Title: Uptown Vacation Packages & Trips 2025 from CA $367 | 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/6069637/20f1f957-57b2-426b-918e-4698f7e8214a.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Uptown Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
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-   ### 
    
    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
    
-   ### 
    
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## 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 $502

per person

Jan 10 - Jan 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.2/10 Very Good! (5,210 reviews)

The staff were helpful, my fiance and I enjoyed our experience. If you’re looking for great service Palazzo is the place for you.

Reviewed on Nov 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=14701&paandie=true&dealMarker=PHEtHAqLlHxy01HQpPCW1B2gIwvUe0ec3h2tA2t9PDv2qiARp55XUQAfQCLHosYh)

![Westgate Palace Hotel / Universal / I-Drive](https://images.trvl-media.com/lodging/1000000/110000/106200/106143/01c960b0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Palace Hotel / Universal / I-Drive

International Drive District

CA $961

per person

Jan 10 - Jan 17

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.8/10 Excellent! (1,037 reviews)

Fantastic room, just wish the wifi was a little better in the hotel. No complaints about the suite itself. Clean, safe and plenty of privacy

Reviewed on Nov 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=106143&paandie=true&dealMarker=PHEtHAqLlHxy01HQpPCW1CoC4yfkdfvydlSQs5FAsOMLLhqTss2U5WkfCumWzBzk)

![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 $918

per person

Jan 4 - Jan 11

found 1 day ago

Roundtrip flight included

Hamilton (YHM) to Orlando (MCO)

9.6/10 Exceptional! (1,019 reviews)

Really nice and clean space in the middle of Orlando. Will stay here for future Orlando vacations.

Reviewed on Nov 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-04/2026-01-11/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=19389598&paandie=true&dealMarker=PHEtHAqLlHxy01HQpPCW1Ip6KlGzg8CaBd13wcQZR7Blyp9e0gx5CkXWijawmGM0)

![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 $581

per person

Jan 11 - Jan 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

8.8/10 Excellent! (589 reviews)

We had an amazing stay at Ocean Sands! The location couldn’t be better — breakfast right on the beach with beautiful views every morning. The staff went above and beyond, and a special thank you to Julio, who was especially helpful and friendly throughout our stay. The hotel felt very safe and family-friendly, which made our trip even more enjoyable. Fantastic service, spotless rooms, and a relaxing atmosphere. Highly recommend for anyone looking for a peaceful beach escape with great hospitality

Reviewed on Nov 3, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-11/2026-01-17/?FromAirport=YYZ&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=808920&paandie=true&dealMarker=XMYFyOkJo_EzdOKM-aDwn_usSlMlPXS_9w-tEnAlfqCPEMMt7FTlzSINsZ1oyNOO)

![Margaritaville Cottages Orlando with H2O Waterpark by Vstays](https://images.trvl-media.com/lodging/36000000/35110000/35109100/35109061/0a506e54_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Margaritaville Cottages Orlando with H2O Waterpark by Vstays

CA $1,444

per person

Jan 10 - Jan 17

found 24 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

9/10 Wonderful! (1,003 reviews)

Not crowded had the run of the place

Reviewed on Oct 26, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YHM&Destination=MCO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=35109061&paandie=true&dealMarker=lRHdBbUf_-zYfnLMU51cjbMcA3QuaezKMhcwlJeY2ID6tZ3kIl61FDwI156DQ8xw)

## 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

1 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://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/res70/498000/498397-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://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 Crescent Beach and Matanzas River 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 St. Augustine Beach or Butler 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 $92

CA $103 total

Nov 13 - Nov 14

includes taxes & fees

7.6/10 Good! (1,869 reviews)

The place was charming, the room (170) was nice and accomodating, and the bed was big and fairly firm, and we slept like rocks. The tiled floor was cold and could have used a mopping, but the shower was big and worked fine. The pool was well maintained and the breakfast was good and abundant, with ...

Reviewed on Nov 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=13%2F11%2F2025&endDate=14%2F11%2F2025&selected=22456&PinnedHotelID=22456&HadPinnedHotel=true&regionId=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 $148

CA $165 total

Nov 10 - Nov 11

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

great

Reviewed on Nov 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=14483&PinnedHotelID=14483&HadPinnedHotel=true&regionId=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

Fully refundableReserve now, pay when you stay

CA $171

CA $191 total

Nov 10 - Nov 11

includes taxes & fees

9/10 Wonderful! (577 reviews)

La habitación excelente …acogedora muy bonita y confortable ,los trabajadores muy amables y dedicados ,en fin ,lo recomiendo al 100%.

Reviewed on Nov 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&selected=871240&PinnedHotelID=871240&HadPinnedHotel=true&regionId=808446908111208448)

[See all 5,572 properties in Uptown](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F11%2F2025&endDate=05%2F11%2F2025&regionId=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)

![Take a Scenic Boat Ride in St. Augustine](https://mediaim.expedia.com/localexpert/1244922/31b56555-37f8-4fda-bebf-b81a9928d80c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Take a Scenic Boat Ride in St. Augustine

CA $39

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/take-a-scenic-boat-ride-in-st-augustine.a1244922.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 $40

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/st-augustine-dolphin-and-wildlife-historical-boat-tour.a50096032.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.