Chester hotels

Chester hotels

Search hundreds of travel sites at once for hotels in Chester

Chester, VT, United States
Check-in
Check-out
Compare vs. KAYAK |

Good to know

Low Season September
High Season December
  Average price (weeknight): C$ 132

cheapest month to stay

6%

expected price decrease

most expensive time to stay

11%

expected price increase

(avg. price over the last 2 weeks)

Sun. - Thu.

(weeknight)

Where to stay in Chester?

Our Heatmaps tool will help you find the perfect place to stay in Chester by showing you how close hotel options are to major activities

Best Chester hotels

Show all
Hugging Bear Inn and Shoppe - Chester - Building
1
9.5 Excellent (135 reviews)
C$ 173+
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: Staff was very good. Location good. Value was good
10.0 Excellent
Pros: A wonderful spot to stay. Clean rooms and includes a wonderful breakfast. The host was pleasant and helpful.
9.6 Excellent
Pros: Wonderful staff. Beautiful property. Comfortable bed and couch. Wonderful breakfast. Kristen was sweet and did a great job. Loved learning more about the historic town and beautiful area.
Cons: Shower was a little small.
9.2 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.
9.2 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
Rose Arbour Bed and Breakfast - Chester
2
9.9 Excellent (19 reviews)
C$ 167+
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
3
9.6 Excellent (26 reviews)
C$ 135+
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.
Chester House Inn - Chester - Building
4
8.7 Excellent (80 reviews)
C$ 189+
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!
5.4 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.
5.4 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: Beds very comfortable. Food very good.
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!
9.6 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.
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
5
8.5 Excellent (100 reviews)
C$ 195+
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.
4.6 Okay
Cons: No amenities. Home very dated not well put together .
7.1 Good
Pros: The setting
Cons: The dinner was not worth the money. And the breakfast fir a bed and breakfast was the worse
9.6 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.
9.6 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.
9.6 Excellent
Pros: Quiet, peaceful, historic. Beautiful gardens. Owner was very accommodating.
7.1 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
6
8.3 Excellent (171 reviews)
C$ 143+
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.
6.7 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.
9.6 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
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.
9.2 Excellent
Pros: We loved everything about this quaint, historic inn! Can't wait to return in the near future!
7.5 Good
Pros: Breakfast was lovely! Had a really nice dinner at the inn one night. Enjoyed taking the walking tour of the little village.
8.3 Excellent
Pros: Location, restaurant, breakfast was so fancy, quaintly charming
Cons: No tv in room
7.1 Good
Pros: The location and room size
Cons: There were dirty wine glasses in the room