1. Guisborough Priory: This English Heritage site is a must-visit for history enthusiasts. The ruins of this Augustinian priory, founded in the 12th century, offer unique insights into the region's rich historical tapestry.

2. Guisborough Forest & Walkway: A haven for nature lovers, this forest walkway offers a variety of trails suitable for walking, cycling, and horse riding. The forest also provides an excellent bird-watching spot.

3. Guisborough Museum: Located in the town centre, this museum tells the story of Guisborough's past, from Roman times to the modern day.

4. Gisborough Hall: A majestic 19th-century mansion, Gisborough Hall offers beautiful gardens for leisurely strolls, along with a stunning view of the Cleveland Hills.

5. Market Town: The bustling market town, home to a wide array of shops, restaurants, and cafes, provides a charming place to explore local life and culture. The market is particularly lively on Thursdays and Saturdays.

1. Hutton Lane: Offering a blend of serenity and convenience, this area is known for its lovely homes and proximity to local amenities.

2. Stokesley Road: Perfect for families, this road is close to schools, parks, and has a friendly community vibe.

3. Highcliffe Road: This residential area boasts stunning views and easy access to Guisborough Forest and Walkway.

4. Belmangate: A historic part of town, Belmangate offers a mix of old-world charm and modern amenities.

5. Whitby Road: This road is popular for its easy access to the town centre and excellent transport links.

6. Rectory Lane: Tucked away in a quiet corner, Rectory Lane offers a peaceful living environment.

7. Westgate Road: This bustling area is great for those who enjoy being close to shops, restaurants, and bars.

8. Church Lane: A desirable location known for its quaint, picturesque setting near St Nicholas Church.

9. Park Lane: With its close proximity to Guisborough Manor Garden, this area provides a refreshing living environment.

10. Willow Road: A peaceful area with a friendly neighbourhood vibe, perfect for families and retirees alike.

11. Cleveland Street: Known for its period homes and proximity to the town centre, making it a highly sought-after location.

12. Redcar Road: Located near the edge of town, it offers a balance between town amenities and country charm.

1. Rich Cultural Heritage: Guisborough is steeped in history, with landmarks such as the Guisborough Priory, offering a glimpse into the past. The town's traditional markets also provide an authentic cultural experience.

2. Stunning Natural Surroundings: Nestled on the edge of the North York Moors National Park, Guisborough is a nature lover's paradise. There are countless paths for walking, cycling, or horse riding through the breathtaking moorland scenery.

3. Excellent Amenities: Guisborough is well-equipped with a variety of shops, restaurants, and bars. It also has excellent schooling options, with several highly rated primary and secondary schools.

4. Vibrant Community: The community in Guisborough is friendly and welcoming, with numerous events and festivals taking place throughout the year. These include the popular Guisborough Forest Festival and the Christmas Market.

5. Great Transport Links: Guisborough is well-connected, with easy access to the bustling cities of Middlesbrough, York, and Newcastle. There are also regular public transport services, making it a convenient base for commuting or exploring the wider area.

1. Limited Entertainment Options: Guisborough, while quaint, doesn't possess a bustling nightlife or a wide array of entertainment venues. This can lead to a somewhat monotonous lifestyle, particularly for those who enjoy dynamic, city-style living.

2. Public Transportation Limitations: The public transport system is not as comprehensive as in larger cities. This can make it difficult for those without a personal vehicle to commute or travel outside the town.

3. Fewer Job Opportunities: As a small town, Guisborough might not offer as many job prospects, especially in niche sectors. This could necessitate commuting to larger cities for work, which can be time-consuming.

4. Limited Educational Facilities: While there are a few schools in the area, options for higher education are limited. Those seeking university or specialised study may need to relocate or travel a fair distance.

5. Less Diverse Food Options: While Guisborough has some lovely traditional British pubs and eateries, it lacks the culinary diversity found in larger cities. If you're a foodie who enjoys a wide variety of international cuisine, this could be a significant drawback.