This no-nonsense approach shows how to find cheap travel deals using timing, comparison, and a few simple habits that keep every adventure within budget.
Pepaw loves a good trip, but he’ll be the first to tell you he doesn’t love paying full price to get there. Over the years, he’s learned how to travel comfortably, affordably, and wisely, without resorting to complicated systems or expensive memberships.
Be Flexible With Dates to Unlock the Biggest Savings
Pepaw always checks flight and hotel prices across a range of dates because flexibility is the number-one way to save money on travel. Flying midweek, especially Tuesdays and Wednesdays, tends to cost far less than traveling on weekends. Early morning or late-night flights are often discounted as well.
He also keeps an eye out for “shoulder season” travel. That’s the sweet spot between peak season and off-season when destinations are less crowded, the weather is still pleasant, and prices take a dip. Traveling during these windows can cut your costs by hundreds.
Pepaw says, “If your schedule can wiggle, your wallet will thank you.”
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Compare Prices Across Multiple Tools and Platforms
Pepaw never books the first price he sees. He compares airfare and hotels across several travel sites, then checks the airline or hotel directly, as they sometimes offer exclusive discounts or perks such as free cancellations.
He watches for price alerts from sites that track fare drops. These tools notify him the moment prices change, so he can book right when a deal hits its lowest point. Pepaw uses browser extensions that reveal price history, helping him spot whether a “sale” is genuinely worthwhile.
He calls this the “measure twice, book once” method.
See Pepaws Favorite Cashback Apps (and How He Actually Uses ’Em) to earn extra savings on flights.
Take Advantage of Rewards Programs Without Going Overboard
Pepaw doesn’t chase points, but he does use them when they naturally fit his travel habits. Many airlines and hotel chains offer free loyalty programs that earn rewards simply for booking through their site. Even occasional travelers can score free Wi-Fi, room upgrades, or discounted baggage.
Cashback portals also provide Pepaw with extra savings when booking hotels, rental cars, and flights through their links. He pairs these with rewards credit cards that provide additional cash back, not fancy miles, just straightforward savings that reduce the cost of every trip.
Pepaw says, “If it’s free to join and pays you back, that’s my kind of club.”
To plan trips around major sale weekends, don’t miss Pepaw’s Picks: The Best Holiday Sales You Shouldn’t Miss.
Use Bundles, Off-Brand Hotels, and Alternate Airports for Hidden Deals
Pepaw knows that sometimes the best prices can be found in unexpected places. Booking bundles, such as flight-plus-hotel packages, often reduces the total by 20–40%. He also checks reputable off-brand hotels that don’t spend much on advertising but maintain clean rooms and friendly service.
Another of Pepaw’s favorite tricks is using alternate airports. Flying into or out of a smaller airport nearby can save significant money, especially during peak seasons. He’s even found rental cars for half price just by picking up from an off-airport location.
His motto: “Go where the deals are, not just where the crowd goes.”
To unlock more travel perks, check out The Best Subscription Services for Saving Money (Pepaw-Tested).
Pepaw’s Bottom Line
Pepaw believes travel should be joyful, not stressful or overpriced. When you stay flexible, compare smart, use free rewards, and think just a little outside the box, you can enjoy rich experiences without draining your savings. With a bit of planning and a few thrifty habits, every trip becomes an affordable adventure.
