Find hotels in Chester, MD from AED 354

Top reasons to visit Chester

• Scenic Outdoor Adventures: Chester offers beautiful parks, marinas, and state parks perfect for nature lovers.
• Charming Beaches: Enjoy romantic beach getaways along the picturesque waterfront.
• Engaging Local Attractions: Explore historical sites and family-friendly neighborhoods nearby.
• Vibrant Nightlife: Experience the lively nightlife that Chester has to offer.
• Diverse Accommodation Options: Choose from cozy bed and breakfasts to modern hotels suited for all travelers.

Find great hotels near Chester

Discover a variety of accommodation options in Chester, Maryland, where you can find everything from cozy bed and breakfasts to modern hotels. Whether you're traveling with family, on a business trip, or need pet-friendly options, Chester's hotels cater to your needs. Explore the local amenities and read reviews to find the best stay for your vacation experience in this charming area.

• Country Inn & Suites by Radisson, Annapolis, MD: Nestled 22.5km from Chester, Country Inn & Suites by Radisson offers a warm and welcoming atmosphere ideal for LGBTQIA travelers, business professionals, and pet owners. This 3-star hotel embraces inclusivity with its LGBTQI travel guide affiliations and pet-friendly policies. Guests can enjoy a range of amenities including a dog exercise area, ensuring both pets and their owners have a comfortable stay. The property’s cozy accommodations provide a perfect retreat after a day of exploring the area.
• Historic Inns of Annapolis: Located 17.7km from Chester, the Historic Inns of Annapolis is a charming 3.5-star hotel that embodies the essence of a family-friendly city getaway. With its central location, guests are within easy reach of local attractions and restaurants. The property caters to families with amenities such as complimentary cribs and child-suitable facilities, making it a great choice for those traveling with young ones. The historic charm combined with modern comforts ensures a memorable experience for all visitors.
• Graduate by Hilton Annapolis: Just 17.7km from Chester, Graduate by Hilton Annapolis is a stylish 4-star hotel that appeals to business travelers, LGBTQIA guests, and pet lovers alike. This vibrant hotel is adorned with unique décor that reflects the local culture, providing a distinctive experience. The Graduate is not only pet-friendly, allowing dogs and cats, but also offers amenities such as food and water bowls for furry companions. Guests will find an array of modern conveniences and a welcoming atmosphere to enhance their stay.

Where to stay near Chester

Chester, Maryland, offers a delightful blend of outdoor adventures and romantic beach getaways. Visitors can enjoy sunny weather while exploring family-friendly neighborhoods and historical sites nearby. The Eastern Shore ambiance adds to the charm, making it a memorable destination for relaxation and fun. Whether you’re seeking a tranquil escape or an engaging family getaway, Chester has something for everyone, ensuring a truly unforgettable experience.

• Annapolis: Nestled 17.7km from Chester, Annapolis is a historic city known for its charming waterfront and colonial heritage. Visitors flock here primarily during the summer months, with a vibrant blend of family, business, and city-themed experiences. Explore the U.S. Naval Academy, stroll along the scenic docks, or indulge in shopping at local boutiques and malls. The city offers a plethora of educational and recreational opportunities, making it an ideal destination for those looking to immerse themselves in American culture and history.
• Stevensville: Located just 1.6km from Chester, Stevensville is a small city that shines with outdoor adventures and scenic beauty. The best time to visit is during the spring and summer months, when the area bursts with life. Enjoy leisurely walks along the boardwalk, visit local parks, or engage in various recreational activities. With its proximity to beautiful beaches and a national state park, Stevensville is perfect for families and outdoor enthusiasts seeking fun and relaxation in nature.
• Grasonville: A mere 6.4km from Chester, Grasonville offers a delightful mix of outdoor, family, and romantic experiences. Peak visitor numbers occur in the summer, drawing travelers looking to enjoy the area's beaches and recreational areas. Spend your days at the local boardwalk or shopping centers, and don’t miss the chance to unwind on the beautiful family-friendly beaches. Grasonville is a hidden gem that promises a relaxing getaway with plenty of opportunities for adventure and exploration.

Things to do near Chester

Chester, Maryland, offers the perfect setting for outdoor and romantic beach vacations. Visitors can enjoy scenic boardwalks, engaging educational experiences, and a round of golf. The town also boasts delightful city experiences and a vibrant nightlife, making it an ideal destination for travelers seeking both relaxation and adventure. Whether you're strolling along the waterfront or exploring local attractions, Chester promises memorable experiences for everyone.

Shopping

In Chester, you can shop at Paul Reed Smith Guitars, just 3.2km away. For more options, visit the Queenstown Premium Outlets, located 11.3km from Chester, featuring a variety of brands and entertainment. If you're up for a drive, check out Annapolis Harbour Center, 22.5km away, for additional shopping experiences.

Recreation

Experience the energetic atmosphere at Navy-Marine Corps Memorial Stadium, where you can enjoy various sports events. For a serene day outdoors, head to Queenstown Harbor Golf Club, perfect for golfing amidst nature. Don’t miss the Ballet Theater of Maryland for an enchanting evening filled with culture and entertainment.

Adventure

Experience the thrill of sailing at Annapolis Sailing School, located 16.1km from Chester, where you can embrace the water sports vibe. For a scenic adventure, hike the St Michaels Nature Trail, 20.9km away, or explore the beautiful B&A Trail, 27.4km from Chester, known for its stunning outdoor scenery.

Nightlife

Experience the vibrant nightlife in Chester by visiting The Colonial Players for a romantic theater experience, or head to Annapolis Bowl for family fun in an arcadeAdventureZone. Don’t miss the Avalon Theatre for more cultural entertainment that will surely delight your evening.

Booking tips and Expedia advantages for Chester

For a budget-friendly visit to Chester, Maryland, plan your trip between December and February when prices are lower, avoiding Saturdays for accommodation to save more. Use Expedia to find eco-certified hotels and combine bookings for additional discounts on flights and activities. Explore free local attractions and consider using public transport or rideshare options, which are often more economical than car rentals. Look for beverage discounts at local eateries to further stretch your budget while enjoying the local cuisine.

• 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 September to October, 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 Monday. The most expensive day to stay in Chester is Saturday.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to refine your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly accommodations currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Chester hotel reservations with your flights and activities through an Expedia package.

Find the best attractions near Chester

Chester, Maryland, offers a delightful blend of outdoor adventures, romantic beach getaways, and family-friendly experiences. Explore urban parks, marinas, and national state parks that cater to nature lovers and culture enthusiasts alike. Discover nearby attractions and unwind at the best resorts, making your visit enjoyable and memorable.

• U.S. Naval Academy: Located 17.7km from Chester, the U.S. Naval Academy offers a glimpse into the rich maritime history of the United States. Explore its stunning architecture, lush grounds, and the iconic chapel, all while immersing yourself in the spirit of naval tradition.
• Chesapeake Bay Bridge: Just 11.3km away, this modern marvel spans the Chesapeake Bay, providing breathtaking views. Experience the bustling atmosphere as you cross this engineering feat, connecting the Eastern and Western Shores of Maryland.
• Sandy Point State Park: Also 11.3km from Chester, this national park is perfect for outdoor enthusiasts. Enjoy scenic views, hiking trails, and water activities, making it an ideal spot for adventure seekers and nature lovers alike.

Best time to go to Chester

The best time to visit Chester is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.1°F (1.7°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	37.4°F (3.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	43.9°F (6.6°C)	Light Rain	Mostly Sunny	Average	Average
April	54.1°F (12.3°C)	Light Rain	Mostly Sunny	Average	Average
May	63.5°F (17.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	72.3°F (22.4°C)	Light Rain	Mostly Sunny	Slightly High	Average
July	77.9°F (25.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	76.3°F (24.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	70.5°F (21.4°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	48.7°F (9.3°C)	Light Rain	Mostly Sunny	Average	Average
December	41.0°F (5.0°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

The nearest major airports for your trip to Chester

When visiting Chester, Maryland, you can fly into several major airports. Baltimore/Washington International Thurgood Marshall Airport (BWI) is 40.2km away, with nearby luxury options like Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from the airport, offering various transportation services. Ronald Reagan Washington National Airport (DCA) is 66.0km away, with top hotels like Salamander Washington DC and Riggs Washington DC, just 2-4.8km from the airport. Easton Airport (ESN) is 27.4km away, featuring hotels like Inn at Perry Cabin, 14.5km away, providing shuttle services. Each airport offers excellent access to Chester and nearby accommodations.