Make the Most of Your Stay

One of the great advantages of staying at Hillside is its central location.

From the front door, you can explore Loch Lomond, The Trossachs, Stirling, Glasgow and some of Scotland’s most celebrated landscapes without spending hours travelling. Whether you’re visiting for a long weekend or a full week, there is more than enough to see and do.

The following itineraries have been designed to help guests make the most of their stay while experiencing the best the area has to offer.

Three-Day Loch Lomond Escape

Day One: Arrival, Drymen & Loch Lomond

Arrive at Hillside and settle into your accommodation overlooking Drymen Village Square.

Take time to explore the village, browse local shops and enjoy lunch or coffee before making the short journey to Balmaha on the eastern shores of Loch Lomond.

Spend the afternoon exploring Balmaha, walking along the shoreline or tackling the short climb to Conic Hill for one of Scotland’s most iconic views.

Return to Drymen for dinner and enjoy the atmosphere of village life before relaxing in the comfort of Hillside.

Day Two: The Trossachs & Loch Katrine

Travel through the beautiful landscapes of The Trossachs towards Loch Katrine.

Enjoy a cruise aboard the historic Steamship Sir Walter Scott, hire bicycles or walk along the lochside path.

Continue to Aberfoyle and Queen Elizabeth Forest Park before returning via the spectacular Duke’s Pass.

Dinner at one of the area’s excellent restaurants provides the perfect end to the day.

Day Three: Luss & Departure

Visit the conservation village of Luss on the western shores of Loch Lomond.

Enjoy a walk along the waterfront, browse local shops and take in views across the loch towards Ben Lomond.

Return to Hillside before departing for home.

Five-Day Discovery Holiday

Perfect for visitors wanting to experience a broader range of attractions, scenery and local culture.

Day One: Discover Drymen

Settle into Hillside and immerse yourself in village life. Explore the square, enjoy local cafés and restaurants and take a gentle evening walk.

Day Two: Conic Hill & Balmaha

Walk Conic Hill and enjoy one of Scotland’s finest viewpoints.

Spend the afternoon exploring Balmaha and Loch Lomond before returning to Drymen.

Day Three: Loch Katrine & The Trossachs

Discover Loch Katrine, Aberfoyle and the surrounding forests that inspired Sir Walter Scott and helped establish Scottish tourism.

Day Four: Stirling & Scottish History

Visit Stirling Castle, one of Scotland’s most important historic sites.

Continue to the Wallace Monument and enjoy views across the battlefield of Stirling Bridge.

Spend time exploring Stirling’s historic old town before returning to Drymen.

Day Five: Buchanan Country

Explore the historic Buchanan Estate, closely associated with Clan Buchanan and the history of the local area.

Enjoy a relaxed final day before departing.

Seven-Day Grand Tour

A week-long itinerary allowing guests to experience the very best of Loch Lomond, The Trossachs and Central Scotland.

Day One: Arrival in Drymen

Explore the village and settle into Hillside.

Day Two: Loch Lomond

Visit Balmaha, walk Conic Hill and enjoy time on the shores of Loch Lomond.

Day Three: Ben Lomond

Tackle Scotland’s most southerly Munro or enjoy a more relaxed day exploring Luss and taking a loch cruise.

Day Four: The Trossachs

Discover Loch Katrine, Aberfoyle, Duke’s Pass and Queen Elizabeth Forest Park.

Day Five: Arrochar Alps

Travel north to Arrochar and choose from some of Scotland’s most dramatic mountain scenery.

The Cobbler, Ben Narnain and Beinn Ime all offer outstanding walking opportunities.

Day Six: Stirling & Historic Scotland

Explore Stirling Castle, the Wallace Monument and the historic streets of Stirling before returning via the countryside of Stirlingshire.

Day Seven: Glencoe

Complete your Scottish adventure with a day trip to Glencoe.

Visit the Three Sisters, learn about the area’s fascinating history and enjoy some of Scotland’s most dramatic mountain scenery.

Return to Hillside for your final evening before departing the following morning.

Walking Holidays

Hillside is ideally positioned for walking holidays.

Popular routes include:

  • Conic Hill

  • Ben Lomond

  • West Highland Way

  • Ben A’an

  • Ben Venue

  • The Cobbler

  • Buchanan Estate Walks

Many routes can be combined into a multi-day walking holiday while returning to the comfort of Hillside each evening.

Cycling Holidays

Drymen has long been a favourite destination for cyclists.

Quiet country roads, challenging climbs and spectacular scenery provide routes suitable for every level of experience.

The village itself acts as a natural gathering point for riders exploring Loch Lomond and The Trossachs.

Family-Friendly Adventures

Families staying at Hillside can enjoy a wide range of activities within easy reach.

  • Boat trips on Loch Lomond

  • Loch Katrine cruises

  • Forest walks

  • Wildlife watching

  • Cycle hire

  • Beach visits

  • Historic attractions

  • Scenic drives

The spacious layout of Hillside makes it particularly well-suited to multi-generational family holidays.

Celebrations & Special Occasions

Hillside provides a wonderful setting for birthdays, anniversaries, reunions and family gatherings.

The combination of spacious accommodation, village-centre location and easy access to some of Scotland’s most beautiful scenery creates the perfect backdrop for making lasting memories.

Need More Inspiration?

Every guest is different.

Whether you’re interested in walking, photography, history, food and drink, wildlife, cycling, or simply relaxing, we’re happy to share local knowledge and recommendations to help you make the most of your stay.

After all, one of the best things about Hillside is that every holiday can be completely different.