
Finding a weekend that suits everyone can be the hardest part of organising a group trip. Between Saturday sport, birthdays, work rosters and family commitments, a simple getaway can spend months in the group chat.
Before you move the trip to next year, consider Monday to Thursday.
A midweek getaway NSW can open up different dates, create opportunities for better value and leave weekends free for the commitments people already have. For teams, schools, clubs and families who can travel during the week, it is worth comparing both options.
At Berrima Retreat in the Southern Highlands, groups of 22–55 stay together with exclusive use of the property. The question is which dates give your group the best chance to enjoy it.
Midweek Getaway NSW: Could Your Group Save?
Weekday travel can be an opportunity to stretch your group budget, particularly when an accommodation special applies to your dates. However, a weekday booking does not automatically mean a lower price: season, public holidays, guest numbers and stay length all matter.
Ask for a midweek quote and a weekend quote for the same group size and number of nights. Compare the total cost and inclusions before deciding.
Check Berrima Retreat’s current accommodation specials when planning. Midweek accommodation specials may have conditions covering eligible nights, minimum stays and booking deadlines, so confirm your exact arrival and departure dates.
Self-catering can also help you manage spending. A shared grocery budget and simple meals give organisers more control over food costs. If nobody wants to cook every meal, explore the self-catering and local catering options. Food and catering are separate from accommodation.
Find More Date Options for a Midweek Getaway in NSW
When the whole group searches only for Friday and Saturday nights, the shortlist can become small quickly.
Including Monday to Thursday gives you more combinations to ask about. A Monday-to-Wednesday stay or Tuesday-to-Thursday stay, for example, can provide two nights together without using a weekend.
That does not guarantee availability. School holidays, public holidays and popular periods can still be busy. The useful change is giving your organiser a wider set of dates to check.
Send two or three alternatives with your enquiry. Once availability and pricing are confirmed, ask members to choose from those options rather than starting with an open-ended calendar.
Enjoy the possibility of a quieter village visit
Part of the appeal of a midweek retreat is the chance to explore at an easier pace. Away from busy weekends and holiday peaks, a village visit may feel quieter, with more room in your itinerary for a coffee, a browse or a leisurely lunch.
Destination Southern Highlands’ guide to Berrima includes local ideas and a historic town walking map to help plan an outing.
Check individual businesses’ weekday opening days before setting the schedule. Contact restaurants directly about larger bookings, and confirm any attraction visits in advance.
Keep some time free at the retreat too. The pool, cinema and games offer ways to spend time together without arranging an outing for every part of the day.
Keep weekends free for existing commitments
A weekday trip can avoid clashes with Saturday matches, Sunday gatherings and celebrations already in the diary.
For some groups, that makes attendance easier. For others, taking leave or arranging weekday care is the bigger obstacle.
Ask about both before committing. A quick poll covering weekday availability, work leave and existing weekend commitments will tell you more than assuming everyone prefers Saturday.
Choose dates around the people you hope to bring together. Here is how that might work for different groups.
Teams: make the retreat part of the working week
For a corporate team, a midweek retreat can sit within the work calendar. Arrive, settle in and share dinner, then use the following day for planning, workshops and informal conversations.
Berrima Retreat’s events room and shared dining spaces allow sessions and meals to happen at the same property.
Agree on availability with managers first, including travel time and arrangements for staff who need to maintain essential services. Leave gaps between sessions so the trip also gives colleagues time to connect.
Schools: fit the trip into the term plan
Weekday dates are a practical starting point for school camps, leadership programs and educational retreats.
An overnight stay creates time for learning activities, shared meals and group reflection without asking families to give up a weekend.
Explore Berrima Retreat’s school camp accommodation and discuss your proposed program before booking. Match dates to the school calendar, assessment periods, staff availability and transport arrangements. Confirm supervision and activity requirements through your school’s planning process.
Clubs: start with member availability
Photography clubs, faith groups, sporting clubs and other interest groups may find weekday dates suit members with flexible schedules.
A photography group could combine a village outing with time to review images together. A faith group might plan discussion sessions and shared meals. A sporting club could use the stay for planning and social time around its competition calendar.
Ask members first. Retirees, shift workers and people in full-time weekday roles can have very different availability.

Families: consider weekdays during school holidays
School holidays make Monday-to-Thursday trips possible for families who usually need to travel on weekends.
A two-night stay can give cousins time together while leaving the weekend free for other plans. Parents still need to consider annual leave, and holiday demand may affect rates and availability.
Check the official NSW school holiday dates, then confirm calendars for each child’s school. Do not assume school holiday weekdays qualify for an accommodation special.
Midweek Getaway NSW: Your Group Planning Checklist
Before requesting a quote, agree on:
- Guest numbers: Estimate adults and children, plus any bedding or access needs.
- Suitable dates: Offer two or three Monday-to-Thursday options.
- Stay length: Decide how much time you want between arrival and departure.
- Transport: Check carpooling or coach arrangements and realistic travel times.
- Catering: Choose shared cooking, local catering or a combination, and collect dietary needs.
- Opening days: Confirm attractions, restaurants and other planned visits operate on your dates.
Book Your Midweek Getaway in NSW at Berrima Retreat
A weekday stay is worth considering when it helps more of your group attend, offers suitable value and gives you time together without competing with a busy weekend.
Berrima Retreat welcomes groups of 22–55, with one group staying at a time. Shared meals, on-site activities and private gathering spaces give you plenty of ways to enjoy the stay.
Email bookings@berrimaretreat.com.au with your preferred midweek dates, approximate guest count and number of nights. We’ll check availability and prepare a direct quote for your group.