2-Day Dehradun Itinerary: Himalayan Foothills, Monastery Calm, and Cave Walks
Nestled in the Doon Valley between the Ganga and Yamuna rivers, Dehradun blends Himalayan air with a mellow city rhythm. Once a colonial cantonment, it now serves as a gateway to Uttarakhand’s high country, with easy day sights and a thriving café culture. You’ll find stately architecture, sacred caves, and superb bakeries in a compact, relaxing circuit.
Founded in the 17th century and shaped by the British Raj, Dehradun is home to the iconic Forest Research Institute (1929), one of India’s grandest academic campuses. The city’s Tibetan quarter adds saffron-robed serenity, while cool streams like Robber’s Cave offer playful, shoes-off strolls through limestone gullies.
Practical notes: October–March is cool and crisp; April–June is warm; monsoon (roughly July–September) brings lush hills and sudden downpours—caves and riverbeds can swell quickly. Dehradun is food-forward: Tibetan momos, North Indian grills, and old-school bakeries share the spotlight with Garhwali flavors. Bring comfortable sandals for stream walks and a light layer for breezy evenings.
Dehradun
Dehradun’s greatest hits include the colonnaded Forest Research Institute, the quietly magnificent Mindrolling Monastery, and nature jaunts like Sahastradhara and Robber’s Cave. Between sights, linger at Rajpur Road’s cafés or browse Paltan Bazaar for spices, basmati rice, and tins of buttery biscuits.
Food scene highlights: Tibetan comfort plates at Kalsang AMA Café, smoky kebabs and biryani at Doon Darbar, riverside noodles at Orchard (near Rajpur), and excellent vegetarian thalis at Anandam. For coffee-and-pastry breaks, Ellora’s Melting Moments and Café de Piccolo are perennial favorites.
Where to stay: Base yourself near Rajpur Road (easy dining and café-hopping) or in leafy Clement Town (close to the monastery). Browse stays on VRBO Dehradun stays or compare hotels via Hotels.com Dehradun hotels. For a short visit, pick walkable areas or properties offering easy cab access and parking.
Getting to Dehradun (DED – Jolly Grant Airport): From Delhi, the flight is about 55 minutes (often US$30–70 one way); from Mumbai ~2.5 hours. Search and book on Trip.com flights or compare on Kiwi.com. Prefer the rails? The Vande Bharat/express trains from Delhi to Dehradun take about 4.5–6 hours (roughly US$12–25 in AC classes)—check schedules and book via Trip.com trains. Cabs from DED to Rajpur Road take ~45–60 minutes depending on traffic.
Day 1: Arrival, Forest Grandeur, and a Stream Walk
Morning: Travel to Dehradun. If you’re coming from Delhi, early flights or express trains make day one easy; aim to land by midday so you can start exploring after lunch. Keep a light daypack handy with sandals and a quick-dry towel for later—you’ll appreciate them at Robber’s Cave.
Afternoon: Check in, then fuel up. For Tibetan staples and quick service, try Kalsang AMA Café (momos, thukpa, chili chicken; lively, casual). Craving North Indian? Doon Darbar is known for aromatic biryani and succulent kebabs; go for the chicken tikka and a half-portion biryani if you want room for dessert later.
Head to the Forest Research Institute (FRI) for a campus stroll beneath massive colonnades and Deodar trees. The on-site museums (timber, pathology, and more) provide bite-sized exhibits on India’s forestry legacy—allocate 60–90 minutes. Then make for Robber’s Cave (Gucchupani), a narrow limestone gorge with ankle-to-calf-deep water; roll up your pants, wade through the cool stream, and grab roadside chai and a masala Maggi afterward. Note: wear sandals with grip; avoid during heavy rain.
Evening: Sunset and supper on Rajpur Road. Book a table at Orchard (leafy setting near a brook; Tibetan-Chinese menu with momos, thenthuk, and crisp veg starters) or Black Pepper (old-school, reliable North Indian and tandoor). For a mellow nightcap, drop by Café de Piccolo for cappuccinos and tiramisu, or swing past Ellora’s Melting Moments to stock up on butter biscuits and rusks for tomorrow’s early start.
Day 2: Temples, Springs, Monastery Calm, and Markets
Morning: Begin at Tapkeshwar Temple, set in a cave by a trickling stream, where water drips naturally over the Shiva lingam. It’s serene at sunrise; dress modestly and expect a few steps. Continue to Sahastradhara (“thousand-fold spring”), known for mineral-rich waters and breezy valley views. Skip the dips if you’re short on time; an easy walk and a plate of hot pakoras with ginger tea are just as satisfying.
Brunch options: For vegetarian comfort, Anandam serves wholesome North Indian thalis with seasonal sabzis, kadi, and phulkas. If you want views, Town Table on Rajpur Road plates Indian and Continental dishes—order the tandoori platter to share and a crisp salad to balance things out.
Afternoon: Drive to Mindrolling Monastery in Clement Town to admire its towering stupa, vibrant murals, and peaceful gardens. Move slowly, and keep voices low inside prayer halls. Afterwards, head to Paltan Bazaar and the nearby Tibetan Market for everyday souvenirs—look for Dehradun basmati, spice blends, woolens in winter, and boxes of assorted biscuits from local bakeries. Pause for coffee or a cold lime soda around Astley Hall if you need a break.
Plan your departure: Jolly Grant Airport is roughly an hour from town. Leave with a comfortable buffer for traffic. If you have a later flight, squeeze in a final stop at Y Café & Restaurant (bookish vibe, pastas and grills, good iced coffee) or a quick pastry run to Ellora’s before you go.
Evening (if staying another night): Consider a twilight drive partway up Mussoorie Road for cooler air and twinkling city views. For dinner, repeat a favorite from last night or try Orchard for soups and steamed momos in the evening chill. Wrap with hot chocolate or masala chai—Dehradun’s nights reward unhurried conversations.
Local gems and practical tips:
- Footwear: Pack quick-dry sandals for Robber’s Cave; sneakers with tread elsewhere.
- Monsoon caution: Avoid cave/stream areas during heavy rain and heed local advisories.
- Shopping shortlist: Basmati rice, bakery biscuits (butter, coconut), spice mixes, and warm stoles in winter.
- Getting around: App cabs (and autorickshaws) are plentiful; traffic builds around school let-out and evening commutes.
Optional add-ons in Delhi (before/after Dehradun):
If you route through Delhi and have extra time, these vetted tours are convenient, high-value options:
Old & New Delhi City Tour – Half or Full Day Options Available

Explore Jama Masjid, India Gate, Qutub Minar, and more with a private guide—ideal if you have a long layover or are overnighting near the capital.
The Great Indian Food Tour: Old Delhi Food and Heritage Walk

Snack your way through Old Delhi’s lanes—perfect for travelers who want to pair history with parathas, chaat, and sweets before heading north to the hills.
Book your transport: Trip.com flights, Kiwi.com flights, and Trip.com trains. For stays: VRBO and Hotels.com.
In two easy days, Dehradun delivers heritage architecture, gentle nature, monastery quiet, and a delicious cross-section of Tibetan and North Indian cooking. With simple logistics and short hops between sights, it’s a forgiving city for a restorative weekend—one that tempts you back when Mussoorie’s higher trails call next time.

