Title: Dagsboro Vacation Packages & Trips 2026 from CA $577 | Expedia.ca [Hotels in Dagsboro](https://expedia.ca/Dagsboro-Hotels.d3000430684.Travel-Guide-Hotels)[Vacation Rentals in Dagsboro](https://expedia.ca/Dagsboro-Vacation-Rentals.d3000430684.Travel-Guide-VacationRentals)[Dagsboro Car Rentals](https://expedia.ca/Car-Rentals-In-Dagsboro.d3000430684.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Dagsboro 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 Dagsboro Vacation Our Dagsboro vacation packages let you customize your own adventure. Tailor your getaway to your interests and needs and make the most of your time in this fabulous city. You'll want to go sightseeing during your trip to Dagsboro. Find time for big-name attractions such as [Baywood Greens Golf Course](https://www.expedia.ca/Baywood-Greens-Golf-Course-Millsboro.d553248621532662374.Vacation-Attraction), [Nanticoke Indian Museum](https://www.expedia.ca/Nanticoke-Indian-Museum-Millsboro.d6298915.Vacation-Attraction) and [2nd Time Designs](https://www.expedia.ca/2nd-Time-Designs-Millsboro.d553248621532662397.Vacation-Attraction). Don't delay exploring this city any longer. Your ultimate Dagsboro vacation is a couple of clicks away with Expedia. ## Top Dagsboro Vacation Deals Price found within the past 48 hours. Click for updated prices. ![ICONA Diamond Beach](https://images.trvl-media.com/lodging/2000000/1750000/1742000/1741910/278f6885_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### ICONA Diamond Beach Diamond Beach CA $577 per person Mar 9 - Mar 12 found 13 hours ago Roundtrip flight included Toronto (YTO) to Cape May (WWD) 9.4/10 Exceptional! (1,000 reviews) Excellent visit Thank you! Reviewed on Feb 3, 2026 ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Grand Hotel Ocean City Oceanfront Downtown Ocean City CA $641 per person Mar 21 - Mar 23 found 20 hours ago Roundtrip flight included Toronto (YYZ) to Salisbury (SBY) 9/10 Wonderful! (3,316 reviews) The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views. Reviewed on Feb 1, 2026 ## Ready to book your vacation to Dagsboro? Choose your dates ## Dagsboro Hotel Deals ![Princess Royale Oceanfront Resort](https://images.trvl-media.com/lodging/1000000/30000/22000/21981/b0fe2b94_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Princess Royale Oceanfront Resort Oceanfront on 91st Street Ocean City MD Fully refundable CA $117 CA $151 total Feb 9 - Feb 10 includes taxes & fees 8.6/10 Excellent! (2,326 reviews) Staff was friendly and helpful room was spacious Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&selected=21981&PinnedHotelID=21981&HadPinnedHotel=true®ionId=3000430684) ![Hyatt Place Ocean City / Oceanfront](https://images.trvl-media.com/lodging/24000000/23520000/23511900/23511859/w3837h2557x3y4-d297081d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Place Ocean City / Oceanfront 1 16th Street Ocean City MD Fully refundableReserve now, pay when you stay CA $115 CA $129 total Feb 15 - Feb 16 includes taxes & fees 9/10 Wonderful! (1,575 reviews) The staff were very courteous. The room was mostly clean (under the dresser was very dusty, and there was lots of trash), but otherwise the views were great, and the room was very comfortable. If I have the chance, I will return. Reviewed on Feb 3, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=23511859&PinnedHotelID=23511859&HadPinnedHotel=true®ionId=3000430684) ![Grand Hotel Ocean City Oceanfront](https://images.trvl-media.com/lodging/1000000/810000/800800/800771/35e46ff3_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grand Hotel Ocean City Oceanfront 2100 N Baltimore Ave Ocean City MD Fully refundableReserve now, pay when you stay 9/10 Wonderful! (3,435 reviews) The only place we stay when we go to Ocean City. Great location, plenty of parking, friendly staff, good food, 2 arcade areas! On the boardwalk, far enough from the inlet crowds, but a nice walk. Great beach location & views. Reviewed on Feb 1, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=800771&PinnedHotelID=800771&HadPinnedHotel=true®ionId=3000430684) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=800771&PinnedHotelID=800771&HadPinnedHotel=true®ionId=3000430684) [See all 13,173 properties in Dagsboro](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=3000430684) 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) ## 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