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The best area to stay in Chester is the historic Village Green district, which is the heart of the town.
This central area is characterized by its well-preserved 19th-century architecture, including the iconic stone village library and several historic inns. Main Street and North Street intersect here, forming the core of the town with local shops and eateries. It's a very walkable area, allowing easy access to everything Chester has to offer. Couples looking for a quiet, picturesque New England getaway will appreciate the tranquil setting and the convenience of having dining and shopping within a short stroll.
For travelers seeking a more secluded and expansive experience, particularly families, the areas just outside the Village Green, offering larger accommodations like vacation rentals or inns with more acreage, are ideal. These properties often provide more space for children to play and are still just a short drive from the village center.
For highly recommended hotels in Chester, consider the Stone Hearth Inn and Eatery, the King & Queen Suite in Historic Inn Circa 1780, and Room in Historic Inn. 20 Minutes to Okemo..
The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is praised for its excellent and delicious breakfast, which is provided free of charge. Guests frequently mention the comfortable and clean rooms, as well as the excellent hospitality. The hotel also boasts a beautiful location with mountain views and is convenient for mountain climbing and mountain biking activities.
The King & Queen Suite in Historic Inn Circa 1780, rated 9.8, offers air conditioning and a kitchen, along with a porch or patio for relaxation. This historic inn is located in a mountainous area and is close to Bonnie's Bundles Dolls.
Another excellent option is Room in Historic Inn. 20 Minutes to Okemo., which has a 9.2 rating. This accommodation also features air conditioning, a kitchen, and a balcony or patio. It is situated in a mountainous area and is very close to Bonnie's Bundles Dolls. Guests particularly highlight the super comfortable pillows.
For family-friendly hotels in Chester, consider the Stone Hearth Inn and Eatery, the King & Queen Suite in Historic Inn Circa 1780, or the Room in Historic Inn. 20 Minutes to Okemo.
The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, is an excellent choice for families. Guests consistently praise its delicious breakfast, comfortable and clean rooms, and excellent food and hospitality. The inn provides amenities such as free cribs and rollaway beds, highchairs for children, and games and books for younger guests. Its beautiful location offers mountain views, and activities like mountain climbing and biking are available nearby.
Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, boasting a remarkable 9.8 rating. This accommodation offers a kitchen, games for children, and is situated in a mountainous area. It is conveniently located just half a mile from Bonnie's Bundles Dolls.
The Room in Historic Inn. 20 Minutes to Okemo., with a 9.2 rating, also caters to families. This option includes a kitchen, a sofa bed, and features a porch, balcony, or patio for relaxation. Like the King & Queen Suite, it is also in a mountainous setting and is half a mile from Bonnie's Bundles Dolls. Find more child-friendly accommodations in Chester
For hotels in Chester that offer complimentary breakfast, consider the Stone Hearth Inn and Eatery, the Fullerton Inn, or the Motel in the Meadow.
The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, provides free buffet breakfast daily. Guests frequently praise its great food and comfortable rooms, and the location is described as beautiful, offering mountain views and nearby opportunities for mountain climbing and biking. Free self-parking and WiFi are also available.
Another excellent option is the Fullerton Inn, which has an 8.2 rating and offers free continental breakfast. Guests consistently highlight the great food and cozy, clean rooms, as well as the friendly and helpful staff. Free self-parking and WiFi are included.
The Motel in the Meadow, with an 8.4 rating, also provides free continental breakfast daily. This hotel offers the added convenience of allowing pets to stay for free, along with free self-parking and WiFi. Find more hotels with free breakfast in Chester
For a top pet-friendly hotel in Chester, consider the Motel in the Meadow.
The Motel in the Meadow, with an 8.4 rating, warmly welcomes pets, and they stay free of charge. Guests can also enjoy a complimentary continental breakfast, adding to the convenience of their stay. See more pet-friendly hotels in Chester
For travelers seeking highly-rated budget hotels in Chester, the Stone Hearth Inn and Eatery, Motel in the Meadow, and Fullerton Inn are excellent choices.
The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, offers comfortable and clean rooms. Guests consistently praise the delicious and free breakfast, excellent food, and the beautiful location. Complimentary self-parking and free WiFi are also provided.
Another great option is the Motel in the Meadow, which holds an 8.4 rating. This motel is convenient for pet owners as pets stay free. It also offers complimentary self-parking, free continental breakfast, and free WiFi.
The Fullerton Inn, rated 8.2, is also a good choice. Guests often praise the great and delicious food, cozy and clean rooms, and the friendly and helpful staff. The inn provides free self-parking, free continental breakfast, and free WiFi. View all budget hotels in Chester
For a romantic stay in Chester, the Stone Hearth Inn and Eatery is an excellent choice for couples.
This 3-star inn, with an impressive 9.2 rating, is praised by guests for its comfortable and clean rooms, excellent hospitality, and delicious, complimentary buffet breakfast. The beautiful location offers splendid mountain views, and the inn provides free WiFi and free self-parking. It is also conveniently located near opportunities for mountain climbing and mountain biking, making it ideal for active couples.
For hotels in Chester near Bonnie's Bundles Dolls, consider the Stone Hearth Inn and Eatery, the Fullerton Inn, or the King & Queen Suite in Historic Inn Circa 1780.
The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is located 1.2 miles from Bonnie's Bundles Dolls. This inn is much-loved for its comfortable and clean rooms, delicious breakfast, and excellent hospitality. It also provides family-friendly amenities such as cribs, highchairs, games, and books for children, and offers views of the mountains.
The Fullerton Inn, rated 8.2, is conveniently situated just 0.5 miles from Bonnie's Bundles Dolls. Guests frequently praise its cozy and clean rooms, friendly staff, and the great food served at its on-site restaurant. This inn provides free breakfast, free continental breakfast, and free self-parking, along with free WiFi and complimentary toiletries.
The King & Queen Suite in Historic Inn Circa 1780, with an impressive 9.8 rating, is also only 0.5 miles from Bonnie's Bundles Dolls. This historic inn offers a kitchen and games for children, and guests have noted the good coffee available. Its location also provides mountain views.
The best time to visit Chester, Vermont, is during the fall foliage season, typically from late September to mid-October, for stunning natural beauty, or in the summer months, from June to August, for warm weather and outdoor activities.
For those seeking picturesque landscapes, the fall offers a spectacular display of vibrant reds, oranges, and yellows across the Green Mountains. This period is ideal for scenic drives along Route 103 or hiking trails, where the crisp air and colorful surroundings create a memorable experience. Couples often find this time particularly romantic for a getaway.
Summer is great for travelers who enjoy outdoor adventures. The weather is generally warm and pleasant, making it suitable for exploring the numerous hiking and biking trails, visiting local farms, or enjoying a picnic by the Williams River.
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chester.
Prices for hotels in Chester often vary, but you can find a great deal from $96 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.