Find Hotels by Independent in Chester from CA $119

The best area to stay in Chester, Vermont, is the historic downtown village.

This area is the heart of Chester, centred around Main Street (Route 11) and North Street (Route 103). It's characterised by its attractive historic buildings, including the iconic stone village library and the Chester Green. You'll find a selection of local shops, art galleries, and eateries, all within an easily walkable distance.

For couples seeking a relaxing getaway, the village offers a delightful setting. You can enjoy strolls past historic homes, browse unique shops, and dine at charming local restaurants. Many of the guesthouses and inns in this area provide a cosy, intimate experience great for a romantic break.

Families will also find the village a convenient and pleasant base. The Chester Green provides open space for children to play, and the proximity to local ice cream parlours and family-friendly dining options makes evenings easy.

Two of the best hotels in Chester that receive consistently high recommendations from travellers are the Stone Hearth Inn and Eatery and the King & Queen Suite in Historic Inn Circa 1780.

The 3-star Stone Hearth Inn and Eatery, with a 9.2 rating, is highly praised for its comfortable and clean rooms, as well as its excellent breakfast and food. Guests appreciate the beautiful location with mountain views and the convenience of a free buffet breakfast.

Another outstanding option is the King & Queen Suite in Historic Inn Circa 1780, which has an exceptional 9.8 rating. This accommodation features a kitchen, patio, and is situated in a mountainous setting. Guests frequently mention the good coffee provided.

The best family hotels in Chester include 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 an excellent choice for families. It offers a variety of amenities tailored for children, such as games and books, along with highchairs and free cribs, making it very convenient for young families. Guests frequently praise the delicious breakfast and the comfortable, clean rooms. The hotel also boasts a beautiful mountain location, with mountain views and activities like mountain climbing and mountain biking nearby.

Another highly-rated option is the King & Queen Suite in Historic Inn Circa 1780, which has an outstanding 9.8 rating. This accommodation provides games for children and a kitchen, which can be very useful for families. It is also situated in a scenic mountain location.

Finally, Room in Historic Inn. 20 Minutes to Okemo. with a 9.2 rating, is another great choice. It features a sofa bed and a kitchen, offering flexibility and convenience for families. Guests often highlight the super comfortable pillows. This property also benefits from a mountain location and includes outdoor spaces like a deck or patio.

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 a free buffet breakfast. Guests often praise the delicious breakfast and comfortable, clean rooms. The inn is set in a beautiful mountain location, offering mountain views and easy access to mountain climbing and mountain biking activities. Free WiFi and parking are also available.

Another good option is the Fullerton Inn, rated 8.2. This inn offers a free continental breakfast, and guests frequently praise the great food, cozy and clean rooms, and friendly staff. Free WiFi and parking are included.

The Motel in the Meadow, with an 8.4 rating, also provides a free continental breakfast. This motel is a convenient choice for those travelling with pets, as pets stay free. Free WiFi and parking are also provided. 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, rated 8.4, is an excellent choice for travellers with canine companions, as it welcomes dogs and offers a Pets Stay Free policy. Guests can also enjoy a complimentary continental breakfast during their stay. See more pet-friendly hotels in Chester

For budget-friendly accommodation in Chester, consider the Stone Hearth Inn and Eatery, Motel in the Meadow, and Fullerton Inn.

The 3-star Stone Hearth Inn and Eatery, with an impressive 9.2 rating, offers complimentary WiFi, free toiletries, and a delicious free buffet breakfast. Guests consistently praise the great and delicious breakfast, comfortable and clean rooms, and excellent hospitality.

Another good option is the Motel in the Meadow, rated 8.4. This motel provides free WiFi, complimentary breakfast, and free self-parking. Pets are also welcome to stay free of charge.

The Fullerton Inn, with a rating of 8.2, also offers free WiFi, complimentary toiletries, and a free continental breakfast. Travellers have highlighted the great and delicious food, cozy and clean rooms, and friendly and helpful staff. The hotel also features a great on-site restaurant. View all budget hotels in Chester

For a romantic stay in Chester, the Stone Hearth Inn and Eatery is a delightful option.

This 3-star inn, with an impressive 9.2 rating, is often praised by guests for its beautiful location and excellent hospitality. Couples particularly enjoy the comfortable and clean rooms, as well as the delicious food served. The inn offers complimentary breakfast, including a buffet option, and free WiFi. Its mountain views and proximity to mountain climbing and mountain biking activities make it a wonderful choice for an active yet romantic getaway. See all romantic hotels in Chester

For hotels in Chester conveniently located near Bonnie's Bundles Dolls, consider the Fullerton Inn, King & Queen Suite in Historic Inn Circa 1780, Room in Historic Inn. 20 Minutes to Okemo., and the Stone Hearth Inn and Eatery.

The Fullerton Inn, with an 8.2 rating, is particularly close to Bonnie's Bundles Dolls, just 0.9 km away. Guests appreciate the complimentary continental breakfast, free toiletries, and free WiFi, along with self-parking, making for a comfortable stay. Reviewers often mention the great food and friendly staff.

Even closer, at only 0.8 km from Bonnie's Bundles Dolls, are the King & Queen Suite in Historic Inn Circa 1780 and the Room in Historic Inn. 20 Minutes to Okemo.. The King & Queen Suite, boasting an exceptional 9.8 rating, offers amenities such as a kitchen and games for children, set within a historic inn with mountain views. The Room in Historic Inn., rated 9.2, also features a kitchen, a sofa bed, and a private deck or patio, superb for relaxing after a day of exploring.

A little further out, at 1.9 km from Bonnie's Bundles Dolls, is the 3-star Stone Hearth Inn and Eatery, which has a strong 9.2 rating. This family-friendly option provides amenities like highchairs, cribs, and books for children, along with free rollaway beds. Guests consistently praise the delicious breakfast, comfortable rooms, and the beautiful mountain location.

The best time to go to Chester, Vermont, is during the autumn months of September and October for spectacular foliage, or in late spring and summer for pleasant weather and outdoor activities.

For those seeking the iconic New England autumn experience, September and October are ideal. The hills around Chester explode with vibrant reds, oranges, and yellows, making it a great time for scenic drives along routes like the Okemo Mountain Road or hiking on local trails. This period also often features local harvest festivals and craft fairs, offering a taste of local culture.

Late spring and summer, from May to August, offer warm, sunny days great for exploring the outdoors. You can enjoy activities such as cycling the Chester Green, fishing in the West River, or visiting nearby state parks. The weather is generally comfortable for walking around the village, browsing the antique shops, and dining al fresco.

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 CA $119 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.