Exploring Underrated Winter Destinations
Exploring Underrated Winter Holidays Destinations
Winter Holidays often bring to mind ski slopes, Christmas markets, or escapes to the sun. Yet there are countless lesser-known places that offer a unique mix of culture, scenery, and warmth away from the crowds. Travelling at this time of year can be more affordable, more peaceful, and often more rewarding. Choosing the right spot can give you an experience that feels both fresh and personal.
Why Choose Underrated Winter Holidays?
Not everyone enjoys following the crowds. Some travellers look for places where the charm hasn’t been overshadowed by mass tourism. These underrated Winter Holidays give you space to explore, interact with locals, and discover traditions that feel authentic. Shorter queues, lower hotel rates, and the chance to see destinations in a different light all add value.
Travelling in winter also allows you to see how places adapt to the season. Some cities sparkle with festive lights, while coastal resorts slow to a relaxed pace. For those who enjoy culture, this is often the best season for museums and local food without the usual rush. Are you ready to rethink what your winter break could look like?
The Benefits of Travelling Off-Peak
One of the biggest advantages of Winter Holidays is escaping the high season rush. While summer can feel hectic, winter often provides a calmer pace. This makes it easier to enjoy conversations with locals, find last-minute tables at restaurants, and capture photos without crowds in the background. For budget-conscious travellers, winter also means better deals on flights and hotels. The money saved can be spent on experiences that matter more — whether that’s a guided tour, a local food workshop, or an upgraded hotel stay.
Ljubljana, Slovenia

Why Visit Ljubljana in Winter
Ljubljana may not be the first city that springs to mind when planning Winter Holidays, yet this compact capital has a charm that shines in the colder months. The cobbled old town glows with twinkling lights, and the Ljubljanica River reflects the festive atmosphere. Cafés with outdoor heaters make it easy to enjoy mulled wine by the water.
The city is also close to natural escapes. Lake Bled and the Julian Alps are just a short drive away, offering winter walks and dramatic views. Unlike larger European capitals, Ljubljana maintains a laid-back feel where you can explore without rushing.
Winter also gives you the chance to see Slovenia at its most picturesque. Snow-dusted bridges and castles make for stunning photos, while traditional food like jota (bean and sauerkraut stew) warms the soul. Locals embrace the season, and you’ll often find free events in the squares during December and January.
What to Do in Ljubljana
- Visit Ljubljana Castle and take in panoramic views of a city wrapped in snow.
- Wander through Tivoli Park, where crisp mornings are best enjoyed with a hot drink.
- Take a short train to Lake Bled, where the winter setting feels magical.
- Explore the Central Market and try hearty Slovenian pastries.
Where to Stay: Hotel Cubo
Hotel Cubo blends contemporary style with personal service in the heart of the city. Spacious rooms and a focus on detail make it a favourite among travellers seeking comfort without excess. The on-site restaurant offers refined dining that celebrates Slovenian flavours.
When you book with Jamie Wake Travel, we can share a range of offers on Ljubljana hotels, including boutique stays like Hotel Cubo. Speak with us to explore tailored options that suit your style and budget.
Granada, Spain

Why Visit Granada in Winter
Granada is often seen as a summer city, but its real magic reveals itself during Winter Holidays. The crowds that usually fill the Alhambra thin dramatically, making it easier to soak in its architectural wonders. The backdrop of the snow-covered Sierra Nevada creates a striking contrast with the city’s historic streets.
Tapas culture thrives year-round here, and in winter the atmosphere is cosy and lively. Skiing in the Sierra Nevada is just a short drive away, offering the chance to combine culture and adventure in one trip. Fewer tourists mean lower accommodation prices and more time to connect with the city’s Moorish history.
The winter sun adds another benefit. Days are bright and crisp, with temperatures comfortable enough to enjoy long walks through Albaicín, the old Moorish quarter. As night falls, bars serve warming drinks alongside plates of jamón and local cheeses.
What to Do in Granada
- Explore the Alhambra without the usual crowds.
- Take a day trip to the Sierra Nevada for skiing or hiking.
- Visit the Mirador de San Nicolás for views of the Alhambra framed by snowy peaks.
- Enjoy a hammam experience in one of Granada’s traditional Arab baths.
Where to Stay: Parador de Granada
Parador de Granada, located within the Alhambra complex, offers a rare opportunity to stay inside a UNESCO World Heritage site. Rooms overlook tranquil gardens and historic walls, giving you a sense of living history. Its restaurant serves traditional Andalusian cuisine in a unique setting.
Jamie Wake Travel works with a variety of Spanish hotels, from luxury paradors to boutique guesthouses. We’ll help you find the right fit and highlight seasonal offers to make your stay in Granada even more memorable.
Tallinn, Estonia

Why Visit Tallinn in Winter
Tallinn transforms into a fairytale setting during Winter Holidays. Its medieval old town, with snow-dusted rooftops and cobbled lanes, feels straight out of a storybook. The Christmas market in Town Hall Square is one of Europe’s most enchanting, offering handmade crafts and local food.
Winter also highlights the city’s Nordic influence. Cosy cafés serve spiced drinks, and the city walls provide panoramic views of a snowy skyline. With fewer visitors compared to other Baltic capitals, Tallinn feels intimate and welcoming.
Cultural experiences thrive in winter too. The Estonian National Opera and city museums offer warmth indoors, while outside, horse-drawn sleigh rides add to the festive charm.
What to Do in Tallinn
- Browse the Christmas market stalls for unique gifts.
- Walk the city walls and enjoy the snowy views.
- Warm up with a bowl of traditional elk soup.
- Visit Kadriorg Palace and its art museum.
Where to Stay: Hotel Telegraaf
Hotel Telegraaf combines history and modern luxury. Located in a former telegraph building, it features elegant rooms, a spa, and a fine-dining restaurant. It’s an ideal base for exploring the old town while enjoying a calm retreat.
Ask Jamie Wake Travel about offers in Tallinn. From charming boutique hotels to luxury stays, we provide a variety of options that can be tailored to your holiday plans.
Marrakech, Morocco

Why Visit Marrakech in Winter
Marrakech offers a very different kind of Winter Holidays. While Europe cools, this North African city enjoys mild temperatures perfect for sightseeing. The bustling souks are less crowded, and exploring the gardens and palaces becomes more relaxed.
Winter evenings bring cool air that balances the warmth of the day. This is also the season when the Atlas Mountains are capped with snow, creating the option for day trips that mix city culture with mountain scenery. For those seeking colour, sound, and life, Marrakech delivers.
Winter also highlights Morocco’s famous hospitality. From rooftop cafés to hidden riads, you’ll find warmth in every corner. The blend of history and daily life makes this city feel alive in a way that surprises many visitors.
What to Do in Marrakech
- Wander through Jardin Majorelle, where colours pop against winter light.
- Visit Bahia Palace and admire its intricate designs.
- Take a day trip to the Atlas Mountains for snow-capped views.
- Relax in a traditional hammam after a day of exploring.
Where to Stay: La Maison Arabe
La Maison Arabe is an oasis of calm amid the lively medina. Known for its warm hospitality, it offers beautifully decorated rooms and a courtyard pool. The hotel’s cooking school is a highlight, giving you a hands-on taste of Moroccan cuisine.
With Jamie Wake Travel, you’ll have access to a variety of Marrakech stays, from riads to luxury hotels. Ask us about exclusive offers that can make your Moroccan winter escape even more special.
Tromsø, Norway

Why Visit Tromsø in Winter
For travellers chasing the Northern Lights, Tromsø is one of the best places in Europe during Winter Holidays. Long nights give you the best chance of spotting the aurora, while the city itself buzzes with life despite the snow.
Activities range from husky sledding and reindeer encounters to fjord cruises under starry skies. The mix of Arctic wilderness and cultural vibrancy makes Tromsø unique. It’s also surprisingly easy to reach, with flights connecting through Oslo.
Winter in Tromsø also includes cultural festivals. The Northern Lights Festival in January brings music from across the globe, while Sami Week celebrates indigenous culture with reindeer racing and traditional crafts.
What to Do in Tromsø
- Join a guided tour to see the Northern Lights.
- Go husky sledding across snowy plains.
- Visit the Arctic Cathedral, a striking landmark.
- Take a cable car for sweeping views of the city and fjords.
Where to Stay: Clarion Hotel The Edge
Clarion Hotel The Edge offers modern comfort with panoramic views of the fjord. Its rooftop bar is a perfect place to watch the winter light dance across the sky. Central location means all main attractions are within easy reach.
Jamie Wake Travel partners with hotels across Northern Norway. From modern stays like The Edge to remote lodges, we’ll tailor your Tromsø adventure and share the best seasonal deals.
The Protections You Receive When Booking With Jamie Wake Travel
Booking Winter Holidays should be exciting, not stressful. With Jamie Wake Travel, you benefit from multiple layers of protection designed to give you peace of mind. We are a member of Protected Trust Services, which means your money is held securely until your holiday is delivered.
Our ATOL licence covers package holidays that include flights, protecting you if a supplier fails. On tailor-made trips, every booking includes both Supplier Failure Insurance and Scheduled Airline Failure Insurance. This means even if a provider goes out of business, your plans remain secure.
When you book with us, you get more than just a holiday. You receive the reassurance that your money and travel are protected, leaving you free to focus on the adventure ahead.
Jamie Says:
“Underrated winter spots often give you the richest memories. Choosing somewhere less obvious can make your Winter Holidays more personal and more rewarding.”
Jamie Wake

Tips for Planning Underrated Winter Holidays
Planning Winter Holidays to less familiar destinations requires a slightly different approach. Check opening hours of attractions, as some smaller museums or seasonal sites may close earlier in the day. Dress in layers, as winter weather can vary widely — Tallinn may be below freezing while Marrakech feels springlike. Research local events too; many destinations hold winter festivals that offer unique experiences not available in summer. Most importantly, consider mixing well-known highlights with hidden gems. This balance gives you the best of both worlds: the reassurance of iconic sights and the surprise of places off the beaten track.
Before you travel, it’s worth checking reliable resources like the Met Office holiday weather guide to understand expected conditions.
Final Thoughts on Underrated Winter Holidays
Winter doesn’t have to mean crowded ski resorts or overbooked city breaks. By exploring lesser-known destinations, you discover places that feel new, authentic, and full of character. From the fairy-tale streets of Tallinn to the colours of Marrakech, each destination offers something that mainstream Winter Holidays rarely deliver: space, personality, and fresh experiences.
Jamie Wake Travel makes it simple to plan a trip that fits your style. We combine personal service with access to trusted tour operators and suppliers. Whether you want a quiet European retreat or an Arctic adventure, we’ll shape your journey to be as unique as you are.
You can search and book your own bespoke Winter Holidays directly on our website — the option is there on every page. But remember, we’re always just a phone call or message away if you’d prefer us to design the perfect trip for you. Call us on 01495 400005 or fill out our enquiry form today, and let’s create your winter escape together.
Send an Enquiry
We will get back to you as soon as possible.
Please try again later.
Frequently Asked Questions
What are some underrated Winter Holidays destinations?
Places like Ljubljana, Granada, Tallinn, Marrakech, and Tromsø offer unique winter experiences without the heavy crowds.
Are Winter Holidays always about skiing?
Not at all. While skiing is popular, Winter Holidays can also mean cultural city breaks, chasing the Northern Lights, or relaxing in mild climates.
Is it cheaper to book Winter Holidays to lesser-known destinations?
Yes, many underrated spots have lower prices for hotels and activities compared to traditional resorts.
Can Winter Holidays include both sun and snow?
They can. For example, in Granada you can enjoy sunshine in the city and skiing in the Sierra Nevada on the same trip.
What protection do I have when booking Winter Holidays with Jamie Wake Travel?
All bookings include ATOL cover where flights are involved, plus Supplier Failure Insurance and Scheduled Airline Failure Insurance for tailor-made trips.
Do Winter Holidays work well for families?
Yes. Destinations like Tromsø offer family-friendly activities such as husky sledding, while Marrakech provides cultural experiences for all ages.
Which Winter Holidays destinations are best for couples?
Tallinn’s fairy-tale setting and Marrakech’s romantic riads make them ideal for couples seeking atmosphere and charm.
Is travelling in winter more relaxing?
Often, yes. With fewer tourists, shorter queues, and lower prices, Winter Holidays tend to be calmer and more enjoyable.
Can I still enjoy outdoor activities on Winter Holidays?
Definitely. From hiking in Slovenia to reindeer sledding in Norway, winter brings its own range of outdoor adventures.
Why book Winter Holidays with Jamie Wake Travel instead of online?
We offer personal service, trusted protections, and access to a wide range of suppliers. Your trip will be tailored to your needs and backed by security.