A pathway lined with cherry blossom trees.

Hotels in Pitlessie

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Dates

November 2026

December 2026

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Where to stay in Pitlessie?

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

1. Holiday Inn Express Glenrothes by IHG

Glenrothes

$63 total

includes taxes & fees

Nov 8 - Nov 9

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

2. Best Western Balgeddie House Hotel

Glenrothes

$80 total

includes taxes & fees

Nov 8 - Nov 9

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

3. Balbirnie House

Glenrothes

$121 total

includes taxes & fees

Nov 3 - Nov 4

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

4. Gilvenbank

Glenrothes

$88 total

includes taxes & fees

Nov 29 - Nov 30

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

5. Lomond Hills Hotel & Health Club

Cupar

$86 total

includes taxes & fees

Nov 29 - Nov 30

A stone building with a traditional design, featuring a prominent entrance and a small porch area with potted plants.

6. The Covenanter Hotel

Cupar

$130 total

includes taxes & fees

Nov 17 - Nov 18

7. Premier Inn Glenrothes

Glenrothes

$64 total

includes taxes & fees

Nov 26 - Nov 27

The Dean Park Hotel with stone benches and potted plants in the courtyard.

8. Dean Park Hotel

Kirkcaldy

$77 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Dunclutha Guest House

Leven

$121 total

includes taxes & fees

Nov 1 - Nov 2

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

10. Caledonian Hotel By Greene King Inns

Leven

$96 total

includes taxes & fees

Dec 1 - Dec 2

A restaurant with multiple dining tables and chairs, a bar area, and a seating area with couches.

11. The Elbow Room

Kirkcaldy

$94 total

includes taxes & fees

Nov 3 - Nov 4

A bed with floral-patterned pillows and a wicker tray with glassware.

12. The Boars Head

Cupar

$180 total

includes taxes & fees

Nov 12 - Nov 13

A large stone building with multiple towers and windows, surrounded by a well-maintained lawn and trees.

13. Kilconquhar Castle Estate

Leven

$110 total

includes taxes & fees

Nov 1 - Nov 2

A two-story house with a large front porch, a pond in the foreground, and a grassy field in the background.

14. Balhousie Farm

Leven

$135 total

includes taxes & fees

Nov 5 - Nov 6

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

15. Invercarse Hotel Dundee, BW Signature Collection

Dundee

$85 total

includes taxes & fees

Nov 22 - Nov 23

A hotel room with a large bed, two bedside tables, two wall-mounted lamps, a window with curtains, and a radiator.

16. The Longforgan Coaching Inn

Dundee

$67 total

includes taxes & fees

Nov 5 - Nov 6

A hotel room with two beds, a large window with curtains, a radiator, and a door.

17. Ye Olde Hotel

St. Andrews

$62 total

includes taxes & fees

Nov 22 - Nov 23

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

18. The Inn at Lathones

Leven

$146 total

includes taxes & fees

Nov 5 - Nov 6

A modern restaurant with wooden furniture, round tables, and a high ceiling with geometric patterns.

19. Premier Inn St Andrews

St. Andrews

$80 total

includes taxes & fees

Nov 29 - Nov 30

A restaurant setting with a bar area, a stone wall, and a woman in the background.

20. Inchture Hotel

Perth

$100 total

includes taxes & fees

Dec 1 - Dec 2

View all properties

Go beyond your typical stay in Pitlessie

Learn more about Pitlessie

The region around Pitlessie is home to attractions such as The Scottish Deer Centre and Hill of Tarvit Monument.

See all hotels in Pitlessie

Check out reviews of Pitlessie hotels guests love

Dunclutha Guest House

Leven

10/10 Exceptional

Staying at Dunclutha Guest House in Leven feels like stepping into the friendliest corner of Scotland—where the rooms are immaculate, the breakfast could win awards, and the hosts seem to have mastered the ancient art of making every guest feel like a long‑lost cousin finally returning home. The house itself sits just a short stroll from Leven Beach, a stretch of coastline that’s been welcoming visitors since Victorian holidaymakers first discovered that Fife sunshine pairs beautifully with a...

Tania

The Covenanter Hotel

Cupar

10/10 Exceptional

Jessika

Holiday Inn Express Glenrothes by IHG

Glenrothes

10/10 Exceptional

Joanne

Best Western Balgeddie House Hotel

Glenrothes

10/10 Exceptional

As a solo female traveler, I opted for this beautiful hotel in Glenrothes. It was centrally located to all things on my itinerary, and was very affordable for my, almost, two week stay! The hotel staff was the most welcoming staff I have ever witnessed, and it truly made all of the difference for my first big trip! The hotel has an option for continental breakfast, or you can request a full Scottish breakfast cooked as well! They have a restaurant right downstairs, and a bar to accompany that...

Tara

Gilvenbank

Glenrothes

8/10 Very good

Struan

Dean Park Hotel

Kirkcaldy

10/10 Exceptional

One of the best parts of my stay at Dean Park Hotel was the staff. Everyone I met was warm, patient, and genuinely helpful. Whenever I had a question or needed something, they were always willing to help. I extended my stay more than once, and the manager helped me keep the same room and the same rate, which made things much easier for me. One evening I had some food from outside that needed reheating. The restaurant staff explained that they needed to check with the manager first, which I...

Keru

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

Rufflets St Andrews

St. Andrews

10/10 Exceptional

Jeff

A historic building with multiple windows and a central entrance.

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

Kilconquhar Castle Estate

Leven

10/10 Exceptional

Chad

A restaurant with tables set for dining, wooden chairs, and a view of the city through large windows.

The Waterfront

Anstruther

10/10 Exceptional

Jean

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

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

St. Andrews

10/10 Exceptional

Nicholas

Frequently Asked Questions

What accommodations do travelers recommend in Pitlessie?

Guests like Lomond Hills Hotel & Health Club , The Inn at Lathones and Rufflets St Andrews.

Can I book refundable hotels in Pitlessie?

If you're looking for the flexibility to change your travel plans to Pitlessie, most hotels provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Pitlessie be like during my trip?

The warmest months in Pitlessie are usually July and August with an average temp of 56°F. January and February are the chilliest months when the average temp is 39°F. The rainiest months are October and July.

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

There are plenty of reasons to book your Pitlessie travel with us: our free cancellations on selected hotels* gives you the flexibility you're looking for, 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.