The Best Hotels in Cheswolde, Baltimore - 2026 Updated Prices

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Where to stay in Cheswolde

Find the best Cheswolde areas for the activities you enjoy most.

Inner Harbor

The captivating waterfront views and popular shops are just a few highlights of Inner Harbor. Make a stop by Baltimore Inner Harbor Marina or National Aquarium in Baltimore while you're exploring the area.

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Cannons at Fort McHenry, in Baltimore, Maryland

Brooklyn

Brooklyn is well liked for many features, particularly its shopping, restaurants and waterfront views. Though there may not be top sights in Brooklyn, consider stopping by Bingo World or Baltimore Inner Harbor Marina, located nearby.

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Downtown Baltimore

Business and financial trading blend with historical architecture, baseball, live music, museums and theaters in the energetic city center of Baltimore.

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Fells Point

The ample dining options and captivating waterfront views are top of the list for many visitors to Fells Point. A stop by Fell's Point Maritime Museum or Robert Long House might round out your trip.

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Swamp grasses in the Inner Harbor of Baltimore, Maryland

Harbor East

Harbor East is known for its captivating waterfront views, and with sights like National Katyn Memorial and Baltimore Civil War Museum, you won't get bored spending a day wandering around this part of Baltimore.

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Top Cheswolde Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

10/10 Excellent

"Staff were super friendly and welcoming. We enjoyed our clean quiet room. Great stay!"

Wingate by Wyndham Baltimore BWI Airport

2/10 Terrible

"I booked this room for five nights after the 8.0 rating on Hotels.com. This hotel deserves a 1.0 rating or less. It is filthy and needs to be torn down. The hallways and rooms are heavily stained and smell so bad. The shower was filled with mold and held water. I felt like I needed shower shoes. The shower door did not close fully. The housekeeper did not replace the shampoo or coffee daily and did not make the bed daily. The couch and carpet had huge white stains and smelt horribly. The window in my bedroom was cracked from top to bottom. I made the front desk aware on day 2 and they did nothing except offer some additional shampoo. The breakfast bar was also very disappointing as they had no coffee on two of my five nights. They had dry cereal but the only milk was the creamer which was ironic since there was no coffee. There was no fresh fruit."

Hotel Indigo Baltimore Downtown by IHG

10/10 Excellent

"Hotel Indigo was perfect for a stopover in Baltimore. The hotel was exceptionally well maintained, the room was great and it had a comfortable bed. We chose to park in the multi-storey carpark which was conveniently located directly opposite the hotel ($15 for 24 hours). Best of all was Kim on reception. She welcomed us warmly, was exceptionally helpful and she was full of the best tips for enjoying the city and its restaurants. Thanks to Kim for making our short stay so special. I’d choose to stay at the Hotel Indigo again without hesitation."

Frequently asked questions

What are the best family hotels in Cheswolde?

For family-friendly accommodation in Cheswolde, the Quality Inn Near Pimlico Racetrack is a great choice.

This hotel offers a complimentary continental breakfast, free toiletries, and free WiFi, which are convenient for families. Guests also benefit from free self-parking. The hotel is located 0.9 kilometres from the Jewish Community Centre of Baltimore and 2.0 kilometres from Pimlico Race Course.

What hotels in Cheswolde offer free breakfast?

For a hotel in Cheswolde offering free breakfast, the Quality Inn Near Pimlico Racetrack is an excellent choice.

This hotel provides a complimentary continental breakfast, ensuring a good start to your day. Guests also benefit from free WiFi and free self-parking. For those arriving early, early check-in is available. The hotel is conveniently located just 1.3 km from the Dorothy Parker Memorial.

What are the best budget hotels in Cheswolde?

For a great budget-friendly option in Cheswolde, consider the Quality Inn Near Pimlico Racetrack.

This hotel offers guests several convenient amenities, including free WiFi, complimentary toiletries, and a free continental breakfast to start your day right. You will also benefit from free self-parking. The hotel is located just 1.3 km from the Dorothy Parker Memorial, making it easy to visit.

What are the best hotels in Cheswolde near Pimlico Race Course?

For hotels in Cheswolde near Pimlico Race Course, consider the Quality Inn Near Pimlico Racetrack.

The Quality Inn Near Pimlico Racetrack offers convenient access to the Pimlico Race Course, which is just 2.0 km away. Guests can enjoy complimentary continental breakfast and free WiFi, along with free self-parking. The hotel also provides free toiletries and offers early check-in. The Jewish Community Centre of Baltimore is also nearby, at 0.9 km.

When is the best time to go to Cheswolde?

The best time to go to Cheswolde is during the spring (April to June) and autumn (September to November) months.

During these periods, the weather is pleasantly mild, with comfortable temperatures for exploring the local area and enjoying outdoor activities. Spring brings blooming flowers and lush greenery, while autumn offers beautiful foliage, making it a picturesque time to visit. You'll find it's generally less humid than the summer and less cold than the winter.

For those looking to enjoy the local parks and gardens, particularly the Sherwood Gardens known for its tulip displays, late April to early May is ideal. The comfortable temperatures make it superb for leisurely strolls and enjoying the natural beauty without the heat of summer.

Travellers interested in local events and cultural experiences will find both spring and autumn offer a good selection.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cheswolde.

How can I save on a Cheswolde hotel booking with Expedia?

Members always get our best prices. Find our best Cheswolde hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.

How much is the nightly rate at a Cheswolde hotel?

Hotel prices in Cheswolde often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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Our top choices for Cheswolde hotels

Holiday Inn Express Baltimore at the Stadiums by IHG

Super 8 By Wyndham Baltimore Northwest

Pier 5 Hotel Baltimore

Wingate by Wyndham Baltimore BWI Airport

Hilton Baltimore BWI Airport

Studio 6 Suites Catonsville, Md – Baltimore West

Holiday Inn Baltimore BWI Airport by IHG

Days Inn by Wyndham Baltimore Inner Harbor

Live! Casino & Hotel Maryland

DoubleTree by Hilton Columbia

Holiday Inn Express White Marsh by IHG

Hampton Inn & Suites Baltimore North/Timonium

Turf Valley Resort

Hyatt House BWI Airport Baltimore

Holiday Inn Express Towson - Baltimore North by IHG

Home2 Suites by Hilton Towson

La Quinta Inn & Suites by Wyndham Baltimore BWI Airport

Sonesta Hotel Baltimore Inner Harbor

Fairfield Inn & Suites by Marriott White Marsh

Courtyard by Marriott Baltimore Downtown/McHenry Row

Where to stay in Cheswolde

Inner Harbor

Brooklyn

Downtown Baltimore

Fells Point

Harbor East

Top Cheswolde Hotel Reviews

Holiday Inn Baltimore BWI Airport by IHG

Frequently asked questions

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