Title: Gateside Vacation Packages & Trips 2026 from CA $2,581 | Expedia.ca [Hotels in Gateside](https://expedia.ca/Gateside-Hotels.d3000386427.Travel-Guide-Hotels)[Vacation Rentals in Gateside](https://expedia.ca/Gateside-Vacation-Rentals.d3000386427.Travel-Guide-VacationRentals)[Gateside Car Rentals](https://expedia.ca/Car-Rentals-In-Gateside.d3000386427.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Gateside 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 Gateside Vacation Amazing adventures await when you lock in a vacation package to Gateside. Whether you're a foodie, history enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this lively city. Searching for some sightseeing inspiration for your trip to Gateside? [Falkland Palace](https://www.expedia.ca/Falkland-Palace-Cupar.d6088449.Vacation-Attraction) and [Croft Moraig](https://www.expedia.ca/Croft-Moraig-Cupar.d553248621532494986.Vacation-Attraction) are two must-visit attractions here. Expedia has what you need to escape your routine. Tailor your vacation to Gateside to suit your travel style, whatever that may look like. ## Top Gateside Vacation Deals Price found within the past 48 hours. Click for updated prices. ![First Lasswade Road House](https://images.trvl-media.com/lodging/33000000/32120000/32117200/32117119/e47c6c1a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### First Lasswade Road House Gilmerton CA $2,581 per person May 6 - May 12 found 8 hours ago Roundtrip non-stop flight included Montreal (YUL) to Edinburgh (EDI) 7.6/10 Good! (4 reviews) ![Holyrood Aparthotel](https://images.trvl-media.com/lodging/1000000/570000/561500/561406/b927ea48_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Holyrood Aparthotel Old Town Edinburgh CA $3,160 per person May 16 - May 22 found 1 day ago Roundtrip flight included Ottawa (YOW) to Edinburgh (EDI) 8.8/10 Excellent! (1,939 reviews) We had a great 3-day stay. The apartment was very clean, fully equipped kitchen. Breakfast was very good and bed was comfy. Very close to all shops and main streets Reviewed on Jan 12, 2026 ![The Scotsman Hotel](https://images.trvl-media.com/lodging/1000000/580000/570900/570820/f4df0757_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Scotsman Hotel Old Town Edinburgh CA $4,429 per person May 19 - May 25 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Edinburgh (EDI) 9.2/10 Wonderful! (1,002 reviews) Our room was wonderful! The location was perfect! Reviewed on Feb 16, 2026 ![The Knight Residence Apartments by Mansley](https://images.trvl-media.com/lodging/1000000/530000/529500/529490/531f53bd_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Knight Residence Apartments by Mansley Old Town Edinburgh CA $3,404 per person May 16 - May 22 found 1 day ago Roundtrip flight included Ottawa (YOW) to Edinburgh (EDI) 9.6/10 Exceptional! (1,388 reviews) Had a wonderful stay staff really friendly and helpful room was really clean with all amenities you would need. Would recommend perfect place to stay home from home Reviewed on Jan 28, 2026 ![Ocean Serviced Apartments](https://images.trvl-media.com/lodging/2000000/1510000/1501500/1501439/e179fbdb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ocean Serviced Apartments Leith CA $2,735 per person May 16 - May 22 found 1 day ago Roundtrip flight included Ottawa (YOW) to Edinburgh (EDI) 9/10 Wonderful! (585 reviews) Great apartment, clean, well equipped kitchen, everything was perfect Reviewed on Jan 16, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_3000386427) ## Ready to book your vacation to Gateside? Choose your dates ## Gateside Hotel Deals ![Four Points Flex by Sheraton Dundee](https://images.trvl-media.com/lodging/25000000/24320000/24317500/24317485/b4a6e681_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points Flex by Sheraton Dundee 2 South Union Street Dundee Scotland Fully refundableReserve now, pay when you stay CA $65 CA $78 total Mar 22 - Mar 23 includes taxes & fees 9.2/10 Wonderful! (275 reviews) Yes & Yes Great place to stay Reviewed on Feb 27, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=24317485&PinnedHotelID=24317485&HadPinnedHotel=true®ionId=3000386427) ![The City Hotel](https://images.trvl-media.com/lodging/5000000/4040000/4030900/4030824/7debbac9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The City Hotel 18-20 Bridge Street Dunfermline Scotland Fully refundableReserve now, pay when you stay 8.8/10 Excellent! (1,000 reviews) Our stay from start to finish was perfect. The hotel from the entrance is clean and modern. Our bedroom was spacious and clean. Plenty Breakfast choices, and plenty of it. Staff were polite and friendly. Great location wherever you’re going in Dunfermline. Will definitely recommend, and stay here ... Reviewed on Feb 22, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=4030824&PinnedHotelID=4030824&HadPinnedHotel=true®ionId=3000386427) [](https://expedia.ca/Hotel-Search?startDate=14%2F03%2F2026&endDate=15%2F03%2F2026&selected=4030824&PinnedHotelID=4030824&HadPinnedHotel=true®ionId=3000386427) ![DoubleTree by Hilton Edinburgh - Queensferry Crossing](https://images.trvl-media.com/lodging/2000000/1160000/1153000/1152983/7c725fb0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### DoubleTree by Hilton Edinburgh - Queensferry Crossing St. Margaret's Head Dunfermline Scotland Fully refundableReserve now, pay when you stay CA $103 CA $123 total Mar 15 - Mar 16 includes taxes & fees 9.2/10 Wonderful! (901 reviews) Room was very tired and in need of TLC this really ruined our honeymoon we paid hilton prices and got a days inn of quality. Found the bar and restaurant under staffed could not get service so only used once and went elsewhere stayed 3 days and we used a days inn which was of better quality and we ... Reviewed on Feb 24, 2026 [](https://expedia.ca/Hotel-Search?startDate=15%2F03%2F2026&endDate=16%2F03%2F2026&selected=1152983&PinnedHotelID=1152983&HadPinnedHotel=true®ionId=3000386427) [See all 1,124 properties in Gateside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=01%2F03%2F2026&endDate=02%2F03%2F2026®ionId=3000386427) 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 Gateside #### Hill of Tarvit Monument You can find out about the history of Cupar with a stop at Hill of Tarvit Monument. Stroll along the seaside or visit the spas in this relaxing area. [](https://expedia.ca/Hill-Of-Tarvit-Monument-Cupar.d6088451.Vacation-Attraction) ### What to do in Gateside ![St Andrews & the Kingdom of Fife from Glasgow](https://mediaim.expedia.com/localexpert/47249493/94d9df46-d338-435e-a725-a8644ba0924e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St Andrews & the Kingdom of Fife from Glasgow CA $109 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/st-andrews-the-kingdom-of-fife-from-glasgow.a47249493.activity-details) ![St Andrews, Falkland & the East Neuk of Fife Full-Day Tour](https://mediaim.expedia.com/localexpert/256536/da061e12-25b8-49ab-a42a-ba9d8e67bc1a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St Andrews, Falkland & the East Neuk of Fife Full-Day Tour CA $105 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/st-andrews.a256536.activity-details) ![From Edinburgh: St. Andrews and Whisky Tour](https://mediaim.expedia.com/localexpert/50124066/60bf716f-207a-496c-818d-988fa785265c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Edinburgh: St. Andrews and Whisky Tour (Small Group) CA $121 per adult [](https://expedia.ca/things-to-do/from-edinburgh-st-andrews-and-whisky-tour-small-group.a50124066.activity-details) [See all activities in Gateside](https://expedia.ca/things-to-do/search?rid=3000386427) ## 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