Hotels in Chester

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Top Rated Chester Hotels

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cheap Chester hotels options

    Motel in the Meadow

    Motel in the Meadow

    936 VT Route 11 West, Chester, VT
    8.4/10 Very Good! (71 reviews)

Top reasons to visit Chester

  1. Skiing in the Mountains: Hit the slopes in Chester's nearby mountains for an exhilarating ski vacation.
  2. Charming Coffee Shops: Cozy up with a hot coffee in one of Chester's delightful local cafes.
  3. Quaint Boutique Shopping: Explore the town's small-town boutiques for unique finds and one-of-a-kind treasures.
  4. Famous Mount Equinox: Don't miss the opportunity to visit Mount Equinox and soak in the stunning views it offers.
  5. Budget-Friendly Getaway: Enjoy the perfect blend of adventure and relaxation in Chester without breaking the bank.

Popular hotels in Chester

Chester, Vermont offers a range of hotel accommodations to suit every traveler's needs. From budget-friendly options to luxurious resorts, there is something for everyone. Whether you're looking for a cozy bed and breakfast or a full-service hotel with amenities like a pool and spa, Chester has it all. Many hotels in the area also offer complimentary breakfast, giving you a delicious start to your day before hitting the slopes. So, book your stay in Chester and get ready for an unforgettable ski vacation!

  1. Killington Mountain Lodge, Tapestry Collection by Hilton - This 3.5-star hotel is located 27.5 miles away from Chester. It offers close proximity to the mountain, skiing, and a hot tub. With activities like snowboarding, snowshoeing, snowmobile riding, and cross-country skiing, it's an ideal choice for winter sports enthusiasts. The hotel also boasts friendly staff, an indoor pool, and a golf course.
  2. Comfort Inn Trolley Square - Situated 29.7 miles away from Chester, this 2.5-star hotel is perfect for those seeking both comfort and adventure. It is close to friendly people, snow tubing, and zip-lining. With additional activities like snowshoeing, snowmobile riding, and rock climbing, you'll have plenty of options to choose from. Plus, it's conveniently located near skiing, rafting, and snowboarding.
  3. Fireside Inn & Suites West Lebanon - Located 28.9 miles away from Chester, this 2.5-star hotel offers a range of amenities for a memorable stay. Enjoy a relaxing soak in the hot tub or take a dip in the indoor pool. The hotel is known for its friendly staff and offers connecting rooms, airport transportation, and a fitness center. Start your day right with a delicious breakfast before exploring the nearby university and cozying up by the fireplace.

Top things to see and do in Chester

If you're looking for a charming and approachable destination, Chester, Vermont is the place to be. Located in the United States of America, this small town offers a variety of activities for every traveler. Outdoor enthusiasts can enjoy hiking and skiing in the nearby mountains, while coffee lovers can indulge in the local coffee shops. For those who enjoy shopping, there are plenty of small-town boutiques to explore. Don't miss the opportunity to visit the famous Mount Equinox and discover the stunning views it offers. With attractions, dining options, and relaxing experiences, Chester is the perfect budget-friendly getaway.

  1. Bonnie's Bundles Dolls: Immerse yourself in the charming world of Bonnie's Bundles Dolls. This attraction offers a close proximity to ski slopes, providing a picturesque backdrop for your visit. Take a tour of the doll-making process and witness the intricate craftsmanship that goes into each doll. Nestled in the mountains, this location is perfect for snowboarding enthusiasts, who can enjoy thrilling adventures on the slopes. During festivals, the dolls come to life, adding a touch of magic to your experience. Don't miss the opportunity for stargazing by the river, as the twinkling lights create a truly romantic atmosphere. Complete your visit with a snowshoeing adventure and a visit to the nearby waterfalls.
  2. DaVallia Art & Accents: Embark on a cultural journey at DaVallia Art & Accents. This gallery is a treasure trove of artistic brilliance and architectural wonders. Take a tour and be captivated by the stunning displays of art, offering a unique perspective on the local ski and mountain culture. Admire the intricate snowboarding-inspired sculptures and immerse yourself in the festive atmosphere during festivals. As the sun sets, indulge in stargazing by the river, where the reflections create a mesmerizing ambiance. For a taste of nature's beauty, explore the nearby snowshoeing trails and be enchanted by the cascading waterfalls.

Best places to visit in Chester

Chester, Vermont is an idyllic countryside town perfect for a ski vacation. Experience the thrill of hitting the slopes, cozy up with a hot coffee in charming local cafes, and explore the quaint shops for unique finds. Chester offers the perfect blend of adventure and relaxation on a budget.

  1. Chester Depot: Chester Depot is not just your average neighborhood. It's a hidden gem for ski enthusiasts. Nestled in the picturesque Green Mountains of Vermont, this charming area offers a unique skiing experience with a local touch. The atmosphere here is cozy and welcoming, making it the perfect place to escape the hustle and bustle of city life. With its close proximity to several ski resorts, Chester Depot is a haven for winter sports lovers. Whether you're a novice or an expert, you'll find slopes to suit your skill level. After a day on the slopes, indulge in the local affinities by savoring delicious comfort food at one of the quaint restaurants or warming up with a hot cup of cocoa. Chester Depot is a must-visit for a memorable ski holiday.

Seasonal travel trends of Chester

The popularity of Chester shows no change throughout the year. The most popular time to visit is between July and September, with a seasonal peak in September. The off-peak tourist season is from January and March, with March typically being the quietest month.

Check out the month-by-month weather chart for Chester to help you plan your next trip. With a monthly average of 69.3 degrees Fahrenheit, you can expect the hottest temperatures in July. The coldest month, on average, is January. The most rainfall typically happens in October. Regardless of when you visit Chester, every season has a reason to stay.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January20.7°F (-6.3°C)Light RainMostly Cloudy
February22.6°F (-5.2°C)Light RainMostly Cloudy
March30.7°F (-0.7°C)Light RainMostly Cloudy
April42.8°F (6.0°C)Light RainMostly Cloudy
May55.8°F (13.2°C)Light RainMostly Sunny
June63.1°F (17.3°C)Light RainMostly Sunny
July69.3°F (20.7°C)Light RainMostly Sunny
August67.3°F (19.6°C)Light RainMostly Sunny
September60.3°F (15.7°C)Light RainMostly Sunny
October48.6°F (9.2°C)Light RainMostly Sunny
November36.1°F (2.3°C)Light RainMostly Sunny
December27.3°F (-2.6°C)Light RainMostly Cloudy

Where should you stay in Chester?

What are some of the best hotels for a stay with my family in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse offering in-room kitchens, laundry facilities, and free WiFi.

What are some favorite hotels in Chester?

Here are some of the best reviewed hotels in Chester:

Stop in at the coffeehouses in quaint Chester, and then enjoy the local attractions such as the shopping.

What are the best hotels to stay near DaVallia Art & Accents?

DaVallia Art & Accents is popular for good reason. Come and learn what makes this display of artworks such a highlight. Located 0.1 miles from the center of Chester, it is easily reached from a number of hotels. Spend your nights at Fullerton Inn (0.1 miles) and you'll be there in no time. Fullerton Inn (0.1 miles away) and Fullerton Inn (0.1 miles away) are two more excellent options within the vicinity.

Chester hotels essential information

Accommodation
2,986 hotels
Lowest Price
$109
Highest Price
$373
Popular hotels
Fullerton Inn, Woodstock Inn & Resort, Holiday Inn Club Vacations Mount Ascutney Resort by IHG, The Equinox Golf Resort & Spa, Hampton Inn Brattleboro, Kimpton Taconic Hotel by IHG, Colonial Motel And Spa, Hampton Inn and Suites Manchester, The Shire Woodstock, Mountaineer Inn, The Manchester View, Best Western Plus Keene Hotel

Booking tips for Chester

Booking tips for Chester

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Saving tips for your trip

To save money on your trip to Chester, Vermont, consider visiting during the less popular season from January to March. Bundling your flights, hotel, and car bookings can also help you secure a discounted price. While in Chester, take advantage of the inexpensive local attractions such as hiking, exploring the small town, and enjoying budget-friendly dining options. These activities will allow you to experience the natural beauty and charm of Chester without breaking the bank.

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