Chester Hotels

Top reasons to visit Chester

• Outdoor Adventures: Chester is perfect for outdoor enthusiasts, offering scenic parks and opportunities for camping and hiking.
• Charming Shopping Scene: Explore delightful local shops and enjoy a warm, welcoming atmosphere.
• Romantic Getaways: The picturesque setting makes Chester an ideal destination for couples seeking a romantic escape.
• Historic Attractions: Visit historic houses and immerse yourself in the rich history of the area.
• Winter Wonderland: Experience family-friendly winter activities in a beautiful, snow-covered landscape.

Find great hotels near Chester

Discover the charm of Chester, Connecticut, where a variety of accommodation options await you. Whether you prefer the comfort of a hotel or the quaintness of a bed and breakfast, Chester offers something for every traveller. Enjoy amenities tailored for business needs, pet-friendly policies, and the perfect beach getaway experience. Explore the best hotels in Chester for an unforgettable stay in this picturesque New England town.

• Baymont by Wyndham Branford/New Haven: Nestled 25.7km from Chester, Baymont by Wyndham Branford/New Haven is the ideal choice for adventurous families and pet lovers. With a theme centred around outdoor exploration, the hotel offers a plethora of nearby adventure sports, including boat tours, skydiving, ziplining, and hiking. Families will appreciate the child-friendly amenities such as complimentary cribs and dedicated services for kids. The property is also pet-friendly, accommodating pets with certain restrictions. A stay here promises a blend of fun and comfort for every member of the family.
• Quality Inn Old Saybrook - Westbrook: Located a mere 14.5km from Chester, the Quality Inn Old Saybrook - Westbrook is perfectly suited for families and business travellers alike. This hotel combines comfort with practicality, offering essential amenities including free cribs for families with infants. Its focus on providing a welcoming environment for both leisure and business guests makes it a versatile choice for anyone visiting the area. The attentive staff and convenient location ensure a pleasant stay, whether you’re on a family holiday or a work trip.
• Hilton Garden Inn Wallingford/Meriden: Situated 25.7km from Chester, the Hilton Garden Inn Wallingford/Meriden is a 3-star accommodation that welcomes all, including the LGBTQIA community. This hotel is ideal for business travellers and pet owners, with policies in place to accommodate dogs and service animals. With its modern facilities and commitment to inclusivity, guests can expect a comfortable stay complemented by the hotel's excellent amenities. Whether you're here for work or leisure, the Hilton Garden Inn ensures a warm and inviting atmosphere for all.

Where to stay near Chester

Chester, Connecticut, offers a charming blend of outdoor adventures and romantic scenery, making it perfect for a memorable getaway. Explore local shops and the delightful shopping scene, where friendly people create a welcoming atmosphere. In winter, Chester transforms into a picturesque wonderland, ideal for family-friendly activities. Whether you choose to stay in the heart of the town or nearby, you'll find the best places to unwind and enjoy the unique character of this lovely destination.

• Westbrook: Located 12.9km from Chester, Westbrook is a charming coastal city that attracts visitors with its stunning outdoor scenery and romantic ambiance. The travel experience here is characterised by a range of seasonal activities, particularly peaking from June to August when the weather is perfect for exploring its scenic beaches and recreational areas. Popular venues include golf courses and resorts, making it an ideal destination for relaxation and leisure. Visitors can enjoy local landmarks such as family-friendly beaches and event conference venues, ensuring there's something for everyone to appreciate.
• Old Saybrook: Situated 14.5km away from Chester, Old Saybrook boasts a rich historical background and a delightful coastal atmosphere. The travel experience remains lively throughout the year, with peak visitor numbers during the summer months. Known for its outdoor activities and picturesque scenery, Old Saybrook is perfect for couples seeking a romantic getaway or families looking to enjoy nature. The area features a variety of recreational spaces, golf courses, and resorts, while local attractions include beautiful beaches and a national state park, providing ample opportunities for exploration and adventure.
• Madison: Also located 14.5km from Chester, Madison offers a vibrant mix of outdoor experiences and scenic beauty. This city is popular for its adventurous spirit, especially during the summer when visitor numbers rise. Madison is home to recreational areas, golf courses, and music concerts that enliven the local culture. Visitors can explore stunning beaches and a national state park, making it a perfect spot for both relaxation and adventure. The city's charming atmosphere is sure to leave a lasting impression on those who venture here.

Things to do near Chester

Chester offers a delightful escape for outdoor enthusiasts and couples seeking romantic getaways. Enjoy various activities such as exploring scenic recreational areas, engaging in local events, and attending theatrical performances. Adventure awaits with opportunities for camping and outdoor pursuits, ensuring a memorable visit filled with fun experiences in this charming Connecticut town.

Shopping

In Chester, you can enjoy shopping at Clinton Crossing Premium Outlets, located 12.9km away, offering a range of brand-name stores. For a unique experience, visit Essex Saybrook Antique Village Shopping Center and North Madison Shopping Center, both also 12.9km away, featuring charming shops for gifts and souvenirs.

Recreation

Enjoy a round of golf at Banner Country Club, where the outdoor sports atmosphere enhances your game. For a tranquil experience, head to Devil’s Hopyard State Park, perfect for relaxation amidst nature. Alternatively, play at Fox Hopyard Golf Club, offering a great blend of sport and scenic beauty.

Adventure

Experience thrilling skiing at Powder Ridge Mountain Park and Resort, located 24.1km from Chester, where you can enjoy winter sports amidst stunning snowy landscapes. For motor racing enthusiasts, Waterford Speedbowl, 25.7km away, offers exhilarating races and an energetic atmosphere. Alternatively, hike the Airline State Park Trail, 27.4km from Chester, to revel in beautiful outdoor scenery.

Nightlife

In Chester, the Goodspeed Opera House enchants with its romantic theatre atmosphere, just 6.4km away. For family fun, Stay and Play LLC offers an exciting arcade adventure 14.5km from town. Meanwhile, the Van Vleck Observatory, located 16.4km away, provides a stellar experience for all ages.

Booking tips and Expedia advantages for Chester

To save money on your visit to Chester, plan your trip between December and February for lower accommodation prices. Tuesday is the most affordable day to stay, while Saturday is the priciest. Use Expedia’s search tool to compare hotel rates and consider booking a package that combines your hotel, flights, and activities for additional savings. Explore free local attractions and consider walking to get around, as Chester is a compact town. Lastly, keep an eye out for last-minute deals to maximise your budget.

• 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 your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel reservation in Chester with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Connecticut, is an idyllic destination for those seeking outdoor adventures, romantic getaways, and stunning scenery. Visitors can explore a variety of points of interest, including national and state parks, beautiful beaches, and historic houses. The attractions in and around Chester promise an enriching experience for travellers looking to immerse themselves in nature and history.

• Wesleyan University: Explore the rich cultural atmosphere of Wesleyan University, a historic institution that boasts stunning architecture and vibrant arts programs. Stroll through its picturesque campus and immerse yourself in the scholarly environment.
• Rocky Neck State Beach: Enjoy a delightful day at Rocky Neck State Beach, where you can relax on sandy shores, swim in the refreshing waters, or partake in various water sports. The scenic beauty and tranquil vibes make it an ideal spot for unwinding.
• Guilford Town Green: Visit the charming Guilford Town Green, a perfect outdoor space for families. Enjoy eco-friendly activities, picnics, and community events amidst lovely greenery, making it a great place to connect with nature.

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 visit to Chester, Connecticut, you can fly into several major airports. Hartford, CT (BDL-Bradley Intl.) is located 61.2km away, with notable hotels such as the 4-star Simsbury 1820 House and Marriott Hartford Downtown nearby. Providence, RI (PVD-T.F. Green) is 95.0km from Chester, offering options like the Omni Providence Hotel and Graduate by Hilton Providence. Islip, NY (ISP-MacArthur) is another option, situated 85.3km away, with hotels including Hyatt Regency Long Island. All these airports provide convenient access to their respective hotels, ensuring a comfortable stay as you explore the charming town of Chester.