Title: Shady Side Vacation Packages & Trips 2026 from CA $752 | Expedia.ca [Hotels in Shady Side](https://expedia.ca/Shady-Side-Hotels.d6264943.Travel-Guide-Hotels)[Vacation Rentals in Shady Side](https://expedia.ca/Shady-Side-Vacation-Rentals.d6264943.Travel-Guide-VacationRentals)[Flights to Shady Side](https://expedia.ca/Cheap-Flights-To-Shady-Side.d6264943.Travel-Guide-Flights)[Shady Side Car Rentals](https://expedia.ca/Car-Rentals-In-Shady-Side.d6264943.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Shady Side Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Shady Side Vacation Take the stress out of travel planning by booking a Shady Side vacation package. One of the best neighborhoods to base yourself in this vibrant city is Deale Beach, which is good for walking and a lot more. [Shadyside Park](https://www.expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction), [Franklin Point State Park](https://www.expedia.ca/Franklin-Point-State-Park-Churchton.d637198049905790976.Vacation-Attraction) and [Galesville Heritage Museum](https://www.expedia.ca/Galesville-Heritage-Museum-Galesville.d6263317.Vacation-Attraction) are just some of the attractions you'll want to explore during your trip to Shady Side. That dream Shady Side vacation is clicks away. Explore flights, hotels and more on Expedia for an adventure that's tailored to suit your style. ## Top Shady Side Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Beacon Hotel & Corporate Quarters](https://images.trvl-media.com/lodging/1000000/10000/7100/7069/0681397f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beacon Hotel & Corporate Quarters Downtown Washington D.C. CA $752 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 7.6/10 Good! (1,027 reviews) The check in was easy and the room was amazing. I loved the shower and bathroom. Staff were friendly and helpful. Reviewed on Mar 29, 2026 ![Eurostars Saint Gregory Dupont Circle Georgetown](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eurostars Saint Gregory Dupont Circle Georgetown Downtown Washington D.C. CA $1,039 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 8.6/10 Excellent! (1,008 reviews) Clean. Friendly staff. Great location. Room was clean. Bed was comfy. Bar and restaurant on site. My only complaint was the shower head wasn’t the best and the air/heat was loud. But that is being picky. Would definitely stay again. Reviewed on Mar 30, 2026 ![Hilton Arlington National Landing](https://images.trvl-media.com/lodging/1000000/40000/34400/34349/w3836h2557x4y3-469ee507_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Arlington National Landing Crystal City CA $829 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 8.8/10 Excellent! (753 reviews) Great service Great Hotel Reviewed on Mar 29, 2026 ![Sofitel Washington DC Lafayette Square](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/4877e6b4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sofitel Washington DC Lafayette Square Downtown Washington D.C. CA $885 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 9/10 Wonderful! (1,153 reviews) Really nice hotel and near the main turist attractions Reviewed on Apr 1, 2026 ![Glover Park - Georgetown](https://images.trvl-media.com/lodging/1000000/10000/10000/9927/78a87f98_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Glover Park - Georgetown Northwest CA $800 per person Jun 11 - Jun 15 found 1 day ago Roundtrip flight included Toronto (YYZ) to Washington (DCA) 8.8/10 Excellent! (2,845 reviews) Staff was lovely. The hotel and rooms are pretty tired. Overall it was fine, just could use some updating. Reviewed on Mar 29, 2026 ## Ready to book your vacation to Shady Side? Choose your dates ## Shady Side Hotel Deals ![DoubleTree by Hilton Hotel Largo/Washington DC](https://images.trvl-media.com/lodging/1000000/30000/21500/21463/5fc0ae09_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel Largo/Washington DC 9100 Basil Court Upper Marlboro MD Fully refundableReserve now, pay when you stay CA $159 CA $179 total Apr 26 - Apr 27 includes taxes & fees 8.2/10 Very Good! (1,001 reviews) It was a very nice area. The staff were super nice and welcoming. Rooms was okay but definitely needs an update but it’s still good. We had a proble with the sink and maintenance came and fixed it right away. Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=21463&PinnedHotelID=21463&HadPinnedHotel=true®ionId=6264943) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Graduate by Hilton Annapolis 126 West St Annapolis MD Fully refundableReserve now, pay when you stay CA $278 CA $317 total Apr 19 - Apr 20 includes taxes & fees 9.4/10 Exceptional! (1,005 reviews) The room was clean and comfortable. The hotel was decorated with a fun nautical theme. The location is excellent and close to dining and shopping. Reviewed on Mar 31, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true®ionId=6264943) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Historic Inns of Annapolis 58 State Circle Annapolis MD CA $180 CA $253 total Apr 19 - Apr 20 includes taxes & fees 9/10 Wonderful! (1,875 reviews) Used the valet at the hotel. The service was excellent. Reviewed on Apr 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true®ionId=6264943) [See all 1,181 properties in Shady Side](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F04%2F2026&endDate=03%2F04%2F2026®ionId=6264943) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Shady Side #### Shadyside Park Explore the great outdoors at Shadyside Park, a lovely green space in Shady Side. Stroll along the area's waterfront, or simply savor its top-notch restaurants. [](https://expedia.ca/Shadyside-Park-Shady-Side.d6263308.Vacation-Attraction) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app