Top 10 Hotels in Cupar in 2026 (from $56)

Rolling green hills, a distant house, and a field of yellow flowers.

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Where to stay in Cupar?

An indoor swimming pool with wooden beams and brick walls, benches, and built-in lighting.

A neatly made bed with rolled white towels, a patterned throw, and two pillows.

A two-story building with a pub sign, a large window, and a flagpole.

A gym with various exercise machines, large windows, and a bright interior.

1. Lomond Hills Hotel & Health Club

Cupar

$71

$86 total

includes taxes & fees

Nov 21 - Nov 22

A bakery display case with various cakes and pastries, including gluten-free options.

A wood-burning stove with a fire burning inside, set in a stone wall.

A staircase with white balusters and a wooden handrail, leading to a room with a stained glass window.

A neatly made bed with two pillows, a bedside table with a lamp, and a full-length mirror.

2. The Covenanter Hotel

Cupar

$108

$130 total

includes taxes & fees

Nov 23 - Nov 24

A cozy room with a fireplace, wooden chairs, and a table set for dining.

A room with a wooden door, a framed picture on the wall, and two upholstered chairs with a tray and glasses on them.

A neatly made bed with a floral headboard, a bedside table with a lamp, and a wicker tray with a glass jar, a mug, and a card.

A bar area with multiple liquor bottles, a selection of glasses, and a bar counter.

3. The Boars Head

Cupar

$139

$166 total

includes taxes & fees

Oct 29 - Oct 30

A spacious living room with a fireplace, a sofa, a chair, and a dining area with a table and chairs.

A spacious living area with a grey sofa, wooden coffee table, and a dining table with chairs. A kitchen area with a sink and cabinets is visible in the background.

A modern living room with a grey sofa, a plaid armchair, a wooden coffee table, and a fireplace.

4. Eden Fields Lodge

Cupar

$682

$819 total

includes taxes & fees

Nov 24 - Nov 25

A wooden deck with a circular seating area and a fire pit, overlooking a body of water and distant city lights.

A sunset over a body of water with a grassy hill and trees in the foreground.

A table with cheese, grapes, and crackers, a bottle of wine, and a glass on a dark countertop.

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

Cupar

$484

$484 total

includes taxes & fees

Nov 2 - Nov 3

A small stone building with a tiled roof, large windows, and a balcony with a metal railing.

A kitchen with teal cabinets, a wooden countertop, a sink, a microwave, and a vase with flowers.

A stone building with a tiled roof, a window, and a wooden table and bench set on a gravel surface.

A spacious living area with a grey sofa, a yellow sofa, and a wooden coffee table. A dining area with a table and chairs is visible in the background.

6. The Barn, Lower Lodge

Cupar

$864

$1,037 total

includes taxes & fees

Nov 22 - Nov 23

A compact kitchen with a dishwasher, a green vase, and a small table with a kettle.

A narrow pathway leading to a white door, flanked by dense green foliage on one side and a stone wall on the other.

A row of traditional houses with red tiled roofs and white walls, a gravel driveway, and a stone wall with greenery.

A bedroom with a bed, a nightstand with a lamp, a window, and a television on the wall.

7. Rhum Cottage

Cupar

$421

$505 total

includes taxes & fees

Oct 31 - Nov 1

A hot tub in a backyard with a wooden fence and houses in the background.

A living room with a black leather sofa, a wooden coffee table, and a dining table with chairs. There is a chandelier hanging from the ceiling, a radiator, and a window with a view of trees.

A stone building with a traditional design, featuring a prominent entrance and a sign indicating it is a guest house.

A hotel room with two beds, dark blue bedding, floral patterns, a bedside table with a lamp, a water bottle, and a tissue box.

8. Dunclutha Guest House

Leven

$121

$121 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast table with various food items and a box of Kellogg's Special K Corn Flakes cereal.

A conference room with rows of chairs, a podium, and large windows with a view.

A grand staircase with wooden balusters, a chandelier, and a view of the upper floor through arched windows.

A hotel room with a bed, a sitting area, and a dining table with breakfast items.

9. Invercarse Hotel Dundee, BW Signature Collection

Dundee

$68

$82 total

includes taxes & fees

Nov 15 - Nov 16

A building with ivy-covered walls and a glass door. There are outdoor tables and chairs arranged for dining.

An indoor swimming pool with clear blue water, surrounded by tiled walls and a glass barrier.

A bar area with beer taps labeled 'Coors Light,' 'Belhaven Best,' and 'Carlings.' There are glasses and a pitcher on the counter.

10. Best Western Balgeddie House Hotel

Glenrothes

$71

$85 total

includes taxes & fees

Oct 25 - Oct 26

A house with a red roof and white walls, situated near a body of water with sand dunes and trees in the background.

A large estate with multiple buildings, a pond in the foreground, and a cloudy sky.

A bedroom with a bed, two bedside tables, a nightstand, a lamp, and a wall-mounted radiator.

A row of white houses with dark roofs, set against a clear blue sky.

11. Drumoig Golf Hotel

St. Andrews

$100

$120 total

includes taxes & fees

Oct 25 - Oct 26

A restaurant with wooden tables and chairs, a bar area, and a television screen on the wall.

A pool table with a green felt surface, surrounded by dark wooden walls. There are framed pictures on the wall and a television mounted above the table.

A hotel room with two beds, each with white bedding and gray throw blankets. There are bedside lamps on wooden nightstands.

A reception area with a blue counter, framed artwork on the wall, and a patterned rug.

12. Caledonian Hotel By Greene King Inns

Leven

$80

$95 total

includes taxes & fees

Nov 15 - Nov 16

A reception area with a large mirror reflecting the interior, a reception desk, and two wall-mounted light fixtures.

A living room with a sofa, a wooden coffee table, a lamp, and a bed in the background.

A bedroom with a bed, pillows, a framed picture on the wall, and bedside lamps.

The Gilvenbank Hotel with a brick facade, large windows, and a staircase leading to the entrance.

13. Gilvenbank

Glenrothes

$102

$122 total

includes taxes & fees

Nov 6 - Nov 7

A grand hallway with a yellow armchair, a striped rug, and a staircase leading to a balcony.

A two-story building with a blue door and a sign reading "The Clarendon."

A dining area with a table set for four, a yellow sofa, and a tripod in the corner.

A staircase with a wooden railing and striped carpet, a radiator, a mirror, and a chandelier.

14. The Clarendon

Dundee

$108

$129 total

includes taxes & fees

Oct 25 - Oct 26

A multi-story hotel with a stone facade, a sign reading 'The Kitmore,' and a staircase leading to the entrance.

A hotel lobby with a check-in counter, a reception desk, and a large framed artwork on the wall.

A dog sitting by a window with curtains, overlooking a tree outside.

A bedroom with a large bed, two bedside tables, a chair, a chandelier, and a radiator.

15. The Kithmore Hotel

St. Andrews

$177

$212 total

includes taxes & fees

Nov 15 - Nov 16

A spacious dining area with high ceilings, large windows, and elegant chandeliers.

A bedroom with a large bed, two pillows with initials, a bench, a nightstand, a lamp, and a wall with a tree mural.

A historic stone building with a well-maintained lawn and outdoor seating area.

A wedding aisle with floral arches and white chairs on either side.

16. Balbirnie House

Glenrothes

$100

$120 total

includes taxes & fees

Nov 3 - Nov 4

A buffet setup with labeled food stations, including a 'Bring Home the Bacon' and 'How About a Hot Start?' sign, and various utensils and condiments.

A Holiday Inn Express building with a well-lit entrance and a parking area.

A hotel hallway with a wooden door, a coat rack, a trash bin, and a wall-mounted sign.

A hotel reception area with a reception desk, a waiting area, and a hallway leading to other rooms.

17. Holiday Inn Express Glenrothes by IHG

Glenrothes

$61

$74 total

includes taxes & fees

Nov 22 - Nov 23

A harbor with industrial buildings, a bridge, and a boat docked.

A large indoor swimming pool with a tiled floor, a high ceiling with visible ductwork, and a seating area with chairs and a table.

A modern multi-story building with large windows and a reflection in the water.

A hotel room with two beds, a desk, a chair, and a large window with curtains.

18. Apex City Quay Hotel & Spa

Dundee

$86

$103 total

includes taxes & fees

Nov 1 - Nov 2

A cozy room with a stone fireplace, leather sofas, and a glass coffee table.

A dining table set with white tablecloth, blue wine glasses, and candles. A stone fireplace with a fire is in the background.

A hotel room with a bed, a desk, a chair, a table, and a view of the outdoors through a sliding door.

A bar with a variety of bottles and glasses, a Guinness tap, and a sale sign.

19. The Inn at Lathones

Leven

$124

$149 total

includes taxes & fees

Oct 26 - Oct 27

A large, historic building with a symmetrical facade, a central entrance, and a well-maintained garden with a stone pathway leading to the entrance.

A room with two armchairs, a table with tea service, and a view of a garden through large windows.

An arched stone pathway leading through a garden with various plants and flowers.

A hot tub filled with bubbles, surrounded by a wooden fence and a table with chairs.

20. Rufflets St Andrews

St. Andrews

$213

$256 total

includes taxes & fees

Nov 23 - Nov 24

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Go beyond your typical stay in Cupar

Our prices for hotels in Cupar are cheapest in January

Top landmarks in Cupar

A historic stone castle with a round tower, arched entrance, and decorative windows.

Falkland Palace

9.4/10 (16 reviews)

If you're planning a bit of sightseeing during your trip, head to Falkland Palace— just one of the monuments in central Falkland.

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A close-up of a bird with yellow eyes and a speckled pattern on its feathers.

The Scottish Deer Centre

8.8/10 (3 reviews)

It's feeding time at the zoo! If you want to be reminded of some of the great animals our world is home to, you might want to pay a trip to The Scottish Deer Centre, located 3.2 mi (5.1 km) from central Cupar. If you have fun at The Scottish Deer Centre, you'll love Raptor World Interactive, just a short walk away.

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Fife Coastal Path

9.2/10 (5 reviews)

Fife Coastal Path is 9 mi (14.4 km) from central Cupar, why not stop by during your stay.

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Lindores Abbey

You might want to get your camera out and head to Lindores Abbey— just one of the landmarks located 8.6 mi (13.9 km) from central Cupar.

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Hill of Tarvit Monument

10.0/10 (1 review)

If seeing the sights is on your list of things to do, head to Hill of Tarvit Monument— just one of the landmarks located 1.6 mi (2.6 km) from central Cupar.

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Raptor World Interactive

Raptor World Interactive is 3.2 mi (5.1 km) from central Cupar, why not stop by during your stay. If you have fun at Raptor World Interactive, you'll love The Scottish Deer Centre, just a short walk away.

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Backhouse Rossie Estate

If you're looking for things to do when staying in Cupar, go to Backhouse Rossie Estate.

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Ladybank Golf Club

You might want to practice your swing at Ladybank Golf Club, a golf course located 4.9 mi (7.9 km) from central Cupar. If Ladybank Golf Club doesn't quite scratch your golfing itch, Elmwood Golf, and Kingarrock Golf Course are also nearby.

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Learn more about Cupar

Notable for its castle, Cupar features attractions such as Cairnie Fruit Farm & Mega Maze and Hill of Tarvit Monument. The city has something for everyone including sights like The Scottish Deer Centre and Raptor World Interactive within a small-town setting.

See all hotels in Cupar

Check out reviews of Cupar hotels guests love

Dunclutha Guest House

Leven

10/10 Exceptional

John

A modern restaurant with a long bar, cushioned bar stools, and a view of the sunset through large windows.

A hotel room with a large bed, two armchairs, a desk with a lamp, and a view of the beach through a large window.

A historic building with multiple windows and a central entrance.

A bar area with seating, a bar counter, and shelves with bottles.

Seaton House - Small Luxury Hotels of the World

St. Andrews

10/10 Exceptional

The location is amazing, across from the water and the links. The bar and restaurant were great, good food and drinks, although a bit pricey. Love the welcome drink and tour. Didn't use the gym, but it looks very nice. We borrowed the bikes to ride around the beach and there was someone on hand to tune them up for us quickly. Our only issue was that our laundry seemed to get misplaced for a bit and we didn't get it within 24 hours. Otherwise it was seemless and super lovely.

Emily

The Covenanter Hotel

Cupar

10/10 Exceptional

Jessika

The Barn, Lower Lodge

Cupar

10/10 Exceptional

Beverly

A hallway with a patterned rug, a chandelier, a lamp, and a wooden cabinet with a bowl.

A well-maintained garden with a variety of plants and trees, a clear blue sky, and a red building in the background.

A table set for dining with a black plate, silverware, and three jars of marmalade.

A two-story stone building with three windows on the ground floor and two on the upper floor.

The Spindrift Guest House

Anstruther

10/10 Exceptional

This place blew us away!!! Beautiful house and the room (and view!) was stunning. The owners were so incredibly friendly and helpful. And holy cow, THE BREAKFAST!! Some of the best food we’ve had on this trip!! It was a very easy walk to town - we were there to see the Puffins on the Isle of May, and getting to the boat in the morning was very easy. Overall, we were sad we were only staying one night. We considered trying to change our plans, just to stay another night at that house and eat...

Amanda

A cozy, wooden interior with a dining area, kitchen, and a loft bedroom with a skylight.

A cozy attic room with wooden walls, a sofa, a chair, a TV, and a lamp.

A stone building with a patio area, a wooden bench, and a small table.

A cozy attic bedroom with a wooden sloped ceiling, a bed with a headboard, a desk with a chair, and a window providing natural light.

No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

St. Andrews

10/10 Exceptional

Nicholas

A rooftop terrace with string lights, outdoor seating, and a glass-enclosed dining area.

A wedding aisle with white chairs and floral arrangements on either side.

A dining area with a table set for two, large windows offering a nighttime view of a cityscape with illuminated buildings and a golf course.

A golf course with a stone bridge over a water channel, a large building in the background, and a sunset sky.

Old Course Hotel

St. Andrews

10/10 Exceptional

JILL

A large, illuminated ship docked at a port with a building in the background.

A bar area with a marble countertop, various glassware, and bottles.

A modern hotel room with a spiral staircase, a large bed, and a patterned carpet.

A dining area with a staircase, potted plants, and a table set for a meal.

Fingal - A Luxury Floating Hotel

Leith

10/10 Exceptional

Pauline

A modern living room with a sofa, a dining table, and a large potted plant.

A cozy living room with a blue cabinet, a coffee table with tea and cups, a sofa, and a bookshelf.

A bedroom with a large window, a bed with white linens, and a chair with a cushion.

A bathroom with a white tiled shower, a wicker chair, and a patterned floor.

Tigh Na Leigh

Blairgowrie

10/10 Exceptional

Easy to find. Private parking down the driveway. Extremely well presented inside from a decoration and artwork perspective. The bedroom I had was very well put together from an esthetics perspective. Also, a nice, and well maintained garden to wander around. There is an honesty bar with a good choice of whiskeys and other drinks, plus another larger lounge to relax in. Breakfast was very tasty with a good selection of options. The owners will recommend local places to eat, and during breakfast...

Charles

A wooden dining table set with a vase of flowers, two wine glasses, and a candle holder on a stone wall backdrop.

A cozy bedroom with a stone wall, a bed with a headboard mirror, a desk with a chair, and a radiator.

A stone building with a tiled roof, a small porch, and a garden area with potted plants.

The Inn At Kingsbarns

St. Andrews

10/10 Exceptional

Esther

A luxurious room with leather sofas and armchairs, large windows offering a view of the city, and a wooden ceiling with hanging elements.

A circular deck with a spiral staircase, a wooden door, and a railing.

A bar area with leather chairs, a bar counter with bottles, and a patterned ceiling.

A reception area with a wooden desk, a potted plant, a decorative swan, and a sign indicating the fire exit direction.

Ocean Mist Leith

Leith

10/10 Exceptional

Frank

A neatly made bed with white linens, two plaid pillows, and a black throw blanket. There are two bedside lamps on wooden nightstands, and a framed picture hangs above the bed.

A dining room with a chandelier, ornate mirror, and framed artwork on the walls. Tables are set with white tablecloths and silverware.

A cozy living room with a fireplace, a mounted deer head, and two lamps.

A staircase with black and white steps, a wooden handrail, and a black wall with two framed pictures.

Ivybank Lodge

Blairgowrie

10/10 Exceptional

Kyle

Rufflets St Andrews

St. Andrews

10/10 Exceptional

Riley

Frequently Asked Questions

What accommodations do travelers recommend in Cupar?

Guests like Lomond Hills Hotel & Health Club , Apex City Quay Hotel & Spa and Malmaison Dundee.

Where can I find free parking at my hotel in Cupar?

Park your car for free at The Covenanter Hotel.

Can I book a refundable hotel in Cupar?

If you need the flexibility to change your travel plans to Cupar, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.

Where can I stay in Cupar if I want a vacation rental instead of a hotel?

If you want a good alternative to a hotel, look over our selection of 36 vacation homes. You can also book one of 13 apartments or 9 villas.

What will the weather in Cupar be like during my visit?

July and August are typically the warmest months in Cupar when the average temp is 56°F. January and February are the coldest months when the average temperature is 40°F. October and November are the months with the most rain.

Why should I book my Cupar hotel through Hotels.com?

There are lots of reasons to book your Cupar trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Hotels in Cupar

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Cupar?

1. Lomond Hills Hotel & Health Club

2. The Covenanter Hotel

3. The Boars Head

4. Eden Fields Lodge

5. Seaview Cabin Sleeps 2 -hot Tub - Parking

6. The Barn, Lower Lodge

7. Rhum Cottage

8. Dunclutha Guest House

9. Invercarse Hotel Dundee, BW Signature Collection

10. Best Western Balgeddie House Hotel

11. Drumoig Golf Hotel

12. Caledonian Hotel By Greene King Inns

13. Gilvenbank

14. The Clarendon

15. The Kithmore Hotel

16. Balbirnie House

17. Holiday Inn Express Glenrothes by IHG

18. Apex City Quay Hotel & Spa

19. The Inn at Lathones

20. Rufflets St Andrews

Go beyond your typical stay in Cupar

Price trends for hotels in Cupar

October

Top landmarks in Cupar

Falkland Palace

The Scottish Deer Centre

Fife Coastal Path

Lindores Abbey

Hill of Tarvit Monument

Raptor World Interactive

Backhouse Rossie Estate

Ladybank Golf Club

Learn more about Cupar

Check out reviews of Cupar hotels guests love

Dunclutha Guest House

10/10 Exceptional

Seaton House - Small Luxury Hotels of the World

10/10 Exceptional

The Covenanter Hotel

10/10 Exceptional

The Barn, Lower Lodge

10/10 Exceptional

The Spindrift Guest House

10/10 Exceptional

No1. Apartments & West Park House Bedrooms St Andrews - St Mary’s

10/10 Exceptional

Old Course Hotel

10/10 Exceptional

Fingal - A Luxury Floating Hotel

10/10 Exceptional

Tigh Na Leigh

10/10 Exceptional

The Inn At Kingsbarns

10/10 Exceptional

Ocean Mist Leith

10/10 Exceptional

Ivybank Lodge

10/10 Exceptional

Rufflets St Andrews

10/10 Exceptional

Frequently Asked Questions

What accommodations do travelers recommend in Cupar?

Where can I find free parking at my hotel in Cupar?

Can I book a refundable hotel in Cupar?

Where can I stay in Cupar if I want a vacation rental instead of a hotel?

What will the weather in Cupar be like during my visit?

Why should I book my Cupar hotel through Hotels.com?