Boosting Midweek Bookings: A Bite-Sized Guide for STR Hosts

For many STR hosts, weekends are a breeze to fill, but midweek bookings often remain a challenge. Empty weekdays can eat into your revenue and leave your property underutilized. What if you could turn those slow days into steady income? Here’s a focused strategy to attract midweek guests and maximize your STR’s potential.

1. Target Remote Workers and Digital Nomads

The new norm of remote work means more people are looking for spaces where they can balance work and leisure. Cater to this audience by:

• Highlighting a dedicated workspace or fast Wi-Fi in your listing. (bonus: highlight the divine zoom background)
• Offering weekday discounts or special packages for long stays.
• Creating a cozy, productivity-friendly environment with desk setups, ergonomic chairs, and coffee supplies.

2. Promote Local Midweek Activities

Many travelers don’t realize how much there is to do during the week. Stand out by:

• Providing a curated guide of local attractions open on weekdays. (bonus: craft by persona)
• Partnering with nearby businesses to offer discounts on dining, spa services, or tours.
• Promoting midweek events like farmers' markets, happy hours, or art exhibits.

3. Offer Business Traveler Perks

For professionals on the road to close deals or network, your STR can be their ideal base of operations. Appeal to them by:

• Offering a well-lit workspace with presentation tools like whiteboards or monitors.
• Stocking essentials like business supplies (notepads, pens, and chargers).
• Including relaxation perks, such as a curated coffee station or evening wine service, to help them unwind after a long day.

4. Launch a Midweek Loyalty Program

Encourage repeat guests by creating a loyalty incentive specifically for weekday stays. For example:

• Offer a free night after a certain number of midweek bookings.
• Provide exclusive discounts or bonuses, like early access to new properties.
• Send personalized messages thanking them for choosing midweek stays and inviting them back.

5. Optimize Pricing Strategies

Dynamic pricing can make midweek stays more attractive. Adjust your rates to:

• Offer tiered discounts for longer midweek stays (e.g., stay 3 nights, save 20%).
• Run flash sales for last-minute weekday availability.
• Highlight the cost savings of midweek stays compared to weekends in your listings.

6. Leverage Social Media Campaigns

Midweek stays are often an impulse decision. Use social media to:

• Showcase your property as a perfect midweek escape. (hello wine-down Wednesday)
• Highlight testimonials from happy weekday guests.
• Run targeted ads promoting special offers for specific midweek dates.

7. Collaborate with DMOs and Local Businesses

Your local Destination Marketing Organization (DMO) can help drive midweek traffic. Collaborate by:

• Joining midweek-specific promotions or campaigns.
• Featuring your property in weekday travel blogs or newsletters.
• Creating packages that align with local tourism initiatives.

Conclusion Midweek bookings don’t have to be elusive. By targeting remote workers, business travelers, and spontaneous adventurers, you can turn slow weekdays into profitable opportunities. With the right pricing, partnerships, and perks, your STR can thrive every day of the week.

What strategies have worked for you to boost midweek bookings? Share your tips in the comments below.