Sissy Town

Sissy Town

Northampton, Massachusetts (Photo Credit: Denis Tangney, Jr. / iStock)
Gay-owned Guesthouse Lost River in West Virginia (Photo Credit: West Virginia Department of Tourism)
Perkins Cove in Ogunquit, Maine (Photo Credit: Denis Tangney, Jr. / iStock)
New Hope, Pennsylvania (Photo Credit: photos / iStock)
Asbury Park Beach in New Jersey (Photo Credit: New Jersey Division of Travel & Tourism)
LGBTQ-friendly Aqua Grill in Rehoboth Beach, Delaware (Photo Credit: Aqua Grill)
Downtown Eureka Springs (Photo Credit: Eureka Springs City Advertising & Promotion Commission)
Saugatuck-Douglas Harbor in Michigan (Photo Credit: Lance Nelson)
Guerneville, California (Photo Credit: Sonoma County Tourism)
Summer in Corning, New York (Photo Credit: Finger Lakes Wine Country)
LGBTQ-friendly Old Market neighborhood in Omaha, Nebraska (Photo Credit: Omaha Convention & Visitors Bureau)
Long Creek Falls is less than an hour south of Blue Ridge, Georgia.
River Arts District in North, Carolina
Main Street in Bisbee, Arizona (Photo Credit: ©JPopPhoton)
Missoula Club – Burgers and Beer has been a fixture in the small LGBTQ-friendly town for more than 130 years. (Photo Credit: gsbarclay / iStock)
Brookings, South Dakota (Photo Credit: Wikimedia Commons)
Covington Skyline from Devou Park (Photo Credit: Wikimedia Commons)
Juneau, Alaska (Photo Credit: Travel Alaska)
Norman, Oklahoma (Photo Credit: Denis Tangney, Jr. / iStock)
Manhattan, Kansas (Photo Credit: Denis Tangney, Jr. / iStock)
Arches National Park is just an 8-minute drive from Moab, Utah (Photo Credit: WikiImages from Pixabay)
Walla Walla Vinters is known for its critically acclaimed Cabernet Franc and Sangiovese. (Photo Credit: Visit Walla Walla)
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Our picks for the 22 small gay-friendly cities that LGBTQ travelers should consider visiting in 2022.

As members of the LGBTQ+ community, we have oftentimes been conditioned to only feel secure in big cities. San Francisco, New York, and Miami are considered safe havens for us because of the well-established queer communities present in these places. At Vacationer, we want to encourage you to step outside your comfort zone and give some smaller cities a try!

In celebration of 2022, we have compiled a list of 22 small to midsize cities around the United States that are worth your time, attention, and tourism dollars. They all offer a variety of exciting attractions and supply you with all the nightlife, entertainment, adventure, art, and culture you’re accustomed to in bigger cities. Most importantly, these cities are safe and welcoming to LGBTQ+ travelers.

Northampton, Massachusetts Northampton is referred to as “Lesbianville”, the “lesbian mecca”, “the lesbian capital of the world.” You get the picture. That doesn’t mean that there are no gay men or trans folks there. Quite the contrary. This city is a thriving place for queer people to raise their families and enjoy true community. It just happens to be especially popular with the ladies, especially with LGBTQ-owned businesses such as the new bed and breakfast, Downton Valley ! It is also nestled among the forests, farmland, and mountains of Western Massachusetts, which makes it a relaxing and beautiful getaway in the charming New England region of the USA.

Lost River, West Virginia A two-and-a-half-hour drive west from Washington, DC will land you on Lost River, WV which has been an LGBT weekend getaway destination for about 30 years. Filled with LGBT-owned businesses and restaurants, like the Guesthouse Lost River , travelers will enjoy simple but locally sourced cuisine while connecting with nature in the beautiful Lost River State Park.

Ogunquit, Maine Known as Maine’s answer to P-town, Ogunquit is a small New England resort town featuring beautiful landscapes and vistas at a substantially lower cost than its Massachusetts sister. The gay community tends to congregate in the part of town called the Village where charming B&B’s and nightlife abound.

New Hope, Pennsylvania Perfect for a romantic getaway in pastoral surroundings, New Hope is a great place to disconnect from the world and enjoy peaceful simplicity. It is ideal for antique buying, and it is home to several celebrated art galleries, historic sites, and wineries. Every year, the town celebrates Pridefest in May.

Asbury Park, New Jersey A little slice of gay heaven on the Jersey shore, Asbury Park is host to numerous festivals, parades, and Pride activities come summertime. A lot of work and reconstruction has gone into the city making it more inviting to the LGBTQ+ community as a viable alternative to the nearby New York City scene.

Rehoboth Beach, Deleware A beachside favorite, Rehoboth Beach is another city gaining on the P-Town tourism market. Instead of having nightlife establishments within a mile-long stretch, this city has it concentrated into three seaside blocks and boasts venues that host live music, drag shows, and dancing. Most LGBTQ+ locals and visitors converge on Poodle Beach for a swim or fun in the sun. If you didn’t know already, Delaware is known for its coastal seafood shacks and Rehoboth delivers on that front and it’s a major shopping destination in the region, featuring both major outlets and trendy boutiques.

Eureka Springs, Arkansas Over 30% of the 2000 residents of Eureka Springs identify as part of the LGBTQ+ community earning it the nickname “the Gayest Small Town in America”. This Victorian-era, hilly town is situated in the Ozark Mountains and offers a great alternative to a coastal holiday. They offer all the nightlife amenities you’d be accustomed to with the addition of three “Diversity Weekends” (Pride celebrations) scheduled throughout the year.

Saugatuck & Douglas, Michigan This pair of West Michigan cities can be found on the shores of Lake Michigan. Natural sand dunes create gorgeous beaches to soak up the sun including the swimmer-favorite Oval Beach. While both cities are gay-friendly and host LGBTQ+ businesses; Douglas is said to be the one with more “flair”.

Guerneville, California Situated in Sonoma County, Guerneville is a rustic resort town about an hour and a half from San Francisco. It has long been a ‘staycation’ city of choice for the northern California gay community, especially for fun events such as Lazy Bear Week. It offers glamping accommodations for semi-outdoor enthusiasts in addition to traditional accommodations. It is a favorite among wine lovers with over 50 wineries in easy driving distance.

Corning, New York Corning is recognized as one of the best cities for corporate inclusion by the National Gay & Lesbian Chamber of Commerce (NGLCC). Due to this distinction and its proximity to the southern Finger Lakes region in New York, it has become a popular destination for the gay community. Every year, Corning hosts a Pride Car Parade and Pride Festival in June. The regions’ wineries and the picturesque landscapes keep the tourists coming back for more.

Omaha, Nebraska Bordered by the Missouri River and the Platte River, Omaha is home to some majestic waterfront parks. It also is the proud home of the country’s largest urban arts colony. Boasting a proud and sizable gay population; downtown is the official congregating place for the community with several bars, clubs, and restaurants for your enjoyment.

Blue Ridge, Georgia Blue Ridge is a mountain town located in the Chattahoochee National Forest. As such it has awe-inspiring views of nature and is a featured stop along the Appalachian Railway Train. The city also hosts many annual events such as the Blue Ridge Jazz and Wine Festival. Recent years have seen an influx of gay-owned businesses and the city is home to one of the largest gay populations in Georgia.

Asheville, North Carolina Famous for its progressive attitude and booming art scene, Asheville is a wonderful destination for the LGBTQ+ traveler. While there is no specific ‘gayborhood’ you will find that our community is interwoven into every aspect of the life and culture present in Asheville. Highlights include the River Arts District where you can see artists at work in their studios and the Blue Ridge Pride Festival in the Fall.

Bisbee, Arizona Bisbee got its start as one of the major mining towns of the Old West and continued as such until the mines dried up in the 1970s. After that, it became an artists’ colony due to a less expensive cost of living, its picturesque location in the Mule Mountains, and the awe-inspiring Victorian structures throughout the city. It remains an artistic and retirement community to this day with an approximate 60% LGBTQ+ population.

Missoula, Montana For the more outdoorsy and adventurous traveler, Missoula might be just what you’re looking for. This city features opportunities for visitors to go kayaking, white water rafting, and experience skiing expeditions. There is no shortage of ways to reconnect with nature. With a youthful community supported by the University of Montana, a progressive liberal arts school, Missoula is extremely gay-friendly in this traditionally conservative state.

Brookings, South Dakota History buffs will love the charming and scenic city of Brookings. They are very proud of their history as a pioneer city and have multiple historical residential and commercial districts preserving that legacy. There are also a variety of art galleries and museums available to help you take a step back in time to the westward expansion. With a perfect score of 100 on the HRC Municipal Equality Index (MEI), Brookings is an excellent example of a small gay-friendly city worthy of your tourist dollars.

Covington, Kentucky Covington is situated on the south bank of the Ohio River and has the Licking River on its eastern border. As a result, river cruises and entertainment are a huge draw to the city. Located across the Ohio River, downtown Cincinnati provides gorgeous vistas from the river or from Devou Park. Add to that the many historic districts for dining and shopping and you have yourself a nice little vacation in a city that has made immense strides in the quest for LGBT equality.

Juneau, Alaska If you’re in the market for icy adventures, then Juneau is the place for you. Cruise amongst the glaciers and icebergs or go whale watching in this actual winter wonderland. Juneau is also home to the Southeast Alaska LGBTQ+ Alliance which holds a variety of events throughout the year.

Norman, Oklahoma Norman is home to the National Weather Center, available for tours for the scientific traveler. Norman is also a golfers’ paradise with no less than five major courses throughout the city. With an MEI score of 92, it ranks as the most gay-friendly city in Oklahoma.

Manhattan, Kansas Manhattan is the perfect place to go to explore the Great Plains of Kansas. Majestic walks and breathtaking sunsets await you on these hiking trails. LGBT outdoor enthusiasts will enjoy swimming, paddling, and kayaking at nearby Tuttle Creek Lake and Pillsbury Crossing. Manhattan is also home to Kansas State University, named one of the 25 most LGBT-friendly colleges in the country by Campus Pride.

Moab, Utah Moab, UT is famous for its surrounding red rock landscape. Arches National Park has the world’s largest concentration of natural sandstone arches. The Canyonlands feature unique hiking opportunities to enjoy breathtaking vistas of the region’s canyons and other rock formations. While gay nightlife is in short supply, the city is very welcoming to queer travelers and has its own annual Pride celebrations.

Walla Walla, Washington USA Today readers have proclaimed the Walla Walla Valley the best wine region in the country. The region has over 120 wineries with 2800 acres of grapes calling out for you to taste! There is a modest gay nightlife scene, but the town and establishments are extremely welcoming and friendly.

And there you have it! We hope you enjoyed this brief overview of smaller gay-friendly cities we have grown to love. Look out for more in-depth articles on each of the cities mentioned in the coming weeks right here at Vacationer!

John A. Hernandez is a staff writer for Vacationer and Queer Forty Magazine. He is also a contributor to Bear World Magazine and Gayming Magazine. In his free time he loves to travel and watch as much horror as he can get his hands on. He resides with his husband in New York City.
Nice informative very helpful for planning our future trips.
You need to research Yellow Springs, Ohio. Very LGBTQ.
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Crossdressing in Public – Almost Got Caught

Since childhood I was interested in crossdressing. I used to dress up in my sisters clothes. After I finished college, I started living in an apartment. I began saving money to buy more feminine stuffs. I bought lot of dresses, under garments, shoes and wigs. I would usually spend my time dressed as a girl inside the apartment.
I started to get quite good at putting on makeup and my transformations were also getting better. The desire to crossdress kept growing strong. I started to go out in the balcony where other people could see me from the road and that would give me a huge rush.

One night, I decided to step out from my apartment and go shop at a department store. I got dressed and put on a nice makeup. It was Friday night so most of the people were out in my building. My apartment is on the 4th floor. I decided to to take the stairs because most people would use the elevator. After I got ready, I grabbed a purse and got some money, my apartment keys and my phone. I wore short heels because this was my first time out in public.
So I was finally ready to go out. I was wearing a white knee length dress and black pantyhose. My hair was already long at that time and that was one of the reason I looked quite passable as a girl. So I got out of the apartment and locked the door behind me. The hallway was empty. My heart was beating quit fast as I started walking. Then I took the the stairs and slowly made my way down to the exit of the building. Just then, I saw a group of people coming in my direction.
I got a bit scared and tried to act normal. When they passed me I was quite relieved. Then I was out in the open, it was an amazing feeling. I bring out my phone and pretend to use it, just so I could spend some time like that. I put the phone back and started heading to the store which was around 20 blocks away. I had walked that street for so many times but this time, It was just so different and I really felt like I was a girl walking down the street. The street was quite empty at that time and that made me feel more confident. I had practiced a lot to walk in heels so I felt my walk was feminine enough.

I finally reach the departmental store. As I was about to go in, my phone rang. I checked to see who it was and it was one of my friend. I couldn’t speak at that time because people could hear my voice and get confused. So I switched the phone to silent. I get few more calls for him.
Then I receive a message which says my friend was in my building and if I was free to hang out. I got scared immediately and I just got blank, not knowing what to text him back. After some minutes, I figured I should text that I was away to a relative house and was busy for the evening.
I had always kept my crossdressing a secret, so nobody knew about it. After I sent the message, I went inside the store and started to shop around. I went into the women’s section and checked out different clothes and lingerie too. I was having the time of my life. I decided to try on some dresses, so I picked three dresses and went to the the changing room.
I tried on the dresses and I really liked the red one which was a mini dress. I decided to buy that and after taking a look on few other things, I decided to check out. As I reached the counter, I couldn’t believe what I was seeing. I got completely surprised to see that my friend who texted me before was also in the store.
My heart began to to beat faster again and I felt very nervous and to make things more difficult, my friend comes right behind me to checkout. I try my best to you look casual and get on with my shopping but I really was feeling very nervous and quite scared.

Finally, I make the payment and without looking back once, I rush out of the store. As I was walking out, suddenly my friend calls from behind. “Hey, turn back.”. I could feel goose bump all over my body.
Did my friend really recognized me. I resist to look behind but he kept calling me to turn around. So, with all the courage I had, I turned around. I look at him and he is looking at me. I feel completely embarrassed. Then he comes around and with a smile, shows money in his hand.
“You forgot you change, here you go.”. He said.
I stood numb, smiled back and nodded.
He then nodded back and left. I was so close to fainting. I was sure, he recognized me but he didn’t. That was really scary. I started walking. After I was around 1 blocks away from store I looked back to see if my friend was still there.
I couldn’t stop wondering whether my friend really recognized me or not. This would be so embarrassing. This was quite a scary experience for the first time going out as a girl.
I rushed back to the building and to the stairs. I reach my floor and as I was in the hallway, I saw the neighbors from the opposite apartment come out. I couldn’t get into my apartment because they would see me getting in and that could raise some suspicions and they could recognize me too.
So, I simply walk right past them and pretend to walk down the hallway. As soon as I stop hearing their footsteps, I turn around and when I saw no one was there, I ran back and opened the door to my apartment and shut it behind me. I felt a huge relief to be back in my place and this first time felt like a crazy experience but I liked the rush I had experienced that day.
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