Hotels in Chester

Chester: A Hidden Gem Where Rolling Hills Meet Timeless Charm

Nestled in the heart of Vermont, Chester is an idyllic small town that enchants visitors with its charming landscapes and vibrant arts scene. Surrounded by the majestic Stratton and Mount Ascutney, it serves as a gateway to outdoor adventures, whether hiking in summer or enjoying a winter wonderland. Stroll through quaint streets lined with art galleries and boutiques, or unwind at the luxurious Castle Hill Resort. Chester's warm community spirit and picturesque parks make it a perfect off-the-beaten-path escape for those seeking a blend of culture, nature, and tranquility.

Discover great hotels in Chester

Chester, Vermont, offers a delightful range of accommodation options, from charming inns and cosy bed and breakfasts to comfortable hotels. Whether you prefer a rustic retreat or a more modern stay, you'll find various choices, including lovely resorts and well-appointed inns that cater to diverse tastes. These are some of the hotels preferred by our travellers in Chester:

1. Grafton InnOpens in a new window: This 3.5-star hotel offers a vibrant experience for adventure seekers looking to immerse themselves in the great outdoors. With a variety of adventure sports and recreation activities both onsite and nearby, this property stands out for its Snowshoeing facilities and family-friendly amenities. Guests appreciate the engaging atmosphere, highlighted by an Arcade Game Room for entertainment and easy access to recreational activities like Snow Tubing and Skiing. The welcoming environment is perfect for those seeking a pet-friendly vacation, allowing you to enjoy your stay alongside your furry companions.
2. The Hartness HouseOpens in a new window: The Hartness House is a 3.0-star hotel that caters to adventurous travellers eager to explore the surrounding natural beauty. With options such as hiking, snowboarding, and kayaking, this accommodation provides ample opportunities for outdoor enthusiasts. Visitors are drawn to the engaging activities available nearby, ensuring an action-packed stay. The inviting atmosphere and focus on adventure make it an excellent choice for those who thrive on unique experiences and the thrill of exploration in the great outdoors.
3. The Inn at WeathersfieldOpens in a new window: The Inn at Weathersfield is a distinguished 4.0-star inn that prides itself on being LGBTQIA welcoming. This property offers a warm and inclusive atmosphere, making it an ideal retreat for those seeking comfort and acceptance during their travels. The distinct charm of the inn, combined with thoughtful amenities, creates a unique and memorable experience for visitors. Guests appreciate the sense of community and the focus on providing a safe haven, contributing to an overall ambience of relaxation and enjoyment.

Top locations to stay in Chester

When visiting Chester, Vermont, consider staying in Ludlow, Londonderry, or Cavendish. Ludlow offers excellent skiing and snowboarding opportunities, while Londonderry is known for its breathtaking mountain scenery and outdoor activities. Cavendish combines both skiing and mountainous charm. For first-time visitors, Ludlow is the best choice due to its vibrant winter wonderland atmosphere and accessibility to ski resorts.

1. LudlowOpens in a new window: Ludlow is a vibrant town that’s a dream for ski and snowboard enthusiasts, especially during the winter months. With its close proximity to the Okemo Mountain Resort, you'll find fantastic slopes, après-ski activities, and a charming village atmosphere. The town also hosts various seasonal events that bring the community together, making it a lively place to stay. Beyond winter sports, Ludlow offers quaint shops and local artisan boutiques, perfect for a leisurely afternoon of shopping.
2. LondonderryOpens in a new window: Londonderry is known for its stunning mountain scenery and outdoor activities, making it a wonderful choice for nature lovers. The town is a gateway to hiking trails in the Green Mountain National Forest, offering breathtaking views and a range of trails suitable for all levels. Additionally, the charming local shops and cafes provide a warm, welcoming atmosphere to unwind after a day of exploration. With a focus on outdoor recreation, Londonderry is a great spot for those seeking a peaceful retreat surrounded by natural beauty.
3. CavendishOpens in a new window: Cavendish is an ideal getaway for families and outdoor enthusiasts, with its lovely parks and access to skiing and mountain biking. The area features beautiful landscapes and plenty of opportunities for hiking and exploring the great outdoors. You can also visit the nearby Cavendish Historical Society for a glimpse into the local heritage. The quaint shops and local markets add to the charm, making it a delightful base for your Vermont adventures.

Things to do in Chester

Chester boasts a charming blend of small-town warmth and stunning mountain scenery, making it an ideal getaway. Enjoy outdoor escapades like hiking through lush forests, or indulge in leisurely shopping. With seasonal festivals and movie nights, this delightful destination offers something for everyone, ensuring memorable experiences in nature's embrace.

• Lake NinevahOpens in a new window – Enjoy a tranquil day at Lake Ninevah, where you can soak in the natural beauty and relish the peaceful surroundings. Perfect for a picnic or a leisurely stroll along the shoreline, this serene lake invites you to unwind and connect with nature.
• Weston PrioryOpens in a new window – Visit the Weston Priory, a serene monastery nestled in the mountains. Take a moment to appreciate the peaceful atmosphere and the stunning architecture. The grounds are perfect for quiet reflection, and you may even encounter the monks during your visit.
• Lake RescueOpens in a new window – Head to Lake Rescue for some outdoor fun! Whether you fancy kayaking, fishing, or simply lounging by the water, this beautiful lake offers a refreshing escape. The surrounding mountains provide a picturesque backdrop for your adventures.
• Buttermilk FallsOpens in a new window – Don’t miss Buttermilk Falls, where cascading water creates a stunning spectacle. Take a short hike to view the falls up close and feel the cool mist on your face. It’s a fantastic spot for photography and a great way to appreciate the area’s natural wonders.
• Lowell Lake State ParkOpens in a new window – Explore Lowell Lake State Park, an ideal destination for hiking and enjoying the great outdoors. With scenic trails and lovely views, this national park is a perfect spot for a family outing or a peaceful walk amidst nature’s beauty.

4 tips for savvy savings when booking a hotel in Chester

1. Book for the cheapest times: The most affordable time to visit Chester is during April, May, and November when hotel prices tend to be lower. For those looking to explore the city’s significant landmarks, rich history, and cultural attractions, a stay of at least 2 to 3 days is recommended. This duration allows visitors to enjoy budget-friendly activities such as hiking picturesque trails, discovering historical sites, and relaxing in charming coffee shops. Travelling on a budget during these months offers great value for money, making it an ideal time to experience the best that Chester has to offer.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Chester, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted rates on hotels as your travel date approaches. By enabling email alerts or push notifications, you could receive updates on flash sales and special promotions, ensuring you don't miss savings opportunities. Additionally, the Smart ShoppingOpens in a new window feature within the app allows you to compare hotel prices and amenities, making it easier to find the best options. You'll be promptly informed if room availability changes or prices drop, facilitating easy and flexible booking for your getaway.
3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay in a hotel in Chester. For those in search of distinctive experiences, boutique hotels often provide a more personalised touch and sometimes a better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest more affordable dates that may help you secure a better deal.
4. Consider your location: Opting for accommodation near key attractions or city centres may offer convenience, but it often comes with a higher price tag. For those seeking more affordable options, it’s worth considering hotels in less central areas or neighbourhoods, allowing for a balance between cost and accessibility to the sites you intend to visit. You might also explore independent hotels located further out, which are usually more likely to be affordable and can provide a more authentic experience.

Best time to go to Chester

Chester experiences its lowest average temperature in January, at 20.7°F (-6.3°C), while July is the hottest month, with an average temperature of 69.3°F (20.7°C). October are usually the wettest months. July to September are the peak travel months in Chester, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light rainfall. On the other hand, January to March tend to be quieter times to visit, marked by light rainfall and mostly cloudy conditions.