What You Need To Know
If you’re expecting a second child in roughly two years, the stroller you buy today should work now and still be useful (or resell well) later. Side-by-side doubles, tandem/inline options and temporary single strollers each have clear trade-offs when it comes to turning in tight spaces, total capacity for two growing kids, and how easily you’ll recover cost via resale. This guide compares three validated options and gives concrete buying advice so you don’t end up with a stroller that’s awkward or obsolete by year two.
Contours Element Side-by-Side Convertible Toddler and ...
Contours Element Side-by-Side Convertible Toddler and ... stood out for families who need a true double now and prioritize equal seating and durability over narrow-corner maneuvering. and balanced scoring across the most useful buying criteria.
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Side-by-side vs inline tandem for families planning a second child in two years
Side-by-side doubles give comfortable seating for two and often higher combined capacity but are wider and less nimble. Tandem or inline styles are narrower, easier to steer in crowds and doors, and can be more practical for everyday errands. Specialty options like bike-trailer/stroller hybrids serve active families well but can be heavier on sidewalks. If you rely on tight urban navigation, prioritize maneuverability; if you want to maximize usable life for two kids and resale, prioritize combined capacity and durable construction.
Contours Element Side-by-Side Convertible Toddler and ...
Contours
A side-by-side convertible double designed to carry two children next to each other; built for immediate double use and family outings where equal seating matters.
Booyah Strollers Double Child Baby Bike Bicycle Trailer II
Booyah Strollers
A double bike-trailer/stroller hybrid aimed at active families who want a stroller that converts for cycling and outdoor adventure as well as sidewalk use.
Peg Perego Volo, Ultra Lightweight Carry On Compliant ...
Peg Perego
An ultra-light single travel stroller focused on compact size and easy carrying — ideal as a high-quality single to use now with strong resale potential later.
Buying Notes
Prioritize these three things: 1) Maneuvering: test the stroller through your front door, car trunk and typical store aisles — wider side-by-side frames are steadier but often harder in narrow spaces. 2) Combined weight limits and usable age range: check the manufacturer’s stated combined capacity and how seats/reclinings work for a toddler plus infant; higher combined capacity extends usable life. 3) Resale: choose neutral colors, keep the manual/receipts, and avoid heavily customized builds. If you need a short-term single now, pick a high-quality travel stroller with broad resale appeal; if you need two seats immediately and often, invest in a convertible double designed to accommodate both kids for longer.
Contours Element Side-by-Side Convertible Toddler and ...: pros and cons
Pros
- Genuine side-by-side seating provides equal space for both kids
- Convertible styling typically extends usable life as kids grow
- Stable feel when both seats are occupied
Cons
- Wider footprint makes tight turns and narrow aisles harder
- Bulk can be an issue for small trunks or storage
- May depreciate faster if buyers prefer compact or travel-friendly doubles
A side-by-side convertible double designed to carry two children next to each other; built for immediate double use and family outings where equal seating matters.
Contours Element Side-by-Side Convertible Toddler and ...: score breakdown
Booyah Strollers Double Child Baby Bike Bicycle Trailer II: pros and cons
Pros
- Built for two children with sturdy construction
- Highly versatile — usable as stroller and bike trailer
- Durability and specialty appeal can hold value with the right buyer
Cons
- Bulk and additional weight make everyday sidewalk maneuvering more effort
- Niche product that may limit resale buyers to active families
- Less convenient for quick errands, public transit or small doors
A double bike-trailer/stroller hybrid aimed at active families who want a stroller that converts for cycling and outdoor adventure as well as sidewalk use.
Booyah Strollers Double Child Baby Bike Bicycle Trailer II: score breakdown
Peg Perego Volo, Ultra Lightweight Carry On Compliant ...: pros and cons
Pros
- Very lightweight and easy to maneuver in tight spaces
- Travel-friendly size and carry-on compliance increase resale appeal
- Simple storage and transport
Cons
- Single-seat design means you'll need a second solution when both kids require seats
- Lower future-proofing for two-child use without an add-on or replacement
- May be outgrown sooner once both kids need a stroller regularly
An ultra-light single travel stroller focused on compact size and easy carrying — ideal as a high-quality single to use now with strong resale potential later.
Peg Perego Volo, Ultra Lightweight Carry On Compliant ...: score breakdown
Frequently Asked Questions
Should I buy a double now or get a single and upgrade later?
If you frequently go out with both kids now, buy a double. If the second child is two years away and you mostly do short trips, a high-quality single with good resale value can be cheaper long-term.
How do I check a stroller's combined weight limit?
Look for the manufacturer's spec sheet or user manual for 'combined weight' or add the per-seat limits; if unclear, contact the manufacturer before buying.
Will a side-by-side fit through standard doors?
Many do but some are wider than standard doorways and aisle spaces — measure the stroller width and compare to your narrowest doors or store aisles.
What boosts resale value most?
Neutral colors, minimal wear, complete set (manual, adapter, rain cover), known brand and functionality that matches common needs (travel-friendly, convertible).
Are bike trailer/stroller combos practical for everyday use?
They’re great for active families and uneven terrain but can be heavier and bulkier for doorways, public transit and quick errands.