Photo: Arpingstone (Public domain), via Wikimedia Commons
Holidays in Cheltenham
From first-visit essentials to local favourites, this is our honest guide to holidays in Cheltenham: where to stay, what it costs and what not to miss. Regency terraces and festival culture by the Cotswolds. Set in Gloucestershire, it makes a brilliant base whether you're here for a week or a quick escape.
Holiday ideas in Cheltenham
Know what would make the week? Start from the thing that matters most.
- Dog-Friendly Places to Stay
- Places to Stay Near a Bus Stop
- Places to Stay Near a Pub
- Places to Stay Near a Train Station
- Places to Stay Near an Ice Cream Parlour
- Places to Stay Near Cafés & Tea Rooms
- Places to Stay With a Bar
- Places to Stay With a Chip Shop Nearby
- Places to Stay With a Restaurant
- Places to Stay With EV Charging
- Hotel deals in Cheltenham ↗
- Coach holidays to Cheltenham with Just Go Holidays ↗
- Castles in Gloucestershire
- Stately homes & historic houses in Gloucestershire
- What's on in Gloucestershire
- Train stations in Gloucestershire
- Large-group stays in Gloucestershire
- By train: Cheltenham Spa station
Weather in Cheltenham
Thu
8° -4°
💧1%
Fri
6° 0°
💧4%
Sat
8° 4°
💧4%
Sun
11° 3°
💧62%
Mon
7° 3°
💧15%
Tue
7° 2°
💧58%
Wed
7° 0°
💧4%
Forecast: Met Office
Cotswold Grange Hotel
✓ Boutique hotel on a quiet, tree-lined avenue near the town centre
Cheltenham
Avon Lock Cottages - Avon Lock Cottage
Tewkesbury, Central England
Sleeps 5
£417 per break
Check availability
Croft Farm Water Park
✓ Private lake with watersports and expert tuition on site
Tewkesbury, Central England
Sleeps 6
£405 per break
Check availability
Tedsmore Hall Estate Properties - No 7 - Cheltenham
Oswestry, Central England
Sleeps 8
£1,176 per break
Check availability
🏨 Looking for a hotel instead?
The stays above are mostly self-catering. For hotels and B&Bs in Cheltenham, Agoda compare prices across booking sites.
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More around Cheltenham
Haunted Britain
Where to stay in Cheltenham
Self-catering cottages give you the most freedom (and the best locations often book six months ahead), holiday parks are unbeatable value for families thanks to pools and evening entertainment, and campsites put you closest to the scenery for the least money. Compare all of them on this page — every stay links straight to the operator so you always book direct.
When to go
July and August bring the best weather and the biggest crowds. Late May, June and September are the savvy picks: long days, everything open, and prices a clear step down. Off-season has its own charm — and the best bargains of all.
Frequently asked questions
When is the cheapest time to visit Cheltenham?
Outside school holidays — typically late September to early May. Many stays cost 30–50% less than in August, and attractions are quieter too.
Is Cheltenham good for families?
Yes — filter the listings above by family-friendly facilities like pools, kids' clubs and playgrounds, and check the things-to-do guide for rainy-day options before you book.
How do I book a stay in Cheltenham?
Every listing on this page links directly to the holiday operator — you book with them at their live price. We may earn a commission at no cost to you, which is how we keep these guides free.
Cheltenham on the map
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🎭 Theatres near Cheltenham
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🎭 Venues with something on in Cheltenham
What's on at each, with tickets and places to stay within walking distance.
🎪 What's on in Cheltenham
Events from
Skiddle
Fri 13 Nov · 18:00
Phantom & West End Classics
Church Of St Gregory The Great, Cheltenham · 0.4 mi
Tickets on Skiddle ↗
Fri 13 Nov · 18:30
Coki & Lemon D at DEYA Brewery
DEYA Brewing Company, Cheltenham · 1.2 mi
Tickets on Skiddle ↗
Fri 13 Nov · 23:00
Lust - Sweet Temptation
Tramps Worcester, Worcester · 21.4 mi
Tickets on Skiddle ↗
Fri 13 Nov · 20:00
Funhouse Comedy Club - Comedy Night
Ingleside House, Cirencester · 13.5 mi
Tickets on Skiddle ↗
Fri 4 Dec · 22:00
Macky Gee: Cheltenham
Moomoo Clubrooms Cheltenham, Cheltenham · 0.3 mi
Tickets on Skiddle ↗
Fri 4 Dec · 22:30
NOISE ENFORCEMENT Presents - CRUSH VELVET 3.0
Velvet Nightclub, Worcester · 21.4 mi
Tickets on Skiddle ↗
Sat 5 Dec · 12:30
Information Lecture: Help and Healing on the Spiritual Path
The Isbourne Health And Wellbeing Centre, Cheltenham · 0.3 mi
Tickets on Skiddle ↗
Sat 5 Dec · 14:30
The Magic of Christmas - Cheltenham
Church Of St Gregory The Great, Cheltenham · 0.4 mi
Tickets on Skiddle ↗
Explore Holidays in Cheltenham
- Camping in Cheltenham
- Caravanning in Cheltenham
- Cottages in Cheltenham
- Dog-Friendly Places to Stay in Cheltenham
- Dog-Friendly Things to Do in Cheltenham
- Eat & Shop Local in Cheltenham
- Hotels in Cheltenham
- Indoor Things to Do in Cheltenham
- Museums & Galleries in Cheltenham
- Places to Stay Near a Bus Stop in Cheltenham
- Places to Stay Near a Pub in Cheltenham
- Places to Stay Near a Train Station in Cheltenham
- Places to Stay Near an Ice Cream Parlour in Cheltenham
- Places to Stay Near Cafés & Tea Rooms in Cheltenham
- Places to Stay With a Bar in Cheltenham
- Places to Stay With a Chip Shop Nearby in Cheltenham
- Places to Stay With a Restaurant in Cheltenham
- Places to Stay With EV Charging in Cheltenham
- Things to do in Cheltenham
- Water Parks in Cheltenham
- Wheelchair-Accessible Things to Do in Cheltenham