Craftsbury Outdoor Center
Craftsbury needed one system connecting members, guests, staff, athletes, and community programs — the integrated system that Highline grew out of.
Passes, waivers, rentals and payments in one place, and an assistant that answers your questions.
Ask your business a question the way you'd ask a manager. Highline answers from your own data and offers to do the follow-up.
Ask a question, get the answer — and the work done.
Set your prices once and sell everywhere — online, at the front desk, or by QR code at the trailhead. Customers get their pass in Apple or Google Wallet.
Sell online, at the desk or by QR, with wallet passes.
Every customer signs online before they buy. Highline tracks who has signed, flags who is missing one, and reminds people before it expires.
Signed online, tracked, and renewed on time.
Check skis, boots and bikes in and out in seconds. See what is out, who has it, and what is overdue — no clipboard required.
Check gear in and out, and see what's overdue.
Put lessons and programs online, take payment up front, and give instructors a clean roster on their phone.
Book and pay online, with rosters on instructors' phones.
Sales, visits and pass renewals at a glance, compared to last year. Stripe payouts flow straight into QuickBooks.
Sales and visits vs. last year, synced to QuickBooks.
Type a question the way you'd ask a manager. Highline answers from your real data and offers to handle the follow-up — draft the reminder, move the booking, issue the refund. You check it and tap approve. Nothing to set up.
How Ask Highline works →14 passholders expire before Oct 31. 5 of them haven't visited since August — they're the most likely to lapse.
Want me to send them a renewal reminder with their early-bird price?
Spreadsheets or exports from Square, Squarespace or your current system. We move your customers and season passes in for you.
Branding, payments, waiver, passes and prices. Each step checks itself off as you finish it, and a price set once updates your website, front desk and checkout.
Open sales when every step is done. Your returning customers are already there.
Free trial, set up for you within one business day. No credit card required.
Every tool an outdoor center needs to sell passes, run the front desk and keep the books — built for the way your team actually works.
Free trial, set up for you within one business day. No credit card required.
Two simple plans. Everything included. No charges in the months you're closed.
Established centers that like a predictable bill.
Newer centers, or anyone who'd rather share the weather risk.
Over $800k a year? Talk to us about custom pricing.
A quick rule of thumb: the bigger and steadier your season, the more Season License saves you.
Examples assume about 85% of sales are by card. Pay As You Go amounts don't include the one-time setup fee. Standard card processing applies on both plans.
Start a free trial, or talk to us and we'll help you pick a plan.
Square is a general-purpose payments and POS system. Highline is purpose-built for outdoor centers — passes, rentals, and waivers are native, not workarounds.
Square feature availability is based on publicly available information and may change — confirm current plan details directly with Square.
Oak Hill's newly redeveloped cross-country trails, lighting, and snowmaking needed an operations system to match. Highline now runs season pass sales, self-service ticketing, and day-to-day visibility for the whole team.
Read the case study →Craftsbury needed one system connecting members, guests, staff, athletes, and community programs — the integrated system that Highline grew out of.
A newly redeveloped cross-country trail network, lighting, and snowmaking needed an operations system built to match — Highline now runs season pass sales, front-desk ticketing, rentals, and accounting for the whole team.
Oak Hill's trail, lighting, and snowmaking upgrades raised the bar for what visitors expected at the gate — but season pass sales, day tickets, and rentals were still tracked across separate spreadsheets and a front-desk terminal with no shared record. Staff couldn't see who'd paid, who still owed a waiver, or how a sale reconciled against the bank deposit without checking three places.
Season pass pricing and eligibility rules live in one checklist, so front desk and self-service checkout always quote the same price. Day tickets sell through the same system, no separate till.
Passes, day tickets, and retail ring up from the same POS staff already use for check-in, so nothing gets tracked twice.
Season leases and single-day rentals are handled as distinct workflows — a seasonal lease agreement versus a same-day rental ticket — so equipment tracking matches how each is actually returned.
A waiver signature is captured right at the point of purchase. Staff can see who's on file and who's still due from the same member list, and clear a batch in one pass instead of chasing paper.
Front-desk staff scan or search a pass and check a guest in against their actual entitlement, instead of taking their word for it.
Every Stripe payout maps to the right QuickBooks account and class and posts as a balanced journal entry. A product that isn't mapped yet gets flagged, not silently dropped, so the books always tie out.
Sales, passes, and rentals roll up into one daily view, so a manager can close the day from a single screen instead of reconciling across systems.
“We finally have one place where the front desk, accounting, and management all see the same numbers.”
Oak Hill Outdoor Center
Tell us about your facility and we'll set up your Highline trial within one business day. No credit card required.
Someone from our team will reach out shortly to set up your trial.