Hotels in Chester

Some of the best places to stay in Chester are Downtown Hartford, Downtown New Haven and Lake Pocotopaug. Travelers will enjoy Downtown Hartford for its vibrant arts scene and historic sites, while Downtown New Haven offers a mix of culture, dining, and Yale University’s charm. Lake Pocotopaug is perfect for nature lovers seeking outdoor activities. Accommodations in these areas range from upscale hotels to cozy motels and guest houses, providing various options to suit different budgets. For first-time visitors, Downtown New Haven is the best choice due to its lively atmosphere and diverse attractions. These are some of the hotels preferred by our travelers in Chester:

1. Downtown HartfordOpens in a new window: Known for its vibrant culture and sports scene, Downtown Hartford is home to attractions like the XL Center, Connecticut Convention Center, and Xfinity Theatre. This area is perfect for families and business travelers alike. Consider staying at Marriott Hartford DowntownOpens in a new window, a 4.0-star hotel offering a full spa, business amenities, and a pool for relaxation. Alternatively, Simsbury 1820 HouseOpens in a new window, also a 4.0-star establishment, is pet-friendly and features comprehensive business facilities. Another option is DoubleTree by Hilton Hartford - Bradley AirportOpens in a new window, which caters to business travelers with accessible meeting rooms and conference spaces.
2. Downtown New HavenOpens in a new window: Rich in culture, Downtown New Haven is anchored by prestigious institutions like Yale University and Southern Connecticut State University. This area is ideal for culture enthusiasts and families. Stay at Omni New Haven Hotel at YaleOpens in a new window, a 4.0-star hotel that accommodates pets and provides family-friendly amenities. Graduate by Hilton New HavenOpens in a new window is another excellent choice for pet owners, offering a welcoming environment for dogs and cats. Lastly, The Blake HotelOpens in a new window provides business amenities while also being pet-friendly, making it versatile for various travelers.
3. Lake PocotopaugOpens in a new window: This scenic outdoor destination offers beautiful recreational opportunities and attractions like Wesleyan University and Mohegan Sun Casino. It's a great spot for families and casino enthusiasts. Mohegan SunOpens in a new window, a 4.5-star resort, combines family fun with casino amenities and excellent business services. For a more relaxed stay, Copper Beech InnOpens in a new window offers diverse dining options and recreational activities like hiking and kayaking. Alternatively, James Pharmacy Bed & BreakfastOpens in a new window provides a cozy bed-and-breakfast experience with free breakfast, making it perfect for travelers seeking comfort and charm.

Chester offers a perfect three-day getaway with its stunning marina, lush natural parks, and serene lakes. Travelers can enjoy activities like boating, hiking, and exploring vibrant forests, making it an ideal destination for relaxation and outdoor adventure. Experience the local theater scene for a cultural touch during your stay. Here's a quick itinerary to make the most of your trip to Chester:

• Day 1: Begin your adventure at Gillette Castle State Park, where you can explore the unique architecture and breathtaking views of the Connecticut River. Afterward, head to the Scherer Library of Musical Theatre, a treasure trove for theatre lovers, featuring an extensive collection of musicals and related materials. Conclude your day with a scenic walk along the Connecticut Valley Railroad State Park Trail, perfect for soaking in the natural beauty of the area while enjoying a leisurely stroll or bike ride.
• Day 2: Your day starts at Hammonasset Beach State Park, where you can relax on the sandy shores or take a refreshing dip in the ocean. Afterwards, visit the Adam Stanton House and General Store Museum, a charming place that showcases local history and artifacts. To cap off the day, head to the Indian River Marina, where you can take in stunning waterfront views and perhaps enjoy a meal at a nearby eatery, making for a perfect seaside evening.
• Day 3: Kick off your day in the serene surroundings of Cockaponset State Forest, where you can hike through picturesque trails and enjoy the tranquility of nature. Next, visit the Major General Joseph Spencer Memorial, a historical site that pays tribute to an important figure in American history. Finally, unwind at Machimoodus State Park, where you can explore its trails or simply relax by the water, immersing yourself in the beautiful landscapes that Chester has to offer.

1. Book for the cheapest times: The most affordable time to visit Chester is during January, November, and December when hotel rates are reduced. For a great value for money experience, plan to stay for at least 2-3 days to fully explore the city's key attractions, such as the picturesque marina and the beautiful natural parks. This budget-friendly approach allows you to enjoy Chester without overspending.
2. Look for last-minute deals on Hotels.com: If you're looking for great last-minute deals to Chester, Hotels.com offers a fantastic way to snag discounted hotel rates. To explore options, head to the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on the site, where you're more likely to find lower prices on accommodations as your travel date approaches. You could also enable email alerts or push notifications from Hotels.com to keep informed about flash sales and special promotions, helping you compare room rates and save on your next getaway.
3. Be flexible with dates: Hotel prices can fluctuate due to various factors, including the hotel's location, star rating, and the time of year. Consequently, if you’re flexible with your travel dates, you may save on hotel expenses in Chester.
4. Consider your location: When booking on Hotels.com for your holiday, keep your location in mind. Staying near major attractions or city centers can offer convenience, but it usually tends to come with a higher price tag. For more affordable options, consider looking for hotels in less central areas or neighborhoods, which may provide a better balance between cost and easy access to the sites you plan to visit.
5. Upgrade with One Key: Book your hotel in Chester and join Hotels.com's free One Key rewards program, enabling members to earn and enjoy reward points for hotel reservations. Progress through Blue, Silver, Gold and Platinum tiers and access perks such as room upgrades when available, exclusive discounts, and unique member offers. Join today.

Here are a few popular dining spots in Chester, Connecticut, United States of America:

• Simon's Marketplace: A cherished gem in Chester, Simon's Marketplace offers a delightful blend of artisanal sandwiches, fresh salads, and locally sourced ingredients. Their commitment to quality is evident in every bite, showcasing the flavors of the region through seasonal dishes and innovative combinations that highlight Chester's agricultural bounty.
• Grano Arso: Celebrated for its creative approach to Italian cuisine, Grano Arso emphasizes handmade pastas and locally sourced produce, crafting dishes that reflect the changing seasons. The chefs here skillfully combine traditional techniques with contemporary flair, resulting in an unforgettable culinary experience that pays homage to local flavors while pushing the boundaries of Italian gastronomy.

Chester experiences its lowest average temperature in January, at 31.3°F (-0.4°C), while July is the hottest month, with an average temperature of 73.8°F (23.2°C). October is usually the wettest month. April, May, and July are the peak travel months in Chester, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, January, October, and November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.