Chester hotels

Chester hotels

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Low Season August
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  Average price (weekend night): $173

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KAYAK users have found double rooms in Chester for as cheap as $99 in the last 3 days. The average price is $196.
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In the last 72 hours, users have found Chester hotels for tonight for as low as $124. Users have also found 3-star hotels from $129 and 4-star hotels from $228.
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Best Chester hotels

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Hugging Bear Inn and Shoppe - Chester - Bedroom
1
9.5 Excellent (134 reviews)
Overview Reviews
With a stay at Hugging Bear Inn and Shoppe in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art. The front desk is staffed during limited hours. Limited parking is available onsite.
10.0 Excellent
Pros: The charm .
10.0 Excellent
Pros: A wonderful spot to stay. Clean rooms and includes a wonderful breakfast. The host was pleasant and helpful.
9.3 Excellent
Pros: Amazing breakfast and so neat to sit around with other guests and chat. So laid back and pleasant. Kristen is wonderful! So accommodating. The name comes from the theme of the place...Teddy bears everywhere!!
Cons: Just a little taken aback that there are no room keys. Felt uncomfortable leaving anything of value in the room since anyone could get in and how would we prove it or whom could we accuse if anything was missing. Amazing that they have not had a problem with this.... but it does tell me that if there have not been problems, the kind of people that stay here are pretty wonderful!
8.0 Excellent
Pros: The bed was comfortable and the bath extremely clean. The hostess was personable and very friendly. It is right on Main Street, which is very convenient.
Cons: We could hear traffic at night and the house needs updating in decor. It is a bit hit or miss in most rooms, particularly the main rooms.
9.3 Excellent
Pros: Breakfast was great! Liked the company.
Cons: No desk in my room.
10.0 Excellent
Pros: Beds are super comfortable! Our host, Kristen, made breakfast in the morning, and it was so delicious! Loved the cookies and coffee available all day. Cute shops right across the street, and it's near the highway.
Cons: Nothing to not like if you want quiet and clean accommodations in a good location
10.0 Excellent
Pros: Breakfast was great. Fresh fruit, juice, coffee, and blueberry muffins, yum.
10.0 Excellent
Pros: Nice clean rooms. Great,fresh, wonderfully cooked breakfasts! THE COOKIES were amazing! Wonderful property manager/host in Kristen!
Cons: Honestly the showers are too small! But, everything else was so great that we didn’t mind.
10.0 Excellent
Pros: Good location near where we want to be.
Cons: Nothing
9.5 Excellent
Pros: Clean, friendly and comfortable
Inn Victoria - Chester - Bedroom
2
9.6 Excellent (66 reviews)
Overview Reviews
With a stay at Inn Victoria in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art. Featured amenities include a 24-hour business center, multilingual staff, and luggage storage. A roundtrip airport shuttle is provided for a surcharge (available 24 hours), and free self parking is available onsite.
10.0 Excellent
Pros: It is a lovely B&B and we had a great stay. The Inn was clean and the rooms were comfortable. The staff was extremely friendly and courteous. Breakfast was outstanding. I will definitely stay here again when I’m passing thru. Highly recommend.
Cons: Nothing. It was exceptional.
10.0 Excellent
Pros: Is a beautiful and so countable place. It’s perfect place to celebrate special events. I definitely recommended.
10.0 Excellent
Pros: Excellent owners, staff, room and breakfast. Upon arrival, our room seemed noisy from street traffic. When we mentioned this to Dan, he gladly changed our room to a more quiet room in the back of the inn. Very accommodating to our needs.
Cons: mirror in bathroom not great
10.0 Excellent
Pros: Nice room, excellent location, great breakfast, and very friendly owners and staff. Added bonus of coffee and donuts on the porch in the morning.
9.3 Excellent
Pros: Quirky different comfortable bed
Cons: Not a lot to do
10.0 Excellent
Pros: We had a delightful stay at the Inn Victoria!
6.3 Good
Cons: I had paid and reserved a room that had been confirmed by the property, only to find out an hour later that it had been given away to another traveler and I had no options to contest the decision, other than being refunded — and be left at 7:00PM in the evening trying to find another place to spend the night; so I had no option but to accept the room they assigned me. Also, I’m very social and love people around me, but I also like my privacy and the quiet moments I enjoy when i travel. This was not an option around breakfast. I had to listen to someone playing flamenco guitar right next to me at the table when i was not really in the mood for it.
10.0 Excellent
Pros: The room is spotless. Every amenity you could possibly need. We walked in to the smell of coffee cake in the oven. Penny and Dan are so hospitable and they know the area so well - great recommendations for anything you want to do.
Cons: Nothing.
10.0 Excellent
Pros: Great theme, great owners, great breakfast! Like being at home, but no cleaning!
Cons: Nothing.
Rose Arbour Bed and Breakfast - Chester
3
9.9 Excellent (20 reviews)
Overview
With a stay at Rose Arbour Bed & Breakfast in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art. Featured amenities include a library and coffee/tea in a common area. Free self parking is available onsite.
Motel In The Meadow - Chester
4
9.6 Excellent (26 reviews)
Overview
With a stay at Motel in the Meadow in Chester, you'll be 10.8 mi (17.4 km) from Magic Mountain Ski Resort and 14.6 mi (23.5 km) from Okemo Mountain Resort. The front desk is staffed during limited hours. Free self parking is available onsite.
The Karass Inn - Chester - Building
5
8.9 Excellent (145 reviews)
Overview Reviews
Located in Chester (Chester Depot), The Karass Inn is within a 15-minute drive of Grafton Historical Society and Vermont Museum of Mining and Minerals. Featured amenities include luggage storage, a library, and coffee/tea in a common area. Free self parking is available onsite.
10.0 Excellent
Pros: Very friendly. Asked us several times if we needed anything.
10.0 Excellent
Pros: Our room was great! The bedding was cozy and my daughter and I never wanted to get out of bed. Breakfast was always delicious and the smell of coffee in the morning was great. Angie was the best hostess hands down.
10.0 Excellent
Pros: The food was great and the accommodations were perfect. All right unplug it for a minute
10.0 Excellent
Pros: The staff was so kind to our young kids and accommodated the requests we made. Bonus: the home cooked breakfast was delicious!
10.0 Excellent
Pros: The innkeeper was wonderful- so personable and very accommodating to our needs. It was family friendly and we had a wonderful time! The beds are very cozy!
9.3 Excellent
Pros: We've stayed at the Karass Inn several times. It is affordable, clean, the staff is friendly and helpful, and the breakfasts are very good. We like the fact that the decor is very basic, almost Shaker-like. Nothing fussy.
10.0 Excellent
Pros: The staff were amazing...they were really nice and willing to help with anything. The breakfasts were really good, room was clean and quiet, and the bed was comfy!.
Cons: Nothing, really.
10.0 Excellent
Pros: It was incredibly quiet. There was a group of bikers that arrived one of the nights I was staying and other than there arrival, I had no idea they were staying there. Also, they let me use their freezer to refreeze some ice packs I was keeping in my cooler. Very helpful and accommodating.
10.0 Excellent
Pros: The room, food, spa and staff all excellent
7.5 Good
Pros: Room and bathroom is clean. Breakfast is good.
Cons: Room is small. no table. has to go downstairs to use public area table.
Chester House Inn - Chester - Building
6
8.6 Excellent (76 reviews)
Overview Reviews
With a stay at Chester House Inn in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art. Featured amenities include multilingual staff and a library. Self parking (subject to charges) is available onsite.
8.8 Excellent
Pros: Breakfast was excellent and the Inn Keepers very friendly
Cons: Antique tub was a bit challenging
10.0 Excellent
Pros: The innkeeper Bob is so personable and friendly. I was traveling along and we had coffee together each evening. He is terrific and his wife Jan - makes the best blueberry pancakes I have ever had!
5.5 Okay
Cons: We did not like how the room description stated a hot tub and there was a regular tub with jets. The breakfast was disappointing because you did not get to chose anything and the items they made were unusual. My opinion is if you are going to offer a standard breakfast with no choices then it should be standard and or basic. these dishes were over the top and strange.
5.5 Okay
Cons: The bed was terrible and uncomfortable. The sheets were too big and slid around. The room was extremely small and I can't imagine being a larger person and having to stay in this room. The bathroom is very dated. I felt the innkeeper was a bit standoffish and put me on the spot when we arrived so my first impression was not a good one.
10.0 Excellent
Pros: Great breakfasts! Comfortable room!
10.0 Excellent
Pros: First time staying at a bed and breakfast and it was wonderful! The room had so much character and the fireplace made it romantic. Breakfast was delicious and the location is perfect, we were able to walk around to get dinner and some drinks. We will definitely be back!
9.5 Excellent
Pros: I meet Robert which is the owner, very friendly person and the lady in the morning was awesome as well, the rooms are gorgeous and very clean.
7.5 Good
Pros: food was great, location was in the center of town
Cons: the listing didn't say the ceilings were low. we were the only ones there and it was a little awkward, the emergency escape method was a folding ladder outside in the snow
10.0 Excellent
Pros: Real pillows!! Cozy cozy cozy and wonderful. Just like always through Vermont would be like.. love the location and all the homey touches. Very very very nice
6.0 Good
Pros: The food was good, and the rooms were nice, but my mom went to church and returned past the check-out time and they wouldn't let her use a restroom.
Stone Hearth Inn & Tavern - Chester - Bedroom
7
8.5 Excellent (100 reviews)
Overview Reviews
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. An en suite bathroom in included. Simple yet savory meals using local and regional ingredients are served in the Stone Hearth Tavern. The full bar features microbrews on tap and an extensive wine list. Guests can relax in a common area around an original 1810 fireplace at Stone Hearth Inn and Tavern. A sledding hill and snowmobile tour access is located on-site. A pool table, air hockey table and games are provided in the tavern for guest enjoyment. Stratton, Killington and Ascutney Mountains are within 45 minutes’ drive of Stone Hearth Inn and Tavern. Burlington International Airport is 2 hours’ drive away.
4.5 Okay
Cons: No amenities. Home very dated not well put together .
7.0 Good
Pros: The setting
Cons: The dinner was not worth the money. And the breakfast fir a bed and breakfast was the worse
9.5 Excellent
Pros: The bed and room were so cozy
10.0 Excellent
Pros: staff was nice, pet friendly, clean, and it had a a newer nice bathroom (shower) in our room with plenty of hot water
Cons: could use better pillows, and mattress was a little harder than I like
5.8 Okay
Pros: While the home was old, everything was pretty clean. Our hosts were pleasant, but certainly did not go out of their way to welcome us.
Cons: Typically a bed and breakfast includes a cooked breakfast, but we didn't even have toast offered. There were cereals, yogurts, fruit (honeydew, grapes and oranges) and a cinnamon roll. No eggs, pancakes, waffles, omelets, any typical bed and breakfast foods. The hosts were also very quiet and didn't really interact much or offer advice at all.
9.5 Excellent
Pros: Sheldon was very friendly and loved the breakfast area with the view of the back yard and flowers.
Cons: Waze GPS did not have the Inn as a location. When I put 698 for the street address it located a house about 500' before the INN. Went there in the day time to check in early since I wouldn't be arriving to stay till 9PM. Would have been difficult finding the Inn in the dark.
9.5 Excellent
Pros: Quiet, peaceful, historic. Beautiful gardens. Owner was very accommodating.
7.0 Good
Pros: Excellent French Toast!
Cons: Old rooms haven’t been updated in a long time. Bathroom in slight disrepair. Only 1 electrical outlet for our entire room.
10.0 Excellent
Pros: Very friendly helpful staff. Would stay there again.
Cons: Having an elevator would have helped.
5.8 Okay
Pros: Shower
Cons: Atmosphere kinda quirky of the inn keepers
Fullerton Inn - Chester - Building
8
8.3 Excellent (170 reviews)
Overview Reviews
With a stay at Fullerton Inn in Chester (Chester Depot), you'll be within a 15-minute drive of Grafton Historical Society and Hunter Gallery of Fine Art. The front desk is staffed during limited hours. Free self parking is available onsite.
10.0 Excellent
Pros: The entire staff was warm and welcoming. The rooms were clean and comfortable, with a lot of the comforts of home. We would definitely stay here again.
Cons: I didn't win a million dollars in the powerball that Saturday night. :)
6.3 Good
Pros: The place was on the main drag so it was very convienent
Cons: I upgraded on booking.com to get a queen bed. I got a full size bed. I didn’t fight it so really nothing against owners. When leaving owners wife never asked how our stay was. Never addressed our stay at all.
10.0 Excellent
Pros: I've stayed here before and have always had a very nice experience. The restaurant and location add to the experience.
5.8 Okay
Pros: I liked that there was a continental breakfast included in the price. I liked the location, though a little noisy.
Cons: I didn't like that I found a bug in one of my towels. The bathroom shower was extremely small as was the room. I found the bed uncomfortable and had to go searching for a comfortable pillow.
6.8 Good
Pros: Breakfast was good although it could have had a little more variety of food. The staff was excellent. Very helpful and courteous.
Cons: window air conditioner was noisy. A television would have been nice and an ice machine in every floor would have been convenient.
9.5 Excellent
Pros: Breakfast was great had everything one could want. Location was in the center of town near everything.
Cons: Actually everything was just the way my wife and I like it, perfect.
6.0 Good
Pros: Location was great, in middle of a perfect New England village, with interesting shops, beautiful old houses, and several restaurant options. The inn has great public spaces and a beautiful garden. Innkeeper was warm and welcoming.
Cons: bathroom left much to be desired - like a shelf or cabinet to place toiletries on; like real glasses rather than flimsy plastic cups; like a bar of soap for the shower (!!!); like a decent light. Room at front of hotel had nice view but much traffic noise
10.0 Excellent
Pros: Stayed two nights in Feb for skiing at Okemo with 17 year old daughter. Very “homey” feel. Staff was extremely courteous and friendly. Rooms were clean and warm. Nice quilts. Bathrooms were clean. Had dinner each night in the dining room and food was great. Homemade cornbread and scones. Internet access was fine. Will definitely stay there again when in the area.
10.0 Excellent
Pros: It’s a beautiful old inn in the center of a quaint New England town . The rooms are comfortable and nicely decorated with thoughtful amenities
Cons: Nothing
8.0 Excellent
Pros: The location to Okemo mountain was a short ride. The bars and restaurant were in walking distance.
Cons: The Wi-Fi was not very good. Worked one day and the next day it did not work.
10.0 Excellent
Pros: The property is in the center of a little town. You can walk to little shops and restaurants. The inn is very homey and comfortable. The owner is very friendly and helpful.
Cons: The tavern closes at 9:00. We would have liked it to stay open at least until 10:00 on Friday and Saturday
8.3 Excellent
Pros: Location
Cons: No tv