Dating Hub

71 singles found in your area

Find your type

We search across dozens of dating sites to find dates for you.

Let's start by learning your type:

Got it! Let's complete your profile

Would you date


MistyMara, 41

Local Matches

Check out these featured profiles of singles in your area:

MistyMara, 41
kristin_eileen, 31
swaglys, 27
Divine_Vine, 31
sabrinacor, 25
Oak Hill
wildinbed84, 39

Dating Ideas

Check out these thing you could do in Winchester:


The Hideaway Cafe

The Hideaway Cafe in Winchester is a charming and cozy cafe located in the heart of downtown. It is popular among locals and visitors alike for its warm ambiance, friendly staff, and delicious food and drinks. The cafe offers a wide selection of coffees, teas, and specialty drinks, as well as a variety of freshly baked pastries and sandwiches. The Hideaway Cafe also hosts live music events and open mic nights, providing a unique and entertaining dining experience. Whether you're looking for a place to relax with a book, catch up with friends, or enjoy some live music, The Hideaway Cafe is the perfect spot.

Winchester Brew Works

Winchester Brew Works is a popular brewery located in the charming town of Winchester, Virginia. The brewery offers a wide selection of handcrafted beers, made with locally sourced ingredients and brewed with care. With their spacious taproom and outdoor seating area, Winchester Brew Works provides a great atmosphere for beer enthusiasts to relax and enjoy a pint. The brewery also hosts live music events and food trucks, further enhancing the overall experience. Whether you're a local or just passing through, Winchester Brew Works is definitely worth a visit for anyone looking for high-quality craft beer in a friendly and welcoming setting.

The Butcher Station

The Butcher Station in Winchester is a high-quality meat market and butcher shop. They specialize in providing customers with a wide variety of fresh meats, including beef, pork, chicken, and more. The shop is known for its incredible attention to detail in the butchering process, ensuring that every cut of meat is of the highest quality. They also offer a selection of house-made sausages and other specialty meat products. With knowledgeable and friendly staff, The Butcher Station is a trusted source for meat in the Winchester area.


Bistro Bar

Bistro Bar is a cozy and intimate restaurant located in the heart of Winchester. Known for its warm and welcoming atmosphere, it is a favorite spot for locals and tourists alike. The restaurant offers a diverse menu of innovative and delicious dishes, with a focus on fresh and locally sourced ingredients. From succulent steaks to flavorful seafood, there is something to satisfy every palate. The bar also boasts an impressive selection of wines, spirits, and craft cocktails, making it the perfect place to unwind and enjoy a drink. With its friendly staff and top-notch cuisine, Bistro Bar provides a memorable dining experience that keeps customers coming back for more.

The Half Note Lounge

The Half Note Lounge in Winchester is a trendy and vibrant music venue that offers live entertainment and a great atmosphere for music lovers. The lounge features a variety of genres, from jazz and blues to rock and pop, with talented local bands and musicians performing regularly on the stage. With its cozy and intimate setting, the Half Note Lounge provides the perfect place to enjoy a night of live music, while also offering a full bar and delicious food options. Whether you're looking for a fun night out with friends or a romantic evening listening to talented musicians, the Half Note Lounge is the perfect destination for music enthusiasts in Winchester.

The Village Square Restaurant and V2 Piano Bar

The Village Square Restaurant and V2 Piano Bar is a charming and elegant establishment located in the heart of Winchester. The restaurant offers a cozy and inviting atmosphere, perfect for a romantic dinner or a gathering with friends. The menu features a variety of delicious dishes made with locally sourced ingredients, ensuring both taste and quality. Additionally, the V2 Piano Bar, located adjacent to the restaurant, offers live music performances from talented local musicians, creating a vibrant and entertaining atmosphere. Whether you are looking for a delicious meal or a night of live entertainment, The Village Square Restaurant and V2 Piano Bar is the perfect destination.

Try an Activity

Brewbakers Restaurant

Brewbakers Restaurant in Winchester is a popular dining spot that offers a unique combination of casual American cuisine and craft beers. The restaurant is known for its cozy atmosphere, with exposed brick walls and dim lighting creating a rustic and inviting ambiance. The menu features a variety of dishes ranging from hearty burgers and sandwiches to fresh salads and seafood options. One of the highlights of Brewbakers is its extensive beer selection, with a rotating tap list showcasing a wide range of craft beers from both local and national breweries. Whether you are looking for a casual lunch or a night out with friends, Brewbakers Restaurant is a great choice for delicious food and a great beer selection.

The Hideaway

The Hideaway is a charming bed and breakfast located in Winchester, a picturesque town in the heart of the English countryside. The property is nestled in a tranquil and secluded setting, offering guests a peaceful and relaxing stay. The Hideaway features comfortable and well-appointed rooms, each with its own unique character and charm. The innkeepers provide warm and attentive service, ensuring that each guest feels welcome and pampered during their stay. The Hideaway is also known for its delicious breakfasts, which are made with locally sourced ingredients and served in a cozy dining area. With its idyllic surroundings and attentive hospitality, The Hideaway is the perfect destination for a romantic getaway or a peaceful retreat.

Hopscotch Coffee and Records

Hopscotch Coffee and Records in Winchester is a unique blend of a coffee shop and record store that offers customers a cozy and relaxed atmosphere. As soon as you step inside, you are greeted by the aroma of freshly brewed coffee and the soothing sounds of vinyl records playing in the background. The interior is decorated with vintage furniture and an extensive collection of records that cater to a wide range of musical tastes. The staff is friendly and knowledgeable, always willing to recommend their favorite albums or brew you the perfect cup of coffee. Whether you're a coffee enthusiast looking for your daily caffeine fix or a music lover searching for that perfect vinyl, Hopscotch Coffee and Records is the place to be in Winchester.

Sign Up Now

Dating Sites

We review dozens of dating sites to find the best ones for you.


OnlyFlings is a contemporary online platform designed for individuals seeking casual dating experiences and short-term connections. With a user-friendly interface and an emphasis on fun, OnlyFlings allows users to easily browse through profiles of like-minded individuals in search of exciting adventures and spontaneous encounters. Whether you're looking for a fling while traveling or simply exploring new connections in your area, OnlyFlings is the perfect platform to embrace carefree and playful relationships.

Local Matches
Site Rating

BangMeetup is your go-to online platform for connecting with like-minded individuals seeking casual encounters. With a sleek and user-friendly interface, the site allows you to browse through a vast database of profiles, filtered by location, interests, and desires. Whether you're looking for a one-night stand or a friends-with-benefits arrangement, BangMeetup provides a discreet and convenient way to find that unforgettable connection.

Local Matches
Site Rating

AmateurMatch is a one-of-a-kind dating website that caters to individuals who are new to the dating scene or seeking a casual and relaxed dating experience. With a diverse community of like-minded individuals, users can explore and connect with others who are looking to build connections without the pressure of commitment. Whether you're simply looking for fun or hoping to spark a meaningful connection, AmateurMatch offers a platform for individuals to explore their dating journey in a comfortable and judgment-free environment.

Local Matches
Site Rating

IntimateMilfs is a dating website designed exclusively for younger men who are interested in connecting with older, experienced women seeking companionship and intimacy. With a user-friendly interface and advanced search features, the platform focuses on matching like-minded individuals in their pursuit of genuine connections and memorable experiences. IntimateMilfs offers a secure and discreet environment for its members to explore their desires without judgment and with a shared understanding of their preferences and expectations.

Local Matches
Site Rating

DiscreetlyMeet is a unique dating website designed for individuals seeking discreet and private connections. With a focus on privacy and anonymity, users can create profiles without revealing their true identity. This platform offers a safe space for people to explore their desires and meet like-minded individuals while keeping their personal lives discreetly separate.

Local Matches
Site Rating