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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Cheswolde hotels

Lobby

1. DoubleTree by Hilton Baltimore North - Pikesville

DoubleTree by Hilton Baltimore North - Pikesville
4.0 star property
3 mi from Cheswolde
8.0 out of 10, Very Good, (1,003 reviews)
"Decent enough hotel for the price; ample parking, under construction in the lobby area but staff was dedicated and helpful."
United States
Henry
$112 nightly
The price is $129
Aug 17 - Aug 18
Total with taxes and fees
DoubleTree by Hilton Baltimore North - Pikesville
Terrace/patio

2. Hampton Inn Towson Downtown

Hampton Inn Towson Downtown
3.5 star property
4.6 mi from Cheswolde
9.2 out of 10, Wonderful, (846 reviews)
"My husband and I had an amazing stay, the breakfast was good! The staff was extremely helpful we will be back!"
United States
Sherry
$106 nightly
The price is $122
Aug 16 - Aug 17
Total with taxes and fees
Hampton Inn Towson Downtown
Free daily on-the-go breakfast

3. Holiday Inn Express Towson - Baltimore North by IHG

Holiday Inn Express Towson - Baltimore North by IHG
2.5 star property
6.2 mi from Cheswolde
9.0 out of 10, Wonderful, (1,168 reviews)
"Wonderful and comfortable stay"
United States
Rhevyn
$92 nightly
The price is $106
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express Towson - Baltimore North by IHG
Exterior

4. Holiday Inn Express & Suites Baltimore West - Catonsville by IHG

Holiday Inn Express & Suites Baltimore West - Catonsville by IHG
2.5 star property
6.2 mi from Cheswolde
8.8 out of 10, Excellent, (1,000 reviews)
"Breakfast was great"
United States
EDGAR
$107 nightly
The price is $124
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Express & Suites Baltimore West - Catonsville by IHG
Desk, laptop workspace, bed sheets

5. Super 8 By Wyndham Baltimore Northwest

Super 8 By Wyndham Baltimore Northwest
2.0 star property
Woodlawn, 5 mi from Cheswolde
8.2 out of 10, Very Good, (1,118 reviews)
"Had a good stay, quiet and peacefull"
United States
Yazbel
$71 nightly
The price is $82
Aug 2 - Aug 3
Total with taxes and fees
Super 8 By Wyndham Baltimore Northwest
Exterior

6. Holiday Inn Timonium Baltimore North by IHG

Holiday Inn Timonium Baltimore North by IHG
3.0 star property
6.3 mi from Cheswolde
8.4 out of 10, Very Good, (1,001 reviews)
"Parking was very good . Staff was very friendly and helpful ."
United States
Shekima
$81 nightly
The price is $94
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Timonium Baltimore North by IHG
Lobby

7. Home2 Suites by Hilton Towson

Home2 Suites by Hilton Towson
3.0 star property
4.6 mi from Cheswolde
9.4 out of 10, Exceptional, (435 reviews)
"Good location, great to have breakfast options included in stay, was nice"
United States
Caroline
$130 nightly
The price is $151
Aug 16 - Aug 17
Total with taxes and fees
Home2 Suites by Hilton Towson
Free daily buffet breakfast

8. Hampton Inn & Suites Baltimore/Woodlawn

Hampton Inn & Suites Baltimore/Woodlawn
2.5 star property
Woodlawn, 4.8 mi from Cheswolde
8.2 out of 10, Very Good, (1,000 reviews)
"Friendly staff and we had very comfortable stays here."
United States
Ai
$114 nightly
The price is $132
Aug 16 - Aug 17
Total with taxes and fees
Hampton Inn & Suites Baltimore/Woodlawn
Lobby

9. Hampton Inn & Suites Baltimore North/Timonium

Hampton Inn & Suites Baltimore North/Timonium
2.5 star property
6.6 mi from Cheswolde
8.8 out of 10, Excellent, (1,000 reviews)
"Pleasant staff, quiet room and clean property"
United States
William
$106 nightly
The price is $122
Aug 30 - Aug 31
Total with taxes and fees
Hampton Inn & Suites Baltimore North/Timonium
Courtyard

10. Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel
3.5 star property
5.1 mi from Cheswolde
8.4 out of 10, Very Good, (1,004 reviews)
"Very nice Hotel."
United States
Daniel
$118 nightly
The price is $136
Aug 16 - Aug 17
Total with taxes and fees
Sheraton Baltimore North Hotel
View from property

11. Inn at the Colonnade Baltimore - a DoubleTree by Hilton

Inn at the Colonnade Baltimore - a DoubleTree by Hilton
4.0 star property
4 mi from Cheswolde
8.2 out of 10, Very Good, (1,002 reviews)
"Hotel was convenient, staff was great!"
United States
Brooke
$139 nightly
The price is $163
Aug 15 - Aug 16
Total with taxes and fees
Inn at the Colonnade Baltimore - a DoubleTree by Hilton
Terrace/patio

12. Hilton Garden Inn Owings Mills

Hilton Garden Inn Owings Mills
3.0 star property
6.6 mi from Cheswolde
8.0 out of 10, Very Good, (1,002 reviews)
"Hotel was very clean. Definitely will stay here again. especially Tami at the bar. She was a sweetheart almost as good as going home when you’re treated so well."
United States
Brandan
$89 nightly
The price is $103
Aug 16 - Aug 17
Total with taxes and fees
Hilton Garden Inn Owings Mills
Terrace/patio

13. Home2 Suites by Hilton Owings Mills

Home2 Suites by Hilton Owings Mills
3.0 star property
6.1 mi from Cheswolde
8.8 out of 10, Excellent, (809 reviews)
"This is now one of my favorite hotels! Mark at the front desk was Fanta and did a great job making our stay really good!! The rooms are so spacious and clean!"
United States
Beth
$106 nightly
The price is $122
Aug 24 - Aug 25
Total with taxes and fees
Home2 Suites by Hilton Owings Mills
Front of property - evening/night

14. Holiday Inn Express Baltimore at the Stadiums by IHG

Holiday Inn Express Baltimore at the Stadiums by IHG
2.5 star property
7.1 mi from Cheswolde
8.6 out of 10, Excellent, (615 reviews)
"Parking was easy hotel was clean and breakfast was good. I will be staying again next time I’m in Baltimore"
United States
Chanel
$95 nightly
The price is $112
Aug 30 - Aug 31
Total with taxes and fees
Holiday Inn Express Baltimore at the Stadiums by IHG
Exterior

15. Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills
3.0 star property
6 mi from Cheswolde
8.2 out of 10, Very Good, (1,346 reviews)
"Great stay"
United States
Kimberly
$98 nightly
The price is $113
Aug 16 - Aug 17
Total with taxes and fees
Hyatt Place Baltimore/Owings Mills
Exterior

16. Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG
4.0 star property
6.1 mi from Cheswolde
9.2 out of 10, Wonderful, (1,063 reviews)
"Great place to stay"
United States
Lisa
$107 nightly
The price is $126
Aug 30 - Aug 31
Total with taxes and fees
Hotel Indigo Baltimore Downtown by IHG
View from property

17. Residence Inn by Marriott Baltimore Hunt Valley

Residence Inn by Marriott Baltimore Hunt Valley
3.0 star property
8.8 mi from Cheswolde
9.0 out of 10, Wonderful, (893 reviews)
"Staff was very friendly!"
United States
Deborah
$109 nightly
The price is $126
Aug 1 - Aug 2
Total with taxes and fees
Residence Inn by Marriott Baltimore Hunt Valley
Restaurant

18. Hampton Inn Baltimore/Owings Mills

Hampton Inn Baltimore/Owings Mills
2.5 star property
6.7 mi from Cheswolde
8.8 out of 10, Excellent, (1,003 reviews)
"Spacious room for wheelchair. Shower roomy. Staff was amazing, helpful, courteous."
United States
Robyn
$102 nightly
The price is $117
Aug 16 - Aug 17
Total with taxes and fees
Hampton Inn Baltimore/Owings Mills
Flat-screen TV, pay movies

19. Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre
4.0 star property
5.9 mi from Cheswolde
9.2 out of 10, Wonderful, (583 reviews)
"We LOVE you this place!"
United States
Joy
$166 nightly
The price is $192
Aug 23 - Aug 24
Total with taxes and fees
Marriott Owings Mills Metro Centre
Terrace/patio

20. Pier 5 Hotel Baltimore

Pier 5 Hotel Baltimore
3.5 star property
Inner Harbor, 7 mi from Cheswolde
8.2 out of 10, Very Good, (1,323 reviews)
"Great location"
United States
Christina
$103 nightly
The price is $121
Aug 2 - Aug 3
Total with taxes and fees
Pier 5 Hotel Baltimore
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Cheswolde

Find the best Cheswolde areas and neighborhoods for the activities you enjoy most.
A waterfront area with a distinctive white tent-like structure, a red lighthouse, and a glass pyramid.

Inner Harbor

Historic seaport with post-industrial waterfront redevelopment, the Inner Harbor offers attractions like the National Aquarium and Maryland Science Center. Easily walk to stadiums or catch a water taxi to explore nearby areas.

A grand library with multiple floors of bookshelves, ornate railings, and a central aisle.

Downtown Baltimore

Central business district meets historic charm in this neighborhood, with attractions like the National Aquarium, Maryland Science Center, and Lexington Market. Enjoy diverse dining, nightlife, and easy access to public transportation.

A calm harbor at dusk with a dock, a small boat, and a large cargo ship.

Fells Point

Historic waterfront neighborhood with a maritime vibe, Fell's Point boasts a high concentration of pubs and restaurants. Explore diverse architecture, unique shops, and reach it easily via water taxi or a short walk from the Inner Harbor.

A tall clock tower with a square base and a rounded top, surrounded by modern buildings.
Photo by Geoffrey Ball
Open Photo by Geoffrey Ball

Downtown West

While you're in Downtown West, take in top sights like Charm'tastic Mile and jump on the metro at Convention Center Station to see more of the city.

A waterfront with boats, a tall building, and grassy areas.

Harbor East

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

Top Cheswolde Hotel Reviews

Holiday Inn Express Towson - Baltimore North by IHG

Holiday Inn Express Towson - Baltimore North by IHG

10/10 Excellent
"Stay was great room was perfect"
Terry 1-night trip
Posted 1 hour ago
Holiday Inn Express Towson - Baltimore North by IHG

Frequently asked questions

What hotels in Cheswolde offer free breakfast?
For hotels in Cheswolde offering complimentary breakfast, the Quality Inn Near Pimlico Racetrack is an excellent option.

The Quality Inn Near Pimlico Racetrack provides a free continental breakfast daily, ensuring a convenient start to your day. Guests also benefit from amenities such as free WiFi and complimentary self-parking. Additionally, the hotel offers early check-in and free toiletries. It is conveniently located just 0.8 miles from the Dorothy Parker Memorial.
What are the top pet-friendly hotels in Cheswolde?
For pet-friendly accommodations in Cheswolde, consider the Quality Inn Near Pimlico Racetrack.

This hotel welcomes pets, making it a convenient choice for travelers with animal companions. Guests can also enjoy a complimentary continental breakfast, and early check-in is available for an additional fee. It is conveniently located near the Jewish Community Center of Baltimore and Pimlico Race Course.
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 complimentary breakfast, including continental options, and free toiletries, adding value to your stay. Guests also benefit from free WiFi and convenient free self-parking. The Dorothy Parker Memorial is located just 0.8 miles away, making it easily accessible.
When is the best time to go to Cheswolde?
The best times to visit Cheswolde are during the spring (April to early June) and fall (September to October) when the weather is most pleasant.

Spring in Cheswolde offers mild temperatures, blooming gardens, and comfortable conditions for outdoor activities. It's an ideal time for couples looking to enjoy leisurely strolls through residential areas or visit nearby parks without the summer heat. The foliage is fresh, and the air is crisp, making it suitable for exploring the area's natural beauty.

Fall provides similarly agreeable weather, with cooler temperatures and the added beauty of changing leaves. This season is great for travelers who appreciate scenic landscapes and outdoor exploration.
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 much is the nightly rate at a Cheswolde hotel?
Prices for hotels in Cheswolde often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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