Sign up for free and start making meaningful connections

Get started!
This is the name that members see on your profile. Please don't include your real name or contact details.
For your security, your password must have 8 or more characters, CAPITAL & small letters and at least one number. For example: MyPassword123
Already a member? Log in

Dating in Cheltenham

Cheltenham might not be the largest town around but it certainly packs a big punch. With plenty of things to do, this jewel of the Cotswolds is an excellent place for likeminded singles to get to know one another. But if you're currently looking for love, you might be wondering how to connect with likeminded singles looking to make meaningful connections with others...

The good news is that with Rest Less Dating, it's quick and easy to start connecting with singles in Cheltenham, so you can find the perfect person for you.

Being nestled amongst some of the UK's most dazzling scenery, Cheltenham is the perfect place for nature lovers to plan an outdoor date. Although, if you're looking for something a little more intimate or the weather's not great, then there are plenty of great things to do in town as well.

Getting started is easy

Create your free profile in under 5 minutes today and start viewing matches.

Connect with singles over 50

Meet your match faster in a safe, secure environment. Choose the qualities that matter to you.

Subscribe and contact others

If you like what you see, upgrade to a paid membership and contact others.

Featured members from Cheltenham

V308V308
4
V308

58 - Cheltenham, Gloucestershire, England

I am a lady who is happy with who she has become .. I am a content balanced person with a young attitude. I...

Happytraveller57Happytraveller57
6
Happytraveller57

67 - Cheltenham, Gloucestershire, England

Personable individual with a positive outlook on all things. Keep active with Health Club and have enjoyed...

LadyQLadyQ
7
LadyQ

68 - Cheltenham, Gloucestershire, England

I’m on this site for communication, first and foremost. A balanced, kind and courteous gentleman who is honest,...

CaminioKid1CaminioKid1
5
CaminioKid1

72 - Cheltenham, Gloucestershire, England

I am naturally optimistic and tend to see the positives in life. I have a natural curiosity; I like to travel...

Jk0007Jk0007
3
Jk0007

64 - Cheltenham, Gloucestershire, England

Self-promotion is not really my thing, so I'll keep this brief. I'm a well-travelled, pretty sorted creative...

Summerbreeze55Summerbreeze55
10
Summerbreeze55

63 - Cheltenham, Gloucestershire, England

Vivacious, adventurous, genuine, intelligent and worldly.Friends have said that I have a 'zest for life'....

Your tools to find your perfect match

Our two-way matching feature will help you find singles with similar interests.
Browse your potential matches and add those that catch your attention to your Favourites.
When you feel ready, it's quick and easy to send your matches a private message. Then all that's left to do is wait for a reply and start building meaningful connections.
Sign-up today for free by entering some basic details about yourself. Finding your perfect match has never been easier.
We don't let just anyone join! We take your safety seriously, so every profile and photo is checked by a real person.

Basic Search

Success Stories

Met a perfectly lovely lady. Immediate connection. Nothing else needed, except hope for the future.
Steve, 08 June 2024
After a few false starts I’ve found a wonderful man to spend the rest of my life with, my home is on the market but we are already together more than we are apart.
Christine, 17 June 2024
He is the most wonderful man and we are talking about marriage later this year
LESLEY, 29 July 2024

Cheltenham singles

Your perfect idea for a date might involve fresh air, stimulating conversation, and perhaps a little bit of light exercise. Or, you might prefer sampling some tasty food and delicious drinks. Whatever gets you excited, you'll undoubtedly be able to find it in the charming town of Cheltenham.

Cheltenham couldn't be any more perfect for an outdoor date. With loads of stunning nature walking routes winding their way around the surrounding area, you're spoilt for choice if you want to take your date on a romantic hike. Why not consider taking a walk up Cleeve Hill? It's the highest point in Gloucestershire and it boasts spectacular views of Cheltenham town - perfect for sparking a romantic moment.

If you'd like to keep things in the town centre but still want to get some fresh air, then you could consider taking a stroll around the Imperial Gardens; a beautiful, well kept Regency- era garden situated between the Queens Hotel and the Town Hall. There's even a bar where you can enjoy a drink or two on a sunny day.

For a first date that allows you to get to know each other while enjoying something fun, you can't go wrong with dinner and drinks. There are loads of restaurants and bars in the town centre of Cheltenham to suit a wide range of people. Gin & Juice on the Promenade mixes up an especially good cocktail.

And finally, for something a little more lively, why not catch a stand-up show at The Strand's comedy club, or a gig at the Gloucester Guildhall, one of the UK's most interesting and diverse entertainment venues?

Our Support Team is here to guide you

Feedback from members we've helped in the past.

Thanks for the advice. I'll go along with your suggestions.
John, 15 July 2024
Very many thanks for your prompt and informative response. It is greatly appreciated.
Victoria, 01 April 2024
This is a very professional dating site, and enjoyable to use, with some nice people to meet and talk with. Thanks. A good experience!
Nige, 30 May 2024