Title: Visit Pitlessie: 2026 Travel Guide for Pitlessie, Cupar | Expedia.com [Hotels in Pitlessie](https://expedia.com/Pitlessie-Hotels.d3000385504.Travel-Guide-Hotels)[Vacation Rentals in Pitlessie](https://expedia.com/Pitlessie-Vacation-Rentals.d3000385504.Travel-Guide-VacationRentals)[Car Rentals in Pitlessie](https://expedia.com/Car-Rentals-In-Pitlessie.d3000385504.Car-Rental-Guide)[Pitlessie Vacation Packages](https://expedia.com/Pitlessie.d3000385504.Destination-Travel-Guides) # Pitlessie ## Travel Guide ![Pitlessie The village seen from Cults Hill. The former maltings are easy to identify towards the right of the photograph, and the white village inn stands out to the left.](https://images.trvl-media.com/place/11242/3b285560-2b1f-40b7-a044-4f2a894046f5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Pitlessie The village seen from Cults Hill. The former maltings are easy to identify towards the right of the photograph, and the white village inn stands out to the left.](https://images.trvl-media.com/place/11242/3b285560-2b1f-40b7-a044-4f2a894046f5.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Railway, Ballomill. The railway connecting the Forth and Tay Bridges.](https://images.trvl-media.com/place/11242/a1f2d927-fd4e-4e88-bfef-df575b20b7ce.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) [Photo](https://images.trvl-media.com/place/11242/a1f2d927-fd4e-4e88-bfef-df575b20b7ce.jpg) by [Richard Webb](https://www.geograph.org.uk/profile/196) ([Creative Commons Attribution-Share Alike 2.0](https://creativecommons.org/licenses/by-sa/2.0)) ![Cattle near Priestfield With the Lomond Hills in the background.](https://images.trvl-media.com/place/11242/97051f7e-bcd9-41b2-a2f6-14ee24f23dab.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit Pitlessie Things to do ![](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.com/deals?rfrr=DX_SPRING_PROMO_3000385504) - Pitlessie Hotel Deals - Vacation Rentals in Pitlessie ![Apex City Quay Hotel & Spa](https://images.trvl-media.com/lodging/1000000/900000/897400/897382/550c8aed_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Apex City Quay Hotel & Spa 1 West Victoria Dock Road Dundee Scotland $75 nightly $90 total Mar 15 - Mar 16 Total with taxes and fees Book a stay at this spa hotel in Dundee. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in ... 9.2/10 Wonderful! (1,252 reviews) Very friendly staff, lovely location Reviewed on Mar 9, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=897382&PinnedHotelID=897382&HadPinnedHotel=true®ionId=3000385504) ![Four Points Flex by Sheraton Dundee](https://images.trvl-media.com/lodging/25000000/24320000/24317500/24317485/d34eba32_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Four Points Flex by Sheraton Dundee 2 South Union Street Dundee Scotland $47 nightly $56 total Mar 22 - Mar 23 Total with taxes and fees Stay at this hotel in Dundee. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our ... 9.2/10 Wonderful! (284 reviews) Xx Reviewed on Mar 8, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F22%2F2026&endDate=3%2F23%2F2026&selected=24317485&PinnedHotelID=24317485&HadPinnedHotel=true®ionId=3000385504) ![Dean Park Hotel](https://images.trvl-media.com/lodging/3000000/2800000/2794000/2793944/b93fa333_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Dean Park Hotel Dean Park Drive, Chapel Level Kirkcaldy Scotland $64 nightly $77 total Apr 10 - Apr 11 Total with taxes and fees Book a stay at this business-friendly hotel in Kirkcaldy. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ... 8.8/10 Excellent! (684 reviews) High recommended Reviewed on Mar 8, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F10%2F2026&endDate=4%2F11%2F2026&selected=2793944&PinnedHotelID=2793944&HadPinnedHotel=true®ionId=3000385504) [See all 1,786 properties in Pitlessie](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=3%2F11%2F2026&endDate=3%2F12%2F2026®ionId=3000385504) 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. ![The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews](https://images.trvl-media.com/lodging/120000000/119350000/119346000/119345966/7d00adb6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Maltings at Pitlessie House: a stunning barn conversion 12m from St Andrews Pitlessie Scotland Book a stay at this family-friendly vacation home in Cupar. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Scottish Deer Centre and ... 10/10 Exceptional! (2 reviews) Great house, very comfortable, clean, high standard of amenities, modern and warm. Ideal for our family get together for 12 people. Great communication from host, can't fault it. Reviewed on Oct 26, 2025 [](https://expedia.com/Cupar-Hotels-The-Maltings-At-Pitlessie-House-A-Stunning-Barn-Conversion-12m-From-St-Andrews.h119345966.Hotel-Information) ![THE SPACE TO STAY APARTHOTEL](https://images.trvl-media.com/lodging/109000000/108550000/108543600/108543529/5ba87622_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### THE SPACE TO STAY APARTHOTEL Kilrymont Rd. St. Andrews Scotland Stay at this apartment in St. Andrews. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Old Course at St Andrews and East Sands ... [](https://expedia.com/St-Andrews-Hotels-SPACE-To-Stay.h108543529.Hotel-Information) ![No1. Apartments & Bedrooms St Andrews - St Mary’s](https://images.trvl-media.com/lodging/52000000/51860000/51853900/51853845/e296977f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### No1\. Apartments & Bedrooms St Andrews - St Mary’s Inchcape house-Saint Marys Place St. Andrews Scotland Stay at this apartment in St. Andrews. Enjoy free WiFi, a garden, and premium bedding. Popular attractions Old Course at St Andrews and St Andrews Wine Company ... 9.6/10 Exceptional! (231 reviews) The whole house is very clean. Looks like it's newly renovated. It will be great if they can provide tissue paper in the living area It's strategically location, close to everything.. I would definitely stay here if l should visit St Andrews again Reviewed on Feb 27, 2026 [](https://expedia.com/St-Andrews-Hotels-No1-Apartments-St-Andrews.h51853845.Hotel-Information) [See all properties in Pitlessie](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=3000385504&sort=VACATION_RENTAL) 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. ## Check Pitlessie hotel availability [Tonight ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=2026-03-10&endDate=2026-03-11)[Mar 10 - Mar 11](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=2026-03-10&endDate=2026-03-11) [Tomorrow night ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=2026-03-11&endDate=2026-03-12)[Mar 11 - Mar 12](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=2026-03-11&endDate=2026-03-12) [This weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026)[Mar 13 - Mar 15](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=3%2F13%2F2026&endDate=3%2F15%2F2026) [Next weekend ](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026)[Mar 20 - Mar 22](https://expedia.com/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=3000385504&startDate=3%2F20%2F2026&endDate=3%2F22%2F2026) ### Popular places to visit ![Hunting Lodge of the Stuart Dynasty.. Falkland; Fife; Scotland.](https://images.trvl-media.com/place/6084846/58d1c112-d5f4-49dc-8b2e-6c0ae8d5c566.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Falkland Palace 4/5(1 review) Find out about the history of Falkland when you take a trip to Falkland Palace. Check out the top-notch restaurants or lively bars in this relaxing area. [](https://expedia.com/Falkland-Palace-Cupar.d6088449.Vacation-Attraction) ![Cheeky owl](https://images.trvl-media.com/place/553248621561944646/536ab466-a0e9-4b5f-9454-e30bf7d69731.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Scottish Deer Centre Visit the native and exotic animals who call The Scottish Deer Centre home during your travels in Cupar. Check out the spas and top-notch restaurants in this walkable area. [](https://expedia.com/The-Scottish-Deer-Centre-Cupar.d553248621561944646.Vacation-Attraction) #### Fife Coastal Path You can take time to visit Fife Coastal Path during your travels to Cupar. Discover the countryside in this quaint area. [](https://expedia.com/Fife-Coastal-Path-Cupar.d644089967195185152.Vacation-Attraction) #### Backhouse Rossie Estate After visiting Backhouse Rossie Estate, make a plan to see the other sights and activities in Cupar. Discover the countryside in this quaint area. [](https://expedia.com/Backhouse-Rossie-Estate-Cupar.d817722133161439232.Vacation-Attraction) #### Lindores Abbey Find out about the history of Cupar with a stop at Lindores Abbey. Check out the top-notch restaurants or lively bars in this trendy area. [](https://expedia.com/Lindores-Abbey-Cupar.d6088457.Vacation-Attraction) #### Raptor World Interactive Enjoy an outing to Raptor World Interactive during your stay in Cupar. Make time for the spas and golf courses in this relaxing area. [](https://expedia.com/Raptor-World-Interactive-Cupar.d553248621561944645.Vacation-Attraction) ### Things to do ![Swilken Bridge](https://mediaim.expedia.com/localexpert/840811/7298497e-e4d7-440c-b6f9-6b76e3a9455b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Edinburgh: St Andrews & The Fishing Villages of Fife $72 per adult **94%** of travellers recommend [](https://expedia.com/things-to-do/edinburgh-st-andrews-the-fishing-villages-of-fife.a840811.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 $76 per adult **80%** of travellers recommend [](https://expedia.com/things-to-do/st-andrews.a256536.activity-details) ![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 $80 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/st-andrews-the-kingdom-of-fife-from-glasgow.a47249493.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) $88 per adult [](https://expedia.com/things-to-do/from-edinburgh-st-andrews-and-whisky-tour-small-group.a50124066.activity-details) ![Perth: Guided Food Walking Tour](https://mediaim.expedia.com/localexpert/47910102/282b8504-0e3b-46a9-920e-a9d9cb2fe7a8.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Perth: Guided Food Walking Tour $94 per adult [](https://expedia.com/things-to-do/perth-guided-food-walking-tour.a47910102.activity-details) ![St Andrews Must-Sees Daily Walking Tour](https://mediaim.expedia.com/localexpert/1058863/3ba53bda-d0bb-43ce-b62d-7ffd831a8ebc.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St Andrews Must-Sees Daily Walking Tour (11am & 2pm) $20 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/st-andrews-must-sees-daily-walking-tour-11am-2pm.a1058863.activity-details) [See all activities in Pitlessie](https://expedia.com/Things-To-Do-In-Pitlessie.d3000385504.Travel-Guide-Activities) ## Cities near Pitlessie ![Scenic landscape view of rollimg hills and pastoral countryside farmland in Moonzie near Cupar in Fife, Scotland, UK.](https://images.trvl-media.com/place/11242/0fa8ff5a-9906-4637-b811-658a668218ac.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cupar - Cities near Pitlessie - Places of interest [Cupar](https://expedia.com/Cupar.dx11242) - [Old Course at St Andrews ](https://expedia.com/Old-Course-At-St-Andrews-St-Andrews.d553248621533021785.Vacation-Attraction) - [University of St. Andrews ](https://expedia.com/University-Of-St-Andrews-St-Andrews.d6088417.Vacation-Attraction) - [Scone Palace ](https://expedia.com/Scone-Palace-Perth.d6088493.Vacation-Attraction) - [St. Andrews Links ](https://expedia.com/St-Andrews-Links-St-Andrews.d6088421.Vacation-Attraction) - [St. Andrew's Cathedral ](https://expedia.com/St-Andrews-Cathedral-St-Andrews.d6088415.Vacation-Attraction) - [Muirfield Golf Course ](https://expedia.com/Muirfield-Golf-Course-Edinburgh.d6092699.Vacation-Attraction) - [V&A Dundee ](https://expedia.com/VA-Dundee-Dundee.d553248635921054428.Vacation-Attraction) - [Elie Beach ](https://expedia.com/Elie-Beach-Leven.d6088447.Vacation-Attraction) - [City Square ](https://expedia.com/City-Square-Dundee.d6088563.Vacation-Attraction) - [Perth Concert Hall ](https://expedia.com/Perth-Concert-Hall-Perth.d553248621532494981.Vacation-Attraction) - [St Andrews Bay ](https://expedia.com/St-Andrews-Bay-St-Andrews.d553248621563222929.Vacation-Attraction) - [Perth Racecourse ](https://expedia.com/Perth-Racecourse-Perth.d553248622784749646.Vacation-Attraction) - [Loch Leven Castle ](https://expedia.com/Loch-Leven-Castle-Kinross.d6088387.Vacation-Attraction) - [Discovery Point ](https://expedia.com/Discovery-Point-Dundee.d6088583.Vacation-Attraction) - [Falkland Palace ](https://expedia.com/Falkland-Palace-Cupar.d6088449.Vacation-Attraction) - [The Fife Coastal Path ](https://expedia.com/The-Fife-Coastal-Path-St-Andrews.d783817972812046336.Vacation-Attraction) - [St. Andrew's Castle ](https://expedia.com/St-Andrews-Castle-St-Andrews.d6088419.Vacation-Attraction) - [Royal & Ancient Golf Club of St. Andrews ](https://expedia.com/Royal-Ancient-Golf-Club-Of-St-Andrews-St-Andrews.d553248621532495088.Vacation-Attraction) - [Kingsbarns Golf Links ](https://expedia.com/Kingsbarns-Golf-Links-St-Andrews.d553248621532495082.Vacation-Attraction) - [Fife Ice Arena ](https://expedia.com/Fife-Ice-Arena-Kirkcaldy.d553248635975793656.Vacation-Attraction) - [Perth Art Gallery and Museum ](https://expedia.com/Perth-Art-Gallery-And-Museum-Perth.d6088485.Vacation-Attraction) - [Camperdown Country Park and Templeton Woods ](https://expedia.com/Camperdown-Country-Park-And-Templeton-Woods-Dundee.d553248621558078477.Vacation-Attraction) - [Dundee Science Centre ](https://expedia.com/Dundee-Science-Centre-Dundee.d6088581.Vacation-Attraction) - [Silver Sands Beach ](https://expedia.com/Silver-Sands-Beach-Burntisland.d6088473.Vacation-Attraction) - [Verdant Works ](https://expedia.com/Verdant-Works-Dundee.d6088575.Vacation-Attraction) - [West Park ](https://expedia.com/West-Park-Dundee.d6140794.Vacation-Attraction) - [Leven Beach ](https://expedia.com/Leven-Beach-Leven.d553248621555971603.Vacation-Attraction)