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Super September: 7 Shoulder Season Getaways to Book Right Now

Why the smartest travelers are booking their next trip right now, not waiting until October

by Mariann Yip

Super September is here, and if you’ve been eyeing a getaway, but couldn’t stomach August’s prices (or crowds), I have good news: September is quietly having a moment. Flights abroad are running as much as 26% cheaper than the July-August peak, the lines at the places you actually want to see have thinned out, and the weather is still holding on to that late-summer warmth in a lot of places. Travel insiders have started calling it “Super September,” and honestly I have been doing this before even knowing about this term.

Whether you’re chasing one last warm-weather escape, dreaming of a European city without the elbow-to-elbow crowds, or just want a quick upstate reset before the holidays take over your calendar, this is the month to book it. Here’s why September works so well, plus seven getaways worth grabbing before the deals disappear.

Why Super September Is the Best Month to Travel Right Now

  • The prices actually drop. September and October flights are running significantly below summer peak pricing, and shoulder-season hotel rates follow the same pattern.
  • The crowds disappear. Once school is back in session, the major sights, restaurants, and beaches breathe again, you can actually enjoy them instead of fighting for space.
  • The weather is still kind. Most of the destinations below hold onto warm, pleasant days well into September, without the brutal heat of peak summer.
  • The “local” feeling comes back. Shops, cafes, and neighborhoods that felt overrun in August start to feel like themselves again, which, to me, is the whole point of traveling somewhere in the first place.

7 Super September Getaways Worth Booking Right Now
super september getaway

1. Lisbon, Portugal — Warm Days, Thinner Crowds

Lisbon in September is basically cheating. The heat of summer has mellowed into warm, golden days, but the tourist crush has eased up enough that you can actually enjoy a pastel de nata without waiting in line for it.

Why it’s special:

  • Still warm enough for beach days in nearby Cascais
  • Fewer crowds at Belém Tower and Alfama’s viewpoints
  • Noticeably better hotel rates than peak summer

Book Lisbon hotels here

2. Rome, Italy — The City Gets Its Rhythm Back

August in Rome can feel like a theme park. September is when the city exhales. Locals are back from their own summer holidays, restaurants reopen, and you can wander the Colosseum without feeling like you’re in a human traffic jam.

Why it’s special:

  • A noticeably calmer, more local experience
  • Milder temperatures for long days of walking
  • Better availability at boutique stays near the historic center

Book Rome Hotels here

3. Barcelona, Spain — Beach and City, Without the August Chaos

 

Barcelona lets you have it both ways in September, still warm enough for the beach, but with enough breathing room in the Gothic Quarter to actually enjoy it.

Why it’s special:

  • Mediterranean water still warm enough to swim
  • Shorter waits at Sagrada Família and Park Güell
  • A noticeable dip in hotel prices from August

Book Barcelona Hotels here

4. Charleston, South Carolina — A Warm-Weather Pick Closer to Home

If a transatlantic flight isn’t in the cards this month, Charleston is my go-to domestic swap. September keeps that Lowcountry warmth going, minus the peak-summer humidity that makes July feel unbearable.

Why it’s special:

  • Warm days without summer’s heaviest humidity
  • Quieter historic district and fewer wait times at popular restaurants
  • Easier, cheaper flights than international options

Book Charleston Hotels here

5. The Catskills & Hudson Valley, NY — The Pre-Peak Sweet Spot

 

Before the leaves fully turn (and before everyone else has the same idea), early-to-mid September is a quieter window to enjoy the Catskills — still warm enough for hiking and lake days, with just a hint of that crisp fall air creeping in. If you’re planning your trip a little later in the season, I’ve got a full breakdown of the best fall getaways in the Catskills once foliage season hits its stride.

Why it’s special:

  • Warm enough for hiking, swimming holes, and lake days
  • A quieter version of the crowds that show up once foliage peaks
  • Easy weekend trip from NYC — no flight required

Book Catskills Hotels here

6. The Scottish Highlands — For the Dreamers

If you’ve been living on your Pinterest “someday” board, this is the month to make it real. The Highlands have quietly become one of the most-searched destinations out there, and September’s cooler, moodier light only makes the landscape look more like something out of a storybook.

Why it’s special:

  • Fewer visitors than peak summer months
  • That moody, cinematic light September is known for
  • A genuinely different pace and scenery from a typical city break

Book Scottish Highlands Hotels here

7. Albania — The Hidden-Gem Deal of the Month

If you want the steepest discount on this list, Albania is it. Flight and hotel prices drop dramatically compared to summer, while the coastline still delivers that Mediterranean warmth without the price tag of its more famous neighbors.

Why it’s special:

  • Some of the biggest shoulder-season savings you’ll find anywhere
  • Warm coastal weather well into September
  • A true “get there before everyone else does” destination

Book Albania hotels here

When to Book Your Super September Getaway

Super September savings are steepest in the first half of the month, before pricing starts to creep back up around October break and fall festival weekends. If any of these are on your list, I’d lock in your dates sooner rather than later. The secret is officially out, and prices tend to climb the closer you get to those in-between “everyone wants a cheap escape” weekends.

Super September FAQs

What is shoulder season travel? Shoulder season refers to the quieter window between a destination’s peak and off-peak travel times (usually spring and fall) when you’ll find lower prices, fewer crowds, and milder weather.

Why is September cheaper to travel? Once summer break ends, demand drops sharply for flights and hotels, even though the weather in most destinations is still warm and pleasant, which is exactly why prices fall while the experience often gets better.

What are the best destinations to visit in September? Warm-weather spots like Lisbon, Barcelona, and Charleston hold onto summer warmth with fewer crowds, while destinations like Rome and the Scottish Highlands offer a completely different, more local feel once peak season ends.

Is September a good time to travel to Europe? Yes! September is widely considered one of the best months to visit Europe, combining milder weather, thinner crowds, and noticeably lower prices than the July-August peak.

*Save this Super September list for your next escape, and if a Catskills weekend is more your speed once the leaves start turning, check out my guide to the best fall getaways from NYC for where to stay once foliage season hits.

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