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Top Trending Hotels in Chester

Rose Arbour Bed & Breakfast - Chester Hotels
Rating: 2.5 Stars

Rose Arbour Bed & Breakfast

55 School Street, Chester - Map
 
 
I only stayed for one night, but it wasn't bad.
A Traveller
Located adjacent to the Village Green, this bed and breakfast is less than 14 miles from both Taterhill Golf Club and Bromley …More
Fullerton Inn Bed & Breakfast - Chester Hotels
Rating: 2.5 Stars

Fullerton Inn Bed & Breakfast

40 The Common, Chester - Map
 
 
Lovely overnight stay. Would recommend Baba Louis Bakery's cinnamon rolls for Sunday Breakfasts. Great coffee and happy to have an apple cider breakfast juice option.
A Traveller
This inn is on the village green of the historic town of Chester, Vermont. Stone House Antique Center is 1.5 miles from the …More
Hugging Bear Inn and Shoppe - Chester Hotels
Rating: 3.0 Stars

Hugging Bear Inn and Shoppe

244 Main Street, Chester - Map
 
 
"A very pleasant stay"
A nice B&B clean rooms very pleasant and helpful staff. Location is excellent on the main drag and just across the street from a quant village centrr with interesting local shops ans a great new restaurant at Free Range.
Traveller from C
Chester House Inn - Chester Hotels
Rating: 3.0 Stars

Chester House Inn

266 Main St, Chester - Map
 
 
Bob was very accommodating. Was able to check in early.
A Traveller

Top Hotels Near Chester

Pointe at Castle Hill Resort - Proctorsville Hotels
Rating: 3.5 Stars

Pointe at Castle Hill Resort

2940 State Route 103, Proctorsville - Map
 
 
average hotel. very clean. staff was nice at front desk and at spa facility.
A Traveller
A Stone Wall Inn - Windham Hotels
Rating: 4.0 Stars

A Stone Wall Inn

530 Hitchcock Hill Rd, Windham - Map
 
 
"Trendy, without being uptight"
I've been to other B&Bs in Vermont (and beyond) and always thought they just "weren't my thing". Turns out, I've been going to the wrong places. No lace doilies, uncomfortable and musty antique sofas, or moth ball scented linens here! The architecture is unique, interesting, and keeps you looking at every angle (don't worry, there are convenient railings to hold onto so you don't fall while your eyes wander- which they will!) They truly are "green"- our room was heated with all passive solar and it was HOT. I appreciated the composting, local organic products, and fragrance free environment. And even though it felt NYC trendy, it was also cozy and comfortable like my hometown of Ithaca. There were books on shelves all over the house, board games, cards, throw blankets/pillows in common areas, and snacks in the kitchen. We came for a sister weekend and hung out in the lounge drinking wine and playing cards, and felt very comfortable doing so. Other guests joined in at times. It was casual and relaxing. Met some nice people! I don't think this would be great for kids or people with difficulty navigating stairs. Don't come if you plan to fight with your partner because YES all the guests can hear you!!!
Traveller from Ithaca, NY
Designed by an award-winning architect, A Stone Wall Inn is not your average bed and breakfast. You will not find doilies …More
Grafton Inn - Grafton Hotels
Rating: 3.5 Stars

Grafton Inn

92 Main Street, Grafton - Map
 
 
"A great winter getaway"
The Grafton Inn is a beautiful old building that has been maintained and restored to allow a warm and comfortable stay. Large rooms where you could relax in privacy or common areas in front of fires to experience the hotel buzz. The dining options were perfect (Phelps Barn and formal dining) - why would you need to go anywhere else! Breakfast was hearty and delicious. The staff were friendly and helpful and welcomed us like a guest in their own home. It was the perfect location and environment for a winter getaway. Highly recommended and we will be back!
A Traveller
The Grafton Inn Grafton Vermont is one of the oldest operating inns in America-having opened its doors in 1801. Located in …More
Jackson Gore Inn - Ludlow Hotels
Rating: 3.0 Stars
C$256

Jackson Gore Inn

111 Jackson Gore Road, Ludlow - Map
 
 
"Clean, convenient, and lots to do"
We stayed from 6/25-6/27 and had a wonderful time. Booked a "standard" room with 2 Queen beds. The room is VERY SMALL. There was no way possible that those beds were queen-size (but then again, aren't all hotel beds small when you're used to a king sized bed at home?). Not a lot of places to put luggage, personal belongings, etc., but we didn't spend a ton of time in the room. This resort is designed for skiers, and any rooms above the 1st floor require you to check your skis and snowboards. They will fine you $35 a DAY if they find these things in rooms on floors 2-5. Not that this applied to us during our stay, but it's good to note for those staying in the winter. You can also see how this helps to prolong the carpets in the resort. As far as dining goes, only 1 restaurant is open during the summer months, so plan on hitting one of the local restaurants (Harry's, Killarney, etc) if you have kids. The food at the resort location was not geared towards kids. The lobby bar is small but comfortable. Beer prices are a little on the high side ($9 for a pint of Harpoon Summer????) but the staff is engaging and pleasant. Every Friday night in the summer there is a free concert from 6-9 in the courtyard and there is BBQ burgers, dogs, chicken, etc available for purchase. Bring beach chairs or a blanket if you plan on attending. Overall, a nice place to stay with lots to do in the area.
Traveller from Rhode Island
The Upper Pass Lodge at Magic Mountain - Londonderry Hotels
Rating: 2.5 Stars
C$161

The Upper Pass Lodge at Magic Mountain

420 Magic Mountain Access Road, Londonderry - Map
 
 
"Love the hotel and close to lots of areas!"
We enjoyed this cozy hotel. The staff are warm, friendly, and helpful. Fresh coffee and baked muffins in the morning was nice enjoyed in front of the fireplace. Nice and quiet area while still being close to towns and other ski hills too. I would definitely return again and hope you will enjoy this little slice of peaceful heaven too.
Traveller from Ontario Canada
The Inn On Magic Mountain, renovated for 2006, features all the amenities you*ll need to create an unforgettable Vermont …More
Castle Hill Resort And Spa - Proctorsville Hotels
Rating: 3.5 Stars

Castle Hill Resort And Spa

2940 Route 103, Proctorsville - Map
 
 
"Excellent Hotel"
Great hotel, royal rooms and very friendly and thoughtful staff. Lifetime experience! Memories here will stay with me forever.
A Traveller
This smoke-free historic hotel is located just 3 miles from Okema Mountain Resort, and 15 miles from the Weston …More

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