Find hotels in Chester, MD from NT$2,395

Top reasons to visit Chester

• Beautiful Beaches: Chester boasts stunning beaches perfect for relaxation and romantic getaways.
• Outdoor Activities: Enjoy a variety of outdoor pursuits, including scenic boardwalk strolls and golf.
• Charming Neighborhoods: Explore family-friendly neighborhoods rich in history and local warmth.
• Vibrant Nightlife: Experience the lively nightlife with unique city attractions and entertainment.
• Diverse Accommodations: Choose from charming bed & breakfasts to modern hotels, catering to all travelers.

Find great hotels near Chester

Discover a range of hotel accommodations in Chester, Maryland, perfect for every type of traveler. From charming bed & breakfasts to modern hotels, you'll find options that cater to families, business travelers, and even those traveling with pets. With a focus on comfort and convenience, Chester's hotels offer essential amenities and positive reviews, ensuring a delightful stay for visitors exploring this beautiful area.

• Country Inn & Suites by Radisson, Annapolis, MD: Experience a warm and welcoming stay at Country Inn & Suites by Radisson, Annapolis, MD, a charming 3-star hotel located 22.5km from Chester. This property is perfect for pet lovers and business travelers, offering a pet-friendly atmosphere with amenities such as a Dog Exercise Area and no fees for service animals. Guests appreciate the LGBTQIA-friendly environment, making it an inclusive choice for all. The hotel features comfortable rooms and a cozy lobby for relaxation after a day of exploring.
• Historic Inns of Annapolis: Step into history at the Historic Inns of Annapolis, a 3.5-star hotel situated 17.7km from Chester. Nestled in a national historic building, this property is ideal for adventurous travelers, offering a unique blend of heritage and outdoor activities. Guests can enjoy nearby hiking, biking, kayaking, and even waterskiing, making it a great choice for those seeking excitement. The LGBTQIA-friendly environment and rich history provide a memorable experience for all visitors.
• Graduate by Hilton Annapolis: Elevate your stay at Graduate by Hilton Annapolis, a 4-star hotel located 17.7km from Chester. With a focus on family and business travel, this property ensures a comfortable experience for guests of all ages. The hotel is LGBTQIA-friendly and provides amenities for children, including complimentary cribs. Guests enjoy a stylish atmosphere that blends modern comforts with local charm, making it an excellent base for exploring Annapolis and its surroundings.

Where to stay near Chester

Chester, Maryland, is the perfect destination for an outdoor and romantic getaway, offering beautiful beaches and sunny weather. Explore the charming neighborhoods that reflect a family-friendly atmosphere, rich history, and the warmth of friendly locals. Nearby, the Eastern Shore provides even more opportunities for relaxation and memorable experiences. Whether you’re looking for a serene escape or vibrant attractions, Chester promises a delightful vacation filled with unforgettable moments.

• Annapolis: Located 17.7km from Chester, Annapolis is a vibrant city steeped in history and charm. Known for its picturesque waterfront and colonial architecture, this city offers a diverse range of experiences for visitors. Peak travel seasons are from June to August, making it a popular spot for families and business travelers alike. Explore the local shopping centers and enjoy educational attractions, such as the U.S. Naval Academy. Don't miss the scenic beaches and the bustling tourist precinct that highlight the beauty of the Chesapeake Bay.
• Stevensville: Just 1.6km away from Chester, Stevensville is a quaint city known for its outdoor adventures and stunning scenery. With visitor numbers peaking in April and summer months, this destination attracts those looking for family-friendly activities and recreational experiences. Stroll along the boardwalk or relax in the national state park, both offering a perfect getaway for nature lovers. The nearby family beach provides a great spot for sunbathing and swimming, making Stevensville an ideal location for a refreshing outdoor vacation.
• Kent Narrows: A charming village located 4.8km from Chester, Kent Narrows is a delightful destination for outdoor enthusiasts and families. Popular from June to August, this village offers a romantic setting, perfect for couples looking to escape. With access to a scenic boardwalk and lively shopping centers, visitors can indulge in both leisure and retail therapy. The esplanade and surrounding beaches create an inviting atmosphere for relaxation and exploration, while the vibrant tourist precinct ensures there's never a dull moment.

Things to do near Chester

Chester, Maryland, is perfect for outdoor and romantic beach vacations, offering a variety of activities such as exploring the scenic boardwalk, engaging in educational experiences, and enjoying a round of golf. Visitors can also immerse themselves in the area's vibrant nightlife and unique city experiences, ensuring memorable adventures. With its charming atmosphere, Chester promises some of the best experiences for tourists looking to relax and explore.

Shopping

For unique gifts, visit Paul Reed Smith Guitars, just 3.2km away. The Queenstown Premium Outlets, 11.3km from Chester, offers a variety of shopping options. If you're up for a drive, the Annapolis Harbour Center, located 22.5km away, provides a vibrant shopping experience with entertainment and dining.

Recreation

Navy-Marine Corps Memorial Stadium offers an energetic atmosphere for sports enthusiasts, located 19.3km from Chester. Queenstown Harbor Golf Club, 11.3km away, provides a beautiful outdoor setting for golf lovers. For a cultural experience, the Ballet Theater of Maryland, also 19.3km away, showcases captivating performances in a romantic ambiance.

Adventure

At Annapolis Sailing School, located 16.1km from Chester, you can experience the thrill of sailing on beautiful waters while enjoying a vibrant outdoor atmosphere. For hiking enthusiasts, the B&A Trail, 27.4km away, offers scenic views and an adventurous trek through nature. Chesapeake Beach Water Park, 38.6km from Chester, provides family-friendly entertainment and exciting water activities.

Nightlife

In Chester, the nightlife offers a mix of romance and entertainment at The Colonial Players, just 17.7km away. For family fun, the Annapolis Bowl AdventureZone, 22.5km out, provides arcade excitement. Also, the Avalon Theatre, 29.0km away, combines culture with a romantic atmosphere.

Booking tips and Expedia advantages for Chester

For budget-friendly travel to Chester, Maryland, consider visiting during the off-peak months of December to February when accommodation prices are lower. Mondays typically offer the best hotel rates, while Saturdays are the most expensive. Use Expedia to find eco-friendly hotels and sort options from lowest to highest price. Combine your hotel, flights, and activities for additional savings through package deals. Don't forget to look for beverage discounts and other hotel deals to maximize your budget while enjoying free local activities and attractions.

• 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 type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are currently available. To find the best prices and offers, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your hotel stay in Chester with your flights and activities through an Expedia package deal.

Find the best attractions near Chester

Chester, Maryland, is perfect for outdoor and romantic beach vacations, offering attractions like urban parks, marinas, and national state parks. Visitors can enjoy a variety of activities that cater to outdoor enthusiasts, culture seekers, and families. While exploring the area, consider checking out the best local resorts and nearby attractions to enhance your experience in this charming town.

• U.S. Naval Academy: Located 17.7km from Chester, the U.S. Naval Academy offers a glimpse into American naval history and training. Explore its beautiful campus, featuring stunning architecture and serene waterfront views, while learning about the traditions that shape future naval leaders.
• Chesapeake Bay Bridge: Just 11.3km away, the iconic Chesapeake Bay Bridge is a marvel of modern engineering. Experience breathtaking views of the bay and the surrounding landscapes as you cross this vital link between the Eastern and Western Shores of Maryland, perfect for photography and sightseeing.
• Sandy Point State Park: Also 11.3km from Chester, Sandy Point State Park is a haven for outdoor enthusiasts. Enjoy scenic trails, sandy beaches, and various recreational activities like hiking, picnicking, and water sports in this beautiful natural setting.

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

Traveling to Chester, Maryland, is convenient with access to several major airports. Baltimore Washington International Airport (BWI) is located 40.2km away and offers nearby hotels like the 5-star Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from the airport, providing various transportation services. Ronald Reagan Washington National Airport (DCA) is 66.0km from Chester, with luxury options such as Salamander Washington DC and Pendry Washington DC - The Wharf just 2 to 4.8km away. Additionally, Martin State Airport (MTN) is also 40.2km from Chester, with hotels like Canopy by Hilton Baltimore Harbor Point and Hyatt Place Baltimore Inner Harbor situated 16.1km away.