Romantic, beautifully appointed in-town 1780 colonial B&B on the Village Green. Seven guest suites and rooms each with private bath, free phones nation wide, Wi-Fi, AC King, Queen and Twin beds, Fireplaces,canopy beds, Jacuzzi/whirlpool tubs, steam shower, Full Breakfast at a private table. Tv, Library, Great Ski Packages and Golf Packages. 266 Main Strre, Chester, VT. 05143 802-875-2205



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  • Guest room4.2
  • Service4.2
  • Value3.6
  • Cleanliness4.6
  • Onsite Dining4.6

Weekend getaway

4.4 on October 21, 2015

We had a great two day stay, with great food, comfortable room, and advice of what to do in the area!

A great choice

4.0 on December 04, 2014

The room and common areas were charming. The innkeeper was friendly and attentive. The other guests were friendly.

Green Mountain Gateway

2.8 on September 20, 2014

We were scheduled to check out a couple of things in New Hampshire but planned on making a sweep through central and southwestern Vermont for our return home. The Chester House Inn was the closest that we could get on short notice to make those logistics happen. Granted Vermont B&Bs always seem to cost a bit more than other areas of the country. But, if it's not skiing season or leaf peeping season, I think that what you get for what you're paying is a little out of synch. But truthfully I have nothing at all to really complain about at Chester House Inn. Just slightly underwhelmed.

Super Great Stay at Chester House!

5 on August 07, 2014

My boyfriend and I stayed at Chester House during a Vermont bike trip we did ourselves. The owner could not have been nicer or more helpful. He suggested bike routes, and restaurants. The breakfast there was fantastic! Including lemon poppy waffles. The room was truly beautiful- filled with wonderful details. The town is charming. I look forward to going back.

romantic charmer

5 on February 19, 2012

My husband I stayed here for our anniversary. The entire stay was perfect. The room was very nice and comfortable, including gas fireplace and 2 person jetted tub in our suite. The breakfast was excellent, and better than many restaurant breakfasts that we have had in the past. We are already trying to find and excuse to come back and stay at this wonderful inn. The innkeepers were very helpful with restaurants and scenic drives, and other great pieces of info that truly made our anniversary lovely and memorable!!! I would highly recommend this Inn, and in fact have already told many people (and all my facebook friends) to visit for a romantic and quality stay. On a side note, the pics on the website do not do justice to the Inn, it is far more charming than the pictures show.

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Rooms & Rates

4 Queen Charlotte

Honeymoon Suite Canope Queen 2-p Jacuzzi

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

5 King George III

2nd Fl King & Queen walk-in closet sitting area, shower

  • Maximum Capacity: 5
  • Bathroom Private Bath
  • Beds 1 King , 1 Queen

6 Duke Edward

2nd floor Queen private bath with shower

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 Queen

7 Prince Augustus

Large 2nd Fl Queen & Twin beds private bath with shower

  • Maximum Capacity: 4
  • Bathroom Private Bath
  • Beds 1 Queen , 1 Twin

2 Prince Octavius

1st Floor Queen Fireplace steam shower. Handicapped-friendly

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

1 Princess Mary

1st floor Queen, fireplace whirlpool tub.

  • Maximum Capacity: 3
  • Bathroom Private Bath
  • Beds 1 Queen

3 Princess Sophia

1st FL King or 2 Twin Claw-foot Tub

  • Maximum Capacity: 2
  • Bathroom Private Bath
  • Beds 1 King

Check Dates


Location Type

Okemo Ski Area, Small town


Hartford, CT (BDL-Bradley Intl.) 80 miles

Directions to property:

Rt I-91 North to Vermont Exit #6 North on Rt 103 to Chester then Continue on Rt 11 west (Main Street) Inn on Right

Area Attractions

Amusement Park, Antique Shopping, Art Galleries, Gourmet/Fine Dining, Historical interests, Lake, Live Music, Movie Theater, Museum, National/State parks, Nature area, Okemo Ski Area, Weston Play House, Stellerfane, Outlet Stores, Performing Theater, Picnic area, Religious Services, River, Ski area, Vineyard, Winery

Inn Details

On-site amenities

Board games, Copier, Fax Machine, Library, Private entrance, Videos , steam shower

Room amenities

Air conditioning, Alarm clock, Amenities Basket, Bath robes, Coffee/Tea facilities, Desk, Fireplace, Hairdryer, Hot tub/whirlpool tub, Internet Service, Radio, Telephone, Wi-Fi, Wired internet

On-site activities

Bicycle rental, Bicycle riding trails, Canoeing, Cross-country ski trails, Downhill Skiing, Fishing, Golfing, Hiking trails, Horseback riding, Hunting, Kayaking, Mountain Bike trails, Sailing, Shopping, Sight-seeing, Ski rentals, Snow shoe trails, Tennis courts

Check Dates


  • Check In:: 3:00 PM
  • Check Out:: 11:00 AM
  • Open All Year Round: Yes
  • Smoking Allowed: Outside only
  • Drinking Allowed: Yes
  • Alcohol Provided No
  • Suitable For Children: Yes
  • Childcare Provided: No
  • Guest Pets Allowed: No
  • Disabled Access Yes

Terms and Conditions

  • Minimum Stay: Holiday Weeks & Holidays 2 night stay required
  • Accepted payments AMEX, VISA, Discover, Mastercard, Travelers checks, Cash
  • Deposit Amount Required: First Nights Say
  • Cancellations: Prior to 14 days before arrival $39 14 - 3 days before arrival 1 nights stay 2 days before full amount of booking if no re-booked



Bob & Jan Francis

Languages spoken

English, Spanish

Check Dates




  • Time Served: 7:30 - 9:30
  • Serving Location: Dining Room

Special meal options

Restrictive , Vegetarian


Hot Deal

King Suite #5

Regular Rate: $189 now $151 (20% Savings:)

King & Queen beds, Gas Fireplace, Work station, Sitting area, private bath, full breakfast Please contact the inn directly at 1 8888752205 to redeem this deal.

expires Wednesday