Ultimate 5-Day Fun-Filled Shimla Itinerary: From Toy Train Arrival to Scenic Adventures and Local Delights

Day 1: Arrival & Mall Road Fun

Shimla, India on June 17, 2025

10:00am

Arrival by Toy Train at Shimla Station

Step off the charming UNESCO-recognized Kalka-Shimla toy train at Shimla station, a delightful experience through misty mountains and tunnels. The station is nestled amidst pine forests and offers a great introduction to the hill town’s cool ambiance.
INR0, 0h30m

11:00am

Breakfast at Café Sol

Kickstart your day with a hearty breakfast including fluffy pancakes, local Himachali apple jams, and aromatic Himachali chai in this relaxed, artsy café near the bustling Mall Road.
INR300, 1h

12:00pm

Explore Mall Road & Shimla Ridge

Enjoy the lively vibe of Mall Road by browsing quirky shops selling woolens, handicrafts, and delicious snacks. Don't miss the Shimla Ridge, a wide promenade with breathtaking Himalayan views, street artists, and local musicians adding to the fun atmosphere.
INR0, 2h

2:30pm

Visit Christ Church

Discover the striking neo-Gothic architecture and mesmerizing stained glass windows of Christ Church, a colonial-era landmark symbolizing Shimla’s historic past. The calm surroundings are perfect for memorable photos.
INR10, 30m

3:00pm

Scandal Point & Vintage Photography

Head over to Scandal Point, a famous meeting spot where Mall Road and Ridge intersect. Capture charming street scenes with colorful shops and jeep taxis, and learn the quirky history behind its cheeky name.
INR0, 45m

4:00pm

High Tea at Café Simla Times

Relax with freshly brewed local teas and delicious snacks in a café famed for its cozy feel and artistic décor, tucked just off Mall Road.
INR350, 1h

9:00pm

Dinner at Indian Coffee House

Step back in time at the Indian Coffee House, an iconic eatery serving classic North Indian favorites like veggie pakora, masala dosa, and strong filter coffee late into the night — perfect after a full day of sightseeing.
INR400, 1h30m
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Day 2: Thrills at Kufri & Chail

Shimla, India on June 18, 2025

8:00am

Breakfast at the Hotel

Fuel up early with a wholesome breakfast — eggs, fresh bread, fruit, and piping hot tea — to prepare for an action-packed day.
Included, 1h

9:00am

Travel to Kufri

Embark on a scenic 40-minute drive to Kufri, famous for its lush greenery and adventure opportunities, riding through picturesque pine forests and winding mountain roads.
INR500 for taxi, 40m

10:00am

Kufri Fun World Adventures

Unleash your inner child with bumper cars, tobogganing, horse rides, and a thrilling mini go-kart track at this amusement park perched on a hilltop offering sweeping views of the Himalayas. The park is open 10 AM to 6 PM.
INR300, 3h

1:00pm

Lunch at Oberoi Cecil Kufri

Feast on rich Himachali specialties and international dishes in the elegant surroundings of this colonial-era hotel, famed for its historic charm and warm hospitality.
INR1200, 1h30m

2:45pm

Drive to Chail

Enjoy a scenic drive through tall deodar woods and quaint villages as you head 40 km to Chail — a serene hill station boasting the highest cricket ground in the world.
INR600 for taxi, 1h10m

4:00pm

Tour Chail Palace and Cricket Ground

Explore the regal Chail Palace’s sprawling grounds and marvel at the lush cricket field surrounded by towering pines. Try to spot local wildlife and birds in this peaceful forested area.
INR100, 1h30m

5:45pm

Relax at the Chail Sunset Point

Witness magical sunset hues spread across the hills from this lesser-known vantage point, perfect for tranquil contemplation and captivating photography.
INR0, 45m

7:00pm

Return to Shimla

Drive back to Shimla after a day packed with outdoor fun and scenic marvels.
INR600 for taxi, 1h10m

9:30pm

Dinner at Baljees Restaurant

Wrap up the day with delicious North Indian flavors, including butter chicken and tandoori breads, in a cozy and lively setting near The Ridge. Open until late for relaxed dining.
INR600, 1h30m
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Day 3: Nature Retreat Mashobra & Naldehra

Shimla, India on June 19, 2025

8:30am

Breakfast at Café Simla Times

Enjoy homemade breads, fresh eggs, and aromatic Himachali coffee in this artsy café known for its laid-back vibe and creatively plated dishes.
INR350, 1h

9:30am

Drive to Mashobra

A short 30-minute drive through winding roads brings you to Mashobra — a peaceful forest retreat rich with apple orchards and walking trails.
INR400 for taxi, 30m

10:00am

Guided Nature Walk in Mashobra

Join a guided trek through dense pine forests, learn about medicinal plants, and see charming cottages nestled amidst apple trees. Keep your camera handy for birdwatching and waterfalls.
INR250, 3h

1:00pm

Lunch at Apple Valley Restaurant

Sample delicious local produce including apple chutney, trout fish, and fresh garden greens while enjoying stunning valley views.
INR700, 1h

2:15pm

Drive to Naldehra

A scenic 20-minute drive takes you to Naldehra, home to one of India’s oldest natural golf courses surrounded by dense forests and lush greens.
INR300 for taxi, 20m

2:40pm

Horse Riding & Golf Course Walk

Enjoy a relaxed walk around the historic golf course or opt for horse riding through serene trails (available onsite). The peaceful setting offers splendid mountain views and fresh air.
INR400 for horse ride; INR200 entry, 1h30m

4:15pm

Relax at The Pinewood Restaurant

Savor quality continental dishes and freshly brewed teas in a charming wooden cottage restaurant — great for unwinding with a book and majestic mountain views.
INR800, 1h

5:30pm

Return to Shimla

Head back to Shimla to refresh and relax after a refreshing day immersed in nature.
INR400 for taxi, 30m

7:30pm

Visit Jakhoo Temple

Climb or take a short drive to Shimla’s highest point for panoramic sunset views and to visit the vibrant temple dedicated to Lord Hanuman, a spiritual and cultural hub with friendly monkeys nearby.
INR20, 1h

9:30pm

Dinner at Café Sol

End your day with farm-to-table cuisine featuring fresh herbs, handmade pasta, and hearty soups at this green-conscious café nestled in Shimla’s old town.
INR600, 1h30m
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Day 4: History & Shopping Extravaganza

Shimla, India on June 20, 2025

8:30am

Breakfast at Indian Coffee House

Relish classic Indian breakfast fare served in an old-world café filled with vintage charm and friendly chatter. Don’t miss their masala chai and crispy aloo puri.
INR250, 1h

10:00am

Tour the Viceregal Lodge

Explore one of India’s architectural gems — the Viceregal Lodge — former residence of British Viceroys featuring beautiful Tudor-Gothic design, sprawling gardens, and intriguing guided tours illuminating colonial history.
INR150, 2h

12:30pm

Lunch at Wake & Bake Café

Recharge with creative international cuisine, including wood-fired pizzas, fresh salads, and vibrant smoothies in a cozy café with great mountain views.
INR400, 1h

1:30pm

Shopping Spree at Lakkar Bazaar

Dive into Shimla’s most famous market street where you’ll find beautifully carved wooden crafts, souvenirs, woolen garments, and quirky trinkets. Enjoy street snacks like roasted corn and steaming momos as you shop.
Varies, 2h30m

4:30pm

Chill Out at The Ridge

Relax on the spacious Ridge, soaking in live performances, street art, and café culture with spectacular sunset views of snow-capped peaks.
INR0, 1h

6:00pm

Coffee & Pastries at Café Simla Times

Enjoy delicious cakes and aromatic coffee as the sun goes down; a perfect café stop before dinner.
INR350, 30m

9:00pm

Dinner at Himachali Rasoi

Taste authentic Himachali dishes like Chana Madra and Sidu in an inviting atmosphere with traditional décor and live folk music, adding cultural flavor to your final full night in Shimla.
INR600, 1h30m
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Day 5: Relaxation & Departure

Shimla, India on June 21, 2025

8:30am

Leisurely Breakfast at Café Simla Times

Savor your last flavorful breakfast amidst pleasant garden views, with locally sourced jams, fresh fruits, and refreshing tea.
INR350, 1h

9:30am

Morning Walk and Horse Riding at Annandale

Spend a peaceful morning in the scenic Annandale locality exploring open picnic grounds, horse-riding trails, and small museums introducing Shimla’s defense history.
INR50 for walk, INR400 for horse ride, 2h

11:30am

Relax at Hotel or Last-Minute Shopping

Return to your accommodation to pack or explore any last local shops for souvenirs and snacks to take home.
Varies, 1h

12:30pm

Lunch at Café Sol

Enjoy a light and refreshing lunch of homemade fresh dishes before preparing for your onward journey.
INR400, 1h

2:00pm

Check-out and Departure

Bid farewell to Shimla after five days filled with adventure, nature, history, and delicious food, leaving with wonderful memories of this charming hill station.
INR0, 30m
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