Find and Book Top Rated Hotels in Chester

Search among 4 available hotels and places to stay in Chester from 50+ providers

Check-in
Select date
Check-out
Select date
Rooms & Guests
22 Guests, 1 Room
Filter & Sort
View map
1-4 out of 4
Filter & Sort
View map
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.2
Great10 reviews
MapView on map600 m from City Centre1.4 km from Green Mountain Flyer
From   US$ 74 /nightSelect
8.4
Great51 reviews
MapView on map500 m from City Centre1.3 km from Green Mountain Flyer
From   US$ 114 /nightSelect
Bed & Breakfast
8.4
Great43 reviews
2.4 km from City Centre3.3 km from Green Mountain Flyer
From   US$ 229 /nightSelect
Bed & Breakfast
8.0
Great12 reviews
1.5 km from City Centre800 m from Green Mountain Flyer
From   US$ 166 /nightSelect

Best hotels and places to stay in Chester

Why visit?

Chester, Vermont offers a charming and idyllic setting that is perfect for a relaxing getaway. The town is known for its picturesque landscapes, historical charm, and a range of outdoor activities. Visitors can explore the quaint streets lined with beautifully preserved Victorian architecture, indulge in delicious local cuisine, and immerse themselves in the rich heritage of the area. With a variety of attractions and activities, Chester is a must-visit destination for anyone looking to experience the true essence of Vermont.

Where to stay?

The Village Center: The heart of Chester, VT, the Village Center offers a range of accommodations, including charming hotels and lodges. This area is perfect for those who want to be in the midst of the towns vibrant atmosphere, with easy access to local shops, restaurants, and attractions. Many establishments in this area offer cozy rooms with all the necessary amenities, making it an ideal choice for travelers seeking convenience and comfort.

North Chester: For those looking for a more secluded and tranquil experience, North Chester is a great option. This area is known for its serene natural surroundings, including scenic lakes, mountains, and forests. Lodging options here range from rustic cabins to cozy bed and breakfast establishments, providing visitors with a peaceful and relaxing retreat away from the hustle and bustle of the town center.

South Chester: South Chester offers a combination of rural charm and accessibility. Visitors staying in this area can enjoy the beauty of the countryside while having easy access to the towns amenities and attractions. Accommodations in South Chester include a mix of small inns and guesthouses, allowing travelers to enjoy a cozy and intimate stay.

What is the price per hotel room per night?

3-star hotels: The average price per night is around $100 to $150.

4-star hotels: The average price per night is around $150 to $250.

5-star hotels: The average price per night is around $250 to $400.

Best value for money:

The Chester Inn: Located in the heart of Chester, this charming inn offers comfortable and affordable accommodations. The rooms are tastefully decorated and equipped with modern amenities, ensuring a pleasant stay for guests. With its central location, guests have easy access to the towns attractions, shops, and restaurants, making it a great choice for those looking for value and convenience.

Inn at Weathersfield: Nestled in the scenic countryside of Chester, the Inn at Weathersfield offers a mix of rustic charm and modern comfort. With beautifully appointed rooms and a cozy atmosphere, this bed and breakfast provides excellent value for money. Guests can enjoy complimentary breakfast made from locally sourced ingredients and relax in the peaceful surroundings, immersing themselves in the beauty of Vermont.

Hugging Bear Inn & Shoppe: This historic bed and breakfast in Chester offers cozy rooms at an affordable price. With its charming décor and personalized service, the Hugging Bear Inn provides exceptional value for money. Guests can indulge in a delicious homemade breakfast and explore the unique gift shop filled with handmade crafts and local products.

Best kids-friendly hotels:

Fullerton Inn: This family-friendly hotel in Chester offers spacious rooms suitable for families. Kids can enjoy the outdoor playground, while parents relax in the garden or by the fireplace in the cozy common areas. The inn also provides a delicious breakfast, and its central location allows for easy access to nearby family-friendly attractions.

Stone Hearth Inn & Tavern: Situated in a serene location, this inn caters to families with its comfortable rooms and welcoming atmosphere. The inn features a game room with board games, a pool table, and a cozy fireplace for family bonding. The outdoor space offers opportunities for kids to play and explore, making it a great option for a fun-filled family getaway.

Best hotels for a romantic getaway:

Inn Victoria: This elegant bed and breakfast in Chester provides a romantic and intimate setting for couples. The beautifully decorated rooms exude Victorian charm, and the inn offers special packages for couples, including champagne, chocolates, and in-room massages. Guests can also enjoy a gourmet breakfast and access to the inns lovely garden.

Blue Gentian Lodge: Nestled in the picturesque countryside, this lodge offers a secluded atmosphere ideal for a romantic escape. The cozy rooms feature rustic décor and modern amenities, providing a comfortable retreat for couples. Guests can indulge in a romantic dinner at the lodges restaurant and enjoy scenic views of nature surrounding the property.

Best for location:

Motel in the Meadow: Situated on a lovely meadow, this motel offers easy access to both the town center and nearby outdoor activities. Guests can explore the charming streets of Chester and enjoy outdoor adventures such as hiking and fishing. The motel provides comfortable and affordable accommodations, making it a convenient choice for travelers.

The Old Town Farm Inn: Located just a short drive from Chesters town center, this inn combines convenience with a peaceful setting. Guests can enjoy the tranquility of the countryside while being close to local attractions. The inn features spacious rooms and a delightful breakfast, ensuring a pleasant stay for guests.

Rose Arbour Bed and Breakfast: This cozy B&B is nestled in a serene location, providing a peaceful retreat away from the hustle and bustle. Guests can unwind in the beautifully landscaped gardens or take a short drive to explore Chester and its surroundings. The inn offers comfortable rooms and a warm hospitality, making it an excellent choice for those seeking a relaxing and convenient location.

Best for a short city break:

Karass Inn: Located in downtown Chester, this inn offers easy access to the towns attractions, shops, and restaurants. The spacious rooms are tastefully decorated and equipped with modern amenities, providing a comfortable base for a short city break. Guests can explore the local area and enjoy the vibrant atmosphere of the town.

Show moreLess