Search Chester hotels

Top reasons to visit Chester

• Scenic Outdoor Adventures: Chester offers stunning landscapes with opportunities for hiking, boating, and exploring nearby state parks.
• Charming Historic Town: Visitors can stroll through historic Chester, enjoying its quaint shops and friendly atmosphere.
• Family-Friendly Activities: The Chester Zoo and community theatre provide entertainment for all ages, making it perfect for families.
• Unique Accommodation Options: From cosy bed and breakfasts to modern hotels, Chester caters to diverse preferences.
• Golfing Opportunities: Golf enthusiasts can indulge in local courses amid beautiful surroundings.

Find great hotels near Chester

Chester, Connecticut offers a delightful range of accommodation options, from charming bed and breakfasts to modern hotels. Whether you're seeking a family-friendly retreat, pet-friendly facilities, or a business-themed stay, Chester's hotels cater to various needs. With its picturesque surroundings and welcoming atmosphere, you’re sure to find the perfect base for your American adventure in this lovely town.

• Red Roof Inn Meriden: Located 27.4km from Chester, Red Roof Inn Meriden is an ideal choice for travellers seeking a business-themed experience with a welcoming atmosphere for LGBTQIA guests. This pet-friendly hotel is perfect for those travelling with furry friends, featuring a flexible pet policy that allows pets in rooms. Business travellers will appreciate the dedicated services and amenities, ensuring a productive stay. The hotel is affiliated with LGBTQI travel guides, making it an inclusive option. Guests enjoy modern comforts and a convenient location that caters to their professional needs.
• Quality Inn Old Saybrook - Westbrook: Situated 14.5km from Chester, Quality Inn Old Saybrook - Westbrook is a family-friendly hotel that seamlessly combines business and leisure. With essential business amenities like a 24-hour business centre, this property caters to the needs of professional guests. Families will find thoughtful touches, including complimentary cribs and a first aid kit for peace of mind. The hotel’s warm and inviting atmosphere ensures a comfortable stay for all, making it a top choice for those travelling with children.
• Water's Edge Resort & Spa: Just 14.5km from Chester, Water's Edge Resort & Spa is a stunning 3.5-star beachfront resort that offers the perfect blend of relaxation and recreation. Designed for families, business travellers, and beach lovers alike, the resort features direct beach access and a variety of amenities, including a 24-hour business centre and meeting rooms. For children, there are engaging facilities such as an arcade game room and a shared playground. This resort is ideal for those looking to unwind while enjoying quality family time or hosting successful business events.

Where to stay near Chester

Chester, Connecticut, offers a delightful blend of outdoor adventures and romantic scenery, making it perfect for a memorable vacation. Explore charming attractions, great shops, and family-friendly neighbourhoods while soaking in the friendly atmosphere. Just a short distance from the city centre, you'll find unique shopping complexes and local gems, ensuring a budget-friendly experience without missing out on the beauty that Chester has to offer.

• Old Saybrook: Nestled along the picturesque Connecticut River and the Long Island Sound, Old Saybrook is a charming city located 14.5km from Chester. It boasts a vibrant mix of outdoor activities and scenic spots, making it an ideal getaway for those seeking romance and relaxation. From the stunning beaches to the quaint public parks, visitors can enjoy leisurely strolls and picturesque sunsets. Popular activities include golfing and attending music concerts, while the local attractions such as the historic Saybrook Point Lighthouse offer a glimpse into the area's rich heritage. The inviting atmosphere of Old Saybrook ensures a memorable travel experience.
• Westbrook: Just 12.9km from Chester, Westbrook is a delightful coastal city known for its laid-back charm and scenic beauty. With its mild seasonal visitor numbers, Westbrook is perfect for those looking for a romantic escape or outdoor adventures. The city's scenic beaches and recreational areas cater to families and couples alike. Visitors can indulge in resort amenities, enjoy live music, or explore local attractions such as family-friendly beaches and event venues. Westbrook's welcoming vibe and beautiful landscapes make it a fantastic addition to your itinerary.
• Madison: Located 14.5km away from Chester, Madison is a delightful town that combines outdoor adventure with stunning scenery. This coastal gem attracts visitors year-round, particularly during the summer months. With an array of recreational areas, golf courses, and music concerts, Madison offers something for everyone. The town is home to beautiful beaches and the nearby Hammonasset Beach State Park, perfect for nature enthusiasts and families looking to unwind. Madison's charming atmosphere and outdoor experiences make it a must-visit destination during your trip.

Things to do near Chester

Chester, Connecticut, is perfect for a romantic getaway or an outdoor adventure, boasting scenic landscapes and various activities. Golf enthusiasts can enjoy local courses, while families can explore the recreational areas and attend performances at the community theatre. For those seeking a unique experience, the skate academy offers fun for all ages. Chester provides a delightful blend of relaxation and entertainment, making it an ideal holiday destination.

Shopping

In Chester, visit Clinton Crossing Premium Outlets, just 12.9km away, offering a mix of entertainment and family vibes with various brands. Also, check out Essex Saybrook Antique Village Shopping Center and North Madison Shopping Center, both 12.9km away, perfect for unique finds and local shopping experiences.

Recreation

At Devil’s Hopyard State Park, immerse yourself in nature with serene walking trails and tranquil waterfalls, ideal for relaxation. Fox Hopyard Golf Club offers a fantastic outdoor golfing experience, while Banner Country Club provides a vibrant sports atmosphere, perfect for both leisure and fitness enthusiasts.

Adventure

Experience the thrill of skiing at Powder Ridge Mountain Park and Resort, located 24.1km from Chester, where you can enjoy adrenaline-pumping runs and sports vibes. For motorsport fans, Waterford Speedbowl, 25.7km away, offers exciting racing events that will get your heart racing.

Discover the beauty of nature along the Airline State Park Trail, situated 27.4km from Chester, featuring stunning scenery and a perfect opportunity for an adventurous hike surrounded by the great outdoors.

Nightlife

In Chester, the Goodspeed Opera House offers captivating theatre productions just 6.4km away, perfect for a romantic night out. For family fun, Stay and Play LLC, an arcadeAdventureZone 14.5km away, is sure to excite. The Van Vleck Observatory, 16.4km away, provides a unique stargazing experience.

Booking tips and Expedia advantages for Chester

For a budget-friendly trip to Chester, consider visiting between December and February when accommodation prices drop. Tuesdays typically offer the best rates, while Saturdays are pricier. Use Expedia to compare prices and find the best deals by sorting from lowest to highest. Look for package deals that combine hotels with flights and activities for extra savings. Additionally, explore free local attractions and utilise public transport to keep costs down while enjoying all that Chester has to offer.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chester are December to February, where the prices are slightly lower. This is in comparison to May and July to August, where prices are slightly higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chester is Tuesday. The most expensive day to stay in Chester is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your preferences such as budget, desired location, and the type of accommodation you prefer. To find the most affordable prices and deals, simply sort the price filter from lowest to highest.
• Consider bundling your trip: You can enjoy some savings by combining your Chester hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Chester

Chester, Connecticut, is perfect for a romantic and scenic getaway, offering outdoor adventures at nearby state parks, beaches, and lakes. Visitors can explore historic Chester, unwind at top-rated hotels, and enjoy a day at the Chester Zoo. Whether you're seeking relaxation or adventure, Chester's attractions promise a memorable experience for all travellers.

• Essex Steam Train: Experience the charm of a bygone era aboard the Essex Steam Train. This heritage railway offers a scenic journey through picturesque landscapes, allowing you to soak in the rich culture and history of the region.
• Hammonasset Beach State Park: Embrace the great outdoors at Hammonasset Beach State Park, where you can enjoy sandy shores, hiking trails, and stunning coastal views. It’s a perfect spot for adventure enthusiasts and nature lovers alike.
• Wesleyan University: Step into the vibrant atmosphere of Wesleyan University, a historic campus filled with cultural significance. Explore its beautiful architecture and engaging arts scene, making it a delightful stop for any visitor.

Best time to go to Chester

The best time to visit Chester can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Chester falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Chester falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.3°F (-0.4°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	32.4°F (0.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	38.5°F (3.6°C)	Light Rain	Mostly Sunny	Average	Average
April	48.2°F (9.0°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	57.9°F (14.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
June	66.4°F (19.1°C)	Light Rain	Mostly Sunny	Average	Average
July	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
August	72.7°F (22.6°C)	Light Rain	Mostly Sunny	Average	Slightly High
September	66.2°F (19.0°C)	Light Rain	Mostly Sunny	Average	Average
October	56.5°F (13.6°C)	Light Rain	Mostly Sunny	Slightly Low	Average
November	45.5°F (7.5°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	37.8°F (3.2°C)	Light Rain	Mostly Sunny	Average	Slightly Low

The nearest major airports for your trip to Chester

For your trip to Chester, Connecticut, you can choose from several major airports. Hartford's Bradley International Airport (BDL) is located 61.2km away, with nearby accommodation options such as the 4-star Simsbury 1820 House, 11.3km from the airport, and the Sheraton Hartford Hotel at Bradley Airport, conveniently located on-site. New Haven's Tweed Airport (HVN) is closer at 37.0km, with excellent hotels like the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all just 4.8km from the airport. Islip MacArthur Airport (ISP) is also an option, situated 54.8km away, with several 3.5-star hotels nearby, including the Hyatt Regency Long Island.