How to Settle Into a New Place When You’re Staying for a Month or More

There comes a point in long-term travel when you have to stop being on vacation. For me, it usually happens somewhere around the grocery store.

If I'm going somewhere for a few days, I'm perfectly happy to eat out, explore constantly, have drinks every night, and generally behave like my credit card statement is a problem for Future Angela. If I'm staying for a month or three, that shit doesn't work.

I need groceries. I need exercise. I need somewhere comfortable to work. I need nights when I stay home and read or watch TV. I need to know where to buy laundry detergent. I need people around me, even if I don't necessarily want to talk to them that day. In other words, I need a life.

I've spent years living this way, moving between longer stays, housesits, rentals, hotels, and places I return to often enough that they've gradually become versions of home. And I've learned that settling into a place has very little to do with making a temporary apartment look like your permanent home. It's about making everyday life work there.

Start with the reason you wanted to be there

Before you worry about bus routes and grocery stores, go find the thing that made you want to be there in the first place. If you chose a mountain town because you love hiking, go for a hike. If you came for the food, find the restaurant you've been thinking about. If you want to train, find the gym. If you came because you wanted to be near the ocean, get yourself to the water.

The things that make you happy are often where you're most naturally yourself. They're also good places to meet people who already have something in common with you. When I arrive somewhere I already know people, I reach out and start making plans. If I don't know anyone well enough to text but know I might recognize a few faces, I'll swing by the bar, gym, coffee shop, or wherever those people tend to be.

If I know absolutely no one, I'll start looking for places where I might want to spend my time. Not necessarily the highest-rated places. The places that feel right to me.

Unpack before you start buying things

When I arrive somewhere I'm going to be living for a while, I unpack completely before I run errands. Partly because living out of a suitcase for six weeks makes me feel like I'm waiting to leave. But mostly because unpacking is reconnaissance. What did I bring? What does this place already have? What's missing?

I'm currently housesitting for a friend in a small mountain town in Colorado who doesn't drink coffee. This means he doesn't own a coffeemaker, a decision I find personally suspicious but have chosen to forgive. When I used to travel here with my car, I kept a French press with my basics. This time I flew in. No car, no traveling French press. Unpacking reminded me immediately that coffee infrastructure needed to be addressed.

The same goes for everything else. Is there laundry detergent? What cooking equipment is actually here? Where am I going to work? Does that spot have decent Wi-Fi? Is the chair going to destroy my back after three hours? I want to discover those things before I'm five minutes away from a work meeting or standing in a grocery store buying food I have no way to cook. Then I shop according to the home I'm actually living in, not the home I assumed I'd have.

Establish your anchors

Once I'm unpacked, I start building three things: people, provisions, and rhythm.

First, food. I'm not on vacation anymore, and eating out every day is terrible for both my wallet and eventually my body. I buy ingredients for the simple meals I normally eat when I'm home and working out. Having those foods in the refrigerator is one of the first things that makes me feel like I'm living somewhere instead of traveling through it.

Then I start sketching out my week. When will I work out? When will I walk the dog if I'm petsitting? Are there particular events I want to attend? Which nights might I go out? Which nights am I staying home? It's never rigid. That's part of the point of living this way. But a loose routine removes the feeling that every morning begins with the question: Okay, what the hell am I doing today?

Find places that make room for you

When I'm looking for a bar, restaurant, gym, or other regular hangout, I care less about how impressive it is than how people make me feel when I'm there. Recently, I went for pizza at a place in this mountain town where I used to know a lot of people. Management had changed, and this time I didn't recognize a single person in the building.

The bartender was friendly, though, and we talked whenever things slowed down. When I was ready to leave, he noticed there was only one glass of wine left in the bottle and told me he’d top me off for free. Obviously, I accepted this terrible burden. He also told me which nights he works. Was he flirting with me? Quite possibly. Am I going to go back during one of his shifts, say hello, and have a glass of wine? Absolutely.

That's how familiarity starts.

I look for the same thing in gyms, especially martial arts gyms where you're trusting other people with your body. Do experienced students train with beginners, or is there a hierarchy and a bunch of ego? Are people mindful about sharing equipment? Do instructors seem genuinely happy to be teaching? At the gym in the mountain town I dog sit, there's a woman whose fitness classes I will rearrange my schedule to attend. She's fun, knows her shit, accommodates different fitness levels and injuries, and remembers me every year when I come back.

That's worth far more to me than fancy equipment. When you're living somewhere rather than visiting once, the human experience matters.

Repeat yourself

Travel advice tends to worship novelty: Go somewhere new. Try another restaurant. Find the hidden gem. Don't waste a meal somewhere you've already eaten. Post about it and let everyone else know you’ve had the experience.

That's fine when you have three days. It's terrible advice for building a life.

If I like somewhere, I go back. I often visit bars at similar times, particularly when I know they won't be crowded. I tend to sit near the corner of the bar where I can see most of the room and have a wall, column, or something structural behind me. That's where I feel safest and most comfortable when I'm alone. I usually have a book with me. Sometimes I'll talk to everyone around me. Sometimes I'll happily read while other people talk around me.

Being alone and being isolated aren't the same thing. Even on the nights when I barely interact with anyone, I'm still becoming familiar. The bartender sees me again. A regular recognizes me. I recognize them. Eventually somebody knows your name.

But it can take time. This is my fourth year returning to the same little mountain town in Colorado, and last year was the first year I really felt like I'd become Angela rather than that woman who looks vaguely familiar but I can’t figure out why. That's one reason leaving places where I've built community can be harder than I expect. It took work to become Angela there.

Build defaults, but don't turn them into boundaries

Familiarity doesn't mean you have to stop exploring. If I have a bar I love on a particular night because there's poker or something else happening, I'll keep going. I can try somewhere new another night. Sometimes I'll start at the new place and see how I like it. If I'm not feeling it, I can always finish the evening somewhere familiar.

There's very little downside to trying something new when you already know where Plan B is. Defaults make life easier. They become a problem only when they quietly turn into boundaries.

I'm probably guilty of this in Roatan, where I live in West End and could quite happily never leave the village. Everything I need is there. My friends are there. My routines are there. Whenever I do leave West End, I almost always enjoy myself. It's the leaving West End part that my brain has somehow transformed into an administrative undertaking. Apparently one possible side effect of successfully making somewhere home temporarily is that everywhere four miles away becomes travel again.

Let the place change your routine

One of the biggest mistakes you can make during a long stay is trying to force your existing routine onto a place that doesn't support it. This year in Colorado, I don't have a car. So I'm learning the bus system and discovering how many groceries I'm realistically willing to carry for a mile and a half.

My fitness routine is changing too. My gym membership is sold in month-long increments. Right now the weather is beautiful, so I'm running and walking outside. I'd rather save the paid gym month for later, when it's cold and snowy and I'll get more value from having somewhere indoors to train.

You don't have to live exactly the same way everywhere. In fact, that's partly the fun of it.

And sometimes, change the place

There is another option when you can't find something you need. Create it.

When I started spending more time on Roatan, my fitness options were mostly traditional weightlifting, yoga, and swimming. There's nothing wrong with any of those things. I just don't particularly want to do them consistently. What I wanted was Krav Maga and kickboxing, which have been my main fitness activity for about 15 years now. So I found somewhere I could teach them.

My motivation was not entirely altruistic. If I teach enough other people these arts, eventually I have people to train with. Everybody wins. But it also changed my relationship with the island. Instead of only asking what the place could provide for me, I started contributing something I wanted to see there.

I volunteer at a little used bookstore in West End, too. That's a different kind of participation: instead of creating something that was missing, I'm contributing to something the community already built. You don't have to start a martial arts program. Volunteer somewhere. Start the book club. Organize the walk. Invite people over to watch football. Find someone who wants to practice a language. Sometimes community begins because somebody wanted something that didn't exist yet.

Volunteering at the Booknook in West End, Roatan.

Stop trying to maximize the experience

This one took me a while. When I'm on vacation, I can happily be active all day and go out at night because I know I have limited time. That mindset becomes exhausting during a long stay.

Now I deliberately give myself a couple of nights at home every week. I read. Watch television. Eat something healthy. Don't drink. Get proper sleep. This benefits both my body and my wallet, because I have an unfortunate tendency to believe I can afford to go out every night right up until my credit card statement arrives with alternative research findings.

I've also learned not to build a routine around Aspirational Angela. Aspirational Angela once believed she would attend yoga every morning in Denver and then train Krav Maga every night. She purchased memberships accordingly. Actual Angela trained Krav for two or three hours most weeknights, had work obligations, got tired, and made it to yoga about once a week. Aspirational Angela is extremely fit and has excellent time-management skills. Unfortunately, she exists primarily in my imagination.

Give yourself enough time to discover how you actually live somewhere before buying memberships, passes, and subscriptions for the person you think you're about to become.

The same applies socially. I've forced myself to go out because I thought I should meet people, only to spend money on a lackluster evening when I really wanted to stay home. I've gotten better at recognizing the difference between genuinely wanting to go somewhere and being afraid I'm missing something. You don't have to extract maximum value from every night. You live here for now. You'll have another one.

Spend money on the life you're actually living

The entire reason I originally started housesitting and petsitting was financial. When I lost a major work contract, I wasn't sure how I was going to keep paying Airbnb and hotel prices while continuing to live nomadically. Housing was easily my biggest expense. So instead of trying to save $8 here and $12 there, I attacked the big number.

Longer housesits dramatically reduced my housing costs. They also gave me something I hadn't initially been solving for: enough time in one place to develop routines, get to know people, and experience something closer to ordinary life, alongside a new furry friend.

That doesn't mean cheapest always wins. If I'm paying for accommodation and choosing between an Airbnb and an extended-stay hotel, I may choose the hotel even if it costs a little more. There's value in knowing what I'm going to get. And I'll earn hotel points.

Being cheap about something that materially affects your daily life can make a long stay miserable. The trick is understanding what you'll actually use. Don't just ask whether something is cheaper. Ask what it costs in the life you're actually living.

Let community take time

You can put yourself in situations where connection is more likely. You can return to the same places. Learn people's names. Ask questions. Accept invitations when you feel comfortable and safe doing so.

But you can't manufacture history. That matters because we sometimes talk about “building community” as though it's another travel hack. It isn't. Relationships accumulate. Sometimes slowly. And eventually, if you're lucky, something reverses. At first, you're looking for the people. Then somebody starts looking for you. Someone intentionally invites you to join a group that already gets together. Someone asks whether you're coming to poker. The instructor remembers you when you return months later.

At the same time, you're developing another kind of familiarity. You stop checking Maps. You know which store has what you need. On Roatan, I know I can get good ripe avocados from the vegetable truck guy when he delivers to the restaurant downstairs from me. I know which staples are worth waiting to buy during a larger grocery run rather than paying twice as much at the little tiendas nearby.

Nobody hands you that information when you arrive. You accumulate it. And one day you realize you aren't constantly figuring out how to exist there anymore. You just do.

Not every place will become home

If you're somewhere new and feeling lonely, it doesn't necessarily mean you've made a mistake. Loneliness happens everywhere. It can just feel louder somewhere unfamiliar because your normal support system isn't immediately available.

Some of the loneliest travel I've ever experienced was while moving through Southeast Asia. I loved the experience and would happily go back. But I was traveling quickly, often spending no more than a week in one place. I was constantly arriving. There was always something I needed to see, somewhere I needed to go next, another bag to pack. I never stayed anywhere long enough for much repetition to happen.

And repetition, I've learned, is where a lot of belonging begins. Sometimes the answer is simply to slow down. Give yourself a few boring days. Return somewhere. Let someone recognize you. Allow a routine to develop.

And sometimes? A place just isn't for you. That's okay too. Not every destination needs to become another home. Experiencing the places that don't quite fit can make it much easier to recognize the ones that do.

Because eventually there are signs. There's food in your refrigerator. You know your walking route. You have a preferred seat. You know where groceries are cheaper. Someone expects you at the poker table. Someone texts because people are getting together. You know what you're doing next Tuesday. Maybe you even know when the avocado guy comes.

There isn't one dramatic moment when a temporary place officially becomes home. You just repeat enough ordinary life that the place gradually stops being unfamiliar. And then, if you're lucky, something even better happens.

The place starts recognizing you back.

Angela Faith Martin