Look ahead to your 2024 Holidays with Headwater and join us on a spectacular trip where you can travel from place to place at your own pace in the great outdoors. Our range of self-guided walking and cycling holidays are developed so you can see the best of any location, in the best way possible.
On a Headwater Holiday, you're in control. And our expertly curated itineraries are designed to activate the senses, immersing you deeper into your region's local culture, where you can visit places of historical interest, sample food that epitomizes the local cuisine and enjoy enchanting stays in characterful accommodations. Rest assured, we'll help you find the hidden treasures, the lesser-known path, and the best regional cuisine. You'll soon find there's an incredible world to wander, pedal and absorb in 2024.
£50 off your next self-guided holiday
We’re offering you the chance to save £50 on your first Headwater holiday. Simply use code RESTLESS24 when booking with one of our expert team. See full terms and conditions at the bottom of this page.
Self-guided walking
7 nights,
twin centre
Level: 2
Moderate
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
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Self-guided walking
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
7 nights,
single centre
Level: 1+
Leisurely plus
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
7 nights,
single centre
Level: 2+
Moderate plus
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
6 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided walking
7 nights,
hotel-to-hotel
Level: 2
Moderate
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
8 nights,
hotel-to-hotel
Level: 2
Moderate
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
7 nights,
hotel-to-hotel
Level: 1+
Leisurely plus
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
6 nights,
hotel-to-hotel
Level: 3
Stretching
Headwater
Navigation App
CLAIM 10% OFF UNTIL 27 MARCH 2025
VIEW TRIP
Self-guided cycling
10 nights,
hotel-to-hotel
Level: 1
Leisurely
Headwater
Navigation App
CLAIM 15% OFF UNTIL 27 MARCH 2025
VIEW TRIP
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Where appropriate, we grade our holidays based on distance, terrain, elevation gain, remoteness, etc and categorise them into 4 relative groups. This is ultimately subjective and may vary slightly day to day; for more advice, please see the specific trip page or call one of our friendly team.
