Title: Uptown Vacation Packages | Holiday Packages & Trips 2026/2026 from CA $463 Expedia.ca [Uptown Travel Guide](https://expedia.ca/St-Augustine-Uptown.dx808446908111208448)[Hotels in Uptown](https://expedia.ca/Uptown-St-Augustine-Hotels.0-n808446908111208448-0.Travel-Guide-Filter-Hotels)[Flights to St. Augustine](https://expedia.ca/Cheap-Flights-To-St-Augustine.d6047864.Travel-Guide-Flights)[Things to do in St. Augustine](https://expedia.ca/Things-To-Do-In-St-Augustine.d6047864.Travel-Guide-Activities)[Uptown Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown.d808446908111208448.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6047864/6e338ea5-5269-4c28-bc77-41d2744c033b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Uptown Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Jeff White - ## 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 ## Top Holiday Package Deals in Uptown Price found within the past 48 hours. Click for updated prices. ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/de0795f9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Lakeside Hotel CA $463 per person Feb 10 - Feb 13 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 8.2/10 Very Good! (5,145 reviews) Beautiful place to stay. Reviewed on Dec 14, 2025 ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/bd08ea58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Towers Resort CA $1,053 per person Jan 21 - Jan 28 found 1 day ago Roundtrip non-stop flight included Halifax (YHZ) to Orlando (MCO) 8.6/10 Excellent! (1,002 reviews) Overall amazing stay. Enjoyed the free amenities at the sister property as well Reviewed on Dec 10, 2025 ![The Delaney Hotel](https://images.trvl-media.com/lodging/20000000/19390000/19389600/19389598/ceba7f1d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Delaney Hotel South Orange CA $1,074 per person Jan 31 - Feb 7 found 1 day ago Roundtrip non-stop flight included Edmonton (YEG) to Orlando (MCO) 9.6/10 Exceptional! (1,002 reviews) I absolutely enjoyed my stay! Staff was friendly, always cheerful, and always helpful. I will definitely be back. Reviewed on Dec 15, 2025 ![Ocean Sands Beach Boutique Inn - 1 Acre Private Beach](https://images.trvl-media.com/lodging/1000000/810000/809000/808920/65d99be5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Sands Beach Boutique Inn - 1 Acre Private Beach Vilano Beach CA $944 per person Feb 21 - Feb 28 found 23 hours ago Roundtrip non-stop flight included Toronto (YYZ) to Orlando (MCO) 8.8/10 Excellent! (645 reviews) Very clean and courteous staff! Reviewed on Dec 14, 2025 ![Westgate Cocoa Beach Resort](https://images.trvl-media.com/lodging/1000000/860000/852400/852306/4cd366f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Cocoa Beach Resort CA $1,748 per person Feb 22 - Mar 1 found 1 day ago Roundtrip non-stop flight included Hamilton (YHM) to Orlando (MCO) 8.8/10 Excellent! (500 reviews) No Beach view but beach is an10m walk so not too bad. Beach chairs falling apart. The pools and tiki bar were awesome. The two room suite was okay and for the most part pretty clean. But there were some dead bugs which is not what I expected for the price point. Reviewed on Nov 6, 2025 ## Where to stay in Uptown Find the best Uptown areas and neighborhoods for the activities you enjoy most. [Learn more about Uptown](https://expedia.ca/St-Augustine-Uptown.dx808446908111208448) ![Cathedral Basilica of St. Augustine showing heritage elements and a church or cathedral](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/109000/109443-St-Augustine.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### St. Augustine Historic District 2 out of top 10 points of interest in this area 4.5/5(12 area reviews) Explore the colonial heart of St. Augustine, featuring narrow streets and landmarks like Castillo de San Marcos and Cathedral Basilica. Discover the city's oldest residences, such as the González–Alvarez House. [Find hotel + flight trips in St. Augustine Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=St.%20Augustine%20Historic%20District&DestID=6339215&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/498000/498397-downtown-historic-district-st-augustine.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Historic District 3 out of top 10 points of interest in this area If you're spending some time in Downtown Historic District, Lightner Museum and Ponce de Leon Hotel are top sights worth seeing. [Find hotel + flight trips in Downtown Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Historic%20District&DestID=553248635976481559&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/1/33c702b549f1b16faaac105fbaacc788.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Vilano Beach 1 out of top 10 points of interest in this area 4/5(5 area reviews) Vilano Beach is beloved for its stunning beaches. Take some time to explore sights in the area like Vilano Beach and Castle Otttis. [Find hotel + flight trips in Vilano Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Vilano%20Beach&DestID=602749&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/493000/493400-crescent-beach.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Crescent Beach Crescent Beach is known for its beaches, and you can plan a trip to Fort Matanzas National Monument and Crescent Beach while you're in town. [Find hotel + flight trips in Crescent Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Crescent%20Beach&DestID=6287330&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://mediaim.expedia.com/destination/9/4c3473102863edf75cad1bd53f1b34b3.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Butler Beach 5/5(1 area review) Butler Beach is popular for its beaches, and if you're looking for more to see and do, you might think about a trip to Butler Beach or St. Augustine Beach. [Find hotel + flight trips in Butler Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Butler%20Beach&DestID=553248623742714750&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Uptown Hotel Deals ![Villa 1565](https://images.trvl-media.com/lodging/1000000/30000/22500/22456/adb6ae6a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Villa 1565 137 San Marco Ave St. Augustine FL Fully refundableReserve now, pay when you stay CA $101 CA $112 total Jan 11 - Jan 12, 2026 includes taxes & fees 7.6/10 Good! (1,913 reviews) We stayed for two-nights. Although the establishment has been there for a while, the place was updated inside the room and it was very clean! We enjoyed the huge shower space too! The location is very quiet in the evening after the trolley cars are done for the day. It was only 10 to 15 minute walk ... Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=22456&PinnedHotelID=22456&HadPinnedHotel=true®ionId=808446908111208448) ![Hampton Inn St. Augustine Downtown Historic District](https://images.trvl-media.com/lodging/1000000/880000/871300/871240/de55622b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn St. Augustine Downtown Historic District 1302 N Ponce De Leon Blvd St. Augustine FL CA $168 CA $188 total Jan 11 - Jan 12, 2026 includes taxes & fees 9/10 Wonderful! (645 reviews) The room was very nice, comfortable and clean. The hotel staff was courteous Reviewed on Dec 14, 2025 [](https://expedia.ca/Hotel-Search?startDate=11%2F01%2F2026&endDate=12%2F01%2F2026&selected=871240&PinnedHotelID=871240&HadPinnedHotel=true®ionId=808446908111208448) ![DoubleTree by Hilton Hotel St. Augustine Historic District](https://images.trvl-media.com/lodging/1000000/20000/14500/14483/135b7fed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Hotel St. Augustine Historic District 116 San Marco Ave St. Augustine FL Fully refundableReserve now, pay when you stay CA $186 CA $208 total Jan 14 - Jan 15, 2026 includes taxes & fees 8.6/10 Excellent! (1,005 reviews) Clean Reviewed on Dec 9, 2025 [](https://expedia.ca/Hotel-Search?startDate=14%2F01%2F2026&endDate=15%2F01%2F2026&selected=14483&PinnedHotelID=14483&HadPinnedHotel=true®ionId=808446908111208448) [See all 5,539 properties in Uptown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=808446908111208448) 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) ### Things to do ![Yoda and R2-D2 from Star Wars at Potter's Wax Museum in St. Augustine](https://mediaim.expedia.com/localexpert/329798/94aba74f-8536-45e8-851d-2555348a97f0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Potter's Wax Museum CA $24 per adult **96%** of travellers recommend [](https://expedia.ca/things-to-do/potters-wax-museum.a329798.activity-details) ![St. Augustine: Dolphin and Wildlife Historical Boat Tour](https://mediaim.expedia.com/localexpert/50096032/e843c443-83b1-46be-b99e-4d2da922306f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Augustine: Dolphin and Wildlife Historical Boat Tour CA $41 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/st-augustine-dolphin-and-wildlife-historical-boat-tour.a50096032.activity-details) ![Adventure Boat Tours - One Hour Dolphin/Eco/History/Sightseeing Boat Tour](https://mediaim.expedia.com/localexpert/4807900/139bbe0a-9db4-49c1-9c1c-ace60df579a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Adventure Boat Tours Dolphin Tails & History Cruise St Augustine CA $54 per adult [](https://expedia.ca/things-to-do/adventure-boat-tours-dolphin-tails-history-cruise-st-augustine.a4807900.activity-details) [See all activities in St. Augustine](https://expedia.ca/things-to-do/search?rid=808446908111208448) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.