Title: 5 Stars Hotels in Cheswolde, Baltimore from CA $201 - Find Cheap Cheswolde Hotels With 5 Stars | Expedia.ca [Cheswolde Travel Guide](https://expedia.ca/Baltimore-Cheswolde.dx89109)[Vacation Rentals in Baltimore](https://expedia.ca/Baltimore-Vacation-Rentals.d178235.Travel-Guide-VacationRentals)[Flights to Baltimore](https://expedia.ca/Cheap-Flights-To-Baltimore.d178235.Travel-Guide-Flights)[Things to do in Baltimore](https://expedia.ca/Things-To-Do-In-Baltimore.d178235.Travel-Guide-Activities)[Cheswolde Car Rentals](https://expedia.ca/Car-Rentals-In-Cheswolde.d89109.Car-Rental-Guide)[Cheswolde Vacations](https://expedia.ca/Cheswolde.d89109.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # 5 Stars Hotels in Cheswolde, Baltimore from CA $201 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Cheswolde 5 Star Hotels Tonight [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=89109&startDate=2025-09-28&endDate=2025-09-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 29 - Sep 30](https://www.expedia.ca/Hotel-Search?regionId=89109&startDate=2025-09-29&endDate=2025-09-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=89109&startDate=2025-10-03&endDate=2025-10-05&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=89109&startDate=2025-10-10&endDate=2025-10-12&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cheswolde 5 Star Hotels ![Terrace/patio](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/8ec03773.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 7:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/3f481889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Couples treatment rooms, sauna, body treatments, aromatherapy](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/10587da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/5000000/4610000/4603200/4603198/7d244de1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Four Seasons Hotel Baltimore Harbor East 9.6/10 Exceptional (907) "My stay was amazing! Great hotel and staff." CA $641 CA $753 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Baltimore-Hotels-Four-Seasons-Hotel-Baltimore.h4603198.Hotel-Information) ![Seasonal outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/45fde7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/658d4a6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/af277faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/11ca06dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pendry Baltimore Fells Point 9.4/10 Exceptional (1007) "A fantastic hotel. Great location, pool, services, food, and rooms. One of our best hotel stays in years." CA $518 CA $666 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Baltimore-Hotels-Sagamore-Pendry-Baltimore.h17395897.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/5d60937f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/ea91896c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/aa4c2988.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/10000000/9350000/9343300/9343273/6ae1d890.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ivy Hotel Midtown 10/10 Exceptional (186) "A true luxurious experience " CA $849 CA $998 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Baltimore-Hotels-The-Ivy-Hotel.h9343273.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Cheswolde-Baltimore-Hotels.s50-n89109-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Cheswolde-Baltimore-Hotels.s50-n89109-0.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Cheswolde. ![Hyatt Regency Baltimore Inner Harbor](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/50c62e4f_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hyatt Regency Baltimore Inner Harbor 300 Light Street, Baltimore, MD CA $235 CA $277 total Oct 12 - Oct 13 includes taxes & fees 8.2/10 Very Good! (1,821 reviews) [](https://expedia.ca/Baltimore-Hotels-Hyatt-Regency-Baltimore-Inner-Harbor.h9379.Hotel-Information) ![Renaissance Baltimore Harborplace Hotel](https://images.trvl-media.com/lodging/1000000/10000/10000/9973/26332e58_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Renaissance Baltimore Harborplace Hotel 202 E Pratt St, Baltimore, MD CA $224 CA $263 total Oct 19 - Oct 20 includes taxes & fees 8.4/10 Very Good! (2,380 reviews) [](https://expedia.ca/Baltimore-Hotels-Renaissance-Baltimore-Harborplace-Hotel.h9973.Hotel-Information) ![Hotel Indigo Baltimore Downtown by IHG](https://images.trvl-media.com/lodging/1000000/20000/11000/10902/b86111a5_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hotel Indigo Baltimore Downtown by IHG 24 West Franklin Street, Baltimore, MD CA $164 CA $201 total Oct 5 - Oct 6 includes taxes & fees 9/10 Wonderful! (1,003 reviews) [](https://expedia.ca/Baltimore-Hotels-Hotel-Indigo-Baltimore-Downtown.h10902.Hotel-Information) Still don't see what you're looking for? [See all properties in Cheswolde.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50&star=50&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=29%2F09%2F2025&endDate=30%2F09%2F2025®ionId=89109&star=50&star=50&amenities=WATER_PARK) 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. ## Top Cheswolde Hotel Reviews ## Find out more about Cheswolde ## Five Star Hotels in Cheswolde There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Cheswolde so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Cheswolde and get ready to be pampered like never before. #### Get a Great Deal on 5-Star Hotels in Cheswolde Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places. Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town. #### Make Your Escape to Cheswolde The results are in, and Cheswolde 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Cheswolde! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Cheswolde today and settle down in the lap of luxury tomorrow. ## Frequently asked questions ### How much does it cost to stay in a 5-star hotel in Cheswolde? > There are various pricing options for 5-star hotels in Cheswolde on Expedia. The amount you pay will depend on when you plan to travel, trip length and other factors. Compare available accommodations for your chosen dates and make use of our pricing and other filters to land the perfect luxury stay. > > > > - Search for the lowest price per night from CA $201 ### What makes a hotel 5 stars in Cheswolde? > From fine dining restaurants and fitness centres to pools and luxury bedding, the 5-star experience in Cheswolde is all about indulgence and comfort. But it takes more than just top-notch amenities to receive a 5-star rating. Hotels must also provide extraordinary guest-centric services like beauty treatments, on-site laundry and a nightly turn-down service. ### Are there any 5-star all-inclusive resorts in Cheswolde? > Use our filter tool to find a luxurious escape in Cheswolde where everything you need is included. From there, refine your results for properties that have a 5-star rating and are deemed "All inclusive." The main thing to look forward to at these stays? 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