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All 10 Chester B&Bs / inns

Chester House Inn

266 Main St., Chester, VT 05143
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Chester House Inn
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Ranked #5 of 10 Chester B&B and Inns
A recent review
5 of 5 stars Reviewed March 10, 2014
elyv22 Boston, Massachusetts
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109 people have reviewed this hotel

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Rating summary
  • Sleep Quality
    4.5 of 5 stars
  • Location
    4.5 of 5 stars
  • Rooms
    4.5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
Traveler tips help you choose the right room.   Room tips (3)
Date | Rating
  • English first
  • Any
English first
Boston, Massachusetts
1 review
5 of 5 stars Reviewed March 10, 2014

Last weekend we stayed at Chester House Inn. We skied in Stratton and Okemo. Chester is a great alternative a for ski trip. The Inn is centrally located and walking distance to many food options. The innkeepers were welcoming and friendly. The room was spacious for two and the breakfast was a really good deal. Their are other options to... More

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2 reviews
1 helpful vote 1 helpful vote
5 of 5 stars Reviewed March 5, 2014

We stayed there on two occasions. The inn keepers are warm and friendly. They greet you with free cookies and very nice choice of Keurig coffee. Be warned that the inn is home to several big dogs. If you are allergic to dogs, this might be an issue for you. The common area is very small but rustic. The inn... More

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New York City, New York
Senior Contributor
21 reviews 21 reviews
4 hotel reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed March 3, 2014

I traveled to Vermont for a ski weekend with 5 friends. We stayed at The Chester House Inn after skiing at Stratton Saturday (~40 minutes away) so we were closer to Okemo Sunday morning (~15 minutes away). I am very reluctant to stay at Bed and Breakfasts, but boy did The Chester House Inn change my mind. We stayed in... More

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Boston, Massachusetts
2 reviews
5 of 5 stars Reviewed February 21, 2014 via mobile

Love this B&B, quaint, super clean room and friendly and accommodating owners. Honestly they have the best housekeeper! Very comfortable beds, peaceful rooms, private baths, walking to distance to my now favorite Scottish Pub MacLaomainns. Owners were so great, they knew I had to leave before breakfast and they made me a coffee and bagel to go. Definitely coming back.

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San Diego, California
12 reviews 12 reviews
11 hotel reviews
2 helpful votes 2 helpful votes
3 of 5 stars Reviewed October 11, 2013 via mobile

Definitely not worth the nightly rate. I picked the Chester House because of its location on the way down Scenic Route 100, figuring it for a good place to rest between Stowe and Boston. Reviews on yelp and trip advisor gave me the impression of a sleepy (quiet) country town. But it's not. It's a main thoroughfare with loud trucks... More

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14 reviews 14 reviews
8 hotel reviews
8 helpful votes 8 helpful votes
2 of 5 stars Reviewed September 10, 2013

I asked for a booking at 930 PM Friday night, I found out I could not go and informed the Innkeeper at 8AM the next morning, before any confirmation. He then ran my card at 9am and then held back over 40.00 for a cancellation fee. Rather a hard sell.....i DON'T THINK i WILL GO in the future; I never... More

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Senior Reviewer
9 reviews 9 reviews
3 hotel reviews
8 helpful votes 8 helpful votes
4 of 5 stars Reviewed September 2, 2013

Working our way south through VT, we stayed in this delightful B&B in Chester for a couple of nights. Bob was very welcoming, and Jan made us a wonderfully delicious breakfast each morning. We are not usually big eaters at breakfast, but the fruits, pancakes, waffles, and muffins were just too good to let go to waste. Our room was... More

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Duxbury, Massachusetts
2 reviews
5 of 5 stars Reviewed August 29, 2013

I stayed at the Chester House Inn to attend a concert at Kinhaven. My room was on the first floor, well equipped and clean. The owners were very helpful and cheerful. Breakfast was not just your typical pancakes and bacon, but a delicious egg soufflé preceded by yogurt with fruit and fresh baked muffin. It was an added plus to... More

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Los Angeles, California
2 reviews
5 of 5 stars Reviewed July 11, 2013

This bed and breakfast was a stop along the way for our family cycling trip. Although only there one night, the stay was relaxing and the room was spacious and comfortable. The inn keeper, Bob, was very friendly and accomodating and I would stay there again just for the breakfast waffles which were devoured in an instant by all three... More

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14 reviews 14 reviews
7 hotel reviews
13 helpful votes 13 helpful votes
3 of 5 stars Reviewed March 3, 2013

I have stayed at this very bed and breakfast before. It is under new ownership, and the new owners are nice people, but they aren't carrying the standard set by the old owners. Our room was the Octavius Suite, with the steam shower. The shower worked well, and the room had a fireplace as advertised. But the bed was horrible.... More

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Additional Information about Chester House Inn

Address: 266 Main St., Chester, VT 05143
Location: United States > Vermont > Chester
Free Breakfast Free High Speed Internet ( WiFi ) Free Parking Suites Wheelchair access
Hotel Style:
Ranked #5 of 10 B&Bs / Inns in Chester
Price Range (Based on Average Rates): $$
Official Description (provided by the hotel):
A distinguished, quiet 1780 B&B on the Village Green in quaint Chester, 44 miles from Vermont's southern border via I-91. All guest suites/rooms have private baths, phones, voice mail, free WiFi, and A/C (in the warmer months). Rooms accommodate 2-4. Available: in-room fireplaces, canopy beds, sitting areas, Jacuzzi, whirlpool, steam shower and TV. Scrumptious gourmet breakfast served daily. Private off-street parking, deck, library. Seasonal packages: Okemo Skiing, Theater, Golf. No children ( 10. Small weddings. ... more   less 
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