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Chapter 12., Section 7. Organizing a Retreat — Main Section | Community Tool Box

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mloewenstein Tue, 12/11/2012 - 14:37
  • What is a retreat?

  • Why organize a retreat for your organization or initiative?

  • When is the best time to organize a retreat?

  • Where should your retreat be held?

  • How do you plan a retreat?

What is a retreat?

A retreat is protected time set apart from an organization's routine work so a group can focus on reflection, planning, learning, relationship-building, problem solving, organizational development, or renewal.

A retreat may take place away from the usual workplace, but it does not have to involve a remote location or overnight stay. Depending on the purpose, resources, and participants, a retreat might be:

  • A half-day or full-day gathering
  • An overnight or multi-day event
  • A meeting at a local conference, community, or retreat facility
  • A carefully structured session at the organization's regular workplace
  • A virtual retreat
  • A hybrid retreat that combines in-person and remote participation

What distinguishes a retreat is not the campground, hotel, or length of stay. It is the deliberate creation of time and conditions in which people can step away from normal routines and focus on important work that is difficult to accomplish in an ordinary meeting.

Retreats often benefit from appropriate breaks and time for informal conversation or individual reflection, particularly when they last a full day or longer. The amount of structured and unstructured time should reflect the purpose of the retreat rather than a fixed formula.

Why organize a retreat for your organization or initiative?

Retreats may be useful for staff, volunteers, Board members, coalition members, leadership teams, or other groups that share responsibility for an organization's work.

A well-planned retreat can:

  • Reduce routine interruptions and create protected time for important discussion
  • Strengthen shared understanding of the organization's direction and priorities
  • Create conditions for candid, thoughtful conversation that may be difficult to achieve during ordinary meetings
  • Build relationships, trust, and collaboration
  • Provide concentrated time for solving important problems or making decisions
  • Allow participants to step back and reconsider goals, strategies, roles, systems, and activities
  • Orient a new Board or leadership group to shared responsibilities
  • Support strategic planning or organizational change
  • Recognize accomplishments and identify lessons from recent work
  • Provide training or professional development when a retreat format is appropriate

Retreats work best when the reason for bringing people together is clear. A retreat should not simply be scheduled because the organization has always had one every year.

When is the best time to organize a retreat?

There is no universally best time. A retreat makes sense when the organization has an objective that will benefit from concentrated group attention and enough capacity to plan the event and follow through afterward.

A retreat may be useful:

  • When a new organization, Board, team, or initiative needs to establish direction, priorities, roles, or working relationships
  • When an established organization needs to revisit its strategy or respond to significant change
  • After leadership or Board transitions
  • When a team needs focused discussion about collaboration or communication
  • When an organization has completed a significant phase of work and wants to reflect on lessons and next steps
  • When new funding, responsibilities, partnerships, or opportunities require thoughtful planning
  • When participants need time for learning, planning, or relationship-building that ordinary meetings have not provided

A retreat may also be useful after conflict, but only when a retreat is the right process for the issue involved. Structured facilitated discussion can sometimes help participants understand disagreements, rebuild working relationships, and develop agreements for the future.

Serious concerns such as harassment, discrimination, retaliation, threats, violence, fraud, abuse, safeguarding failures, or significant legal or financial misconduct should not simply be reframed as a team conflict to be resolved at a retreat. They may require formal reporting, investigation, legal advice, safety action, governance intervention, or another appropriate process.

When should you NOT rely on a retreat?

  • When the issue is primarily an individual performance or conduct problem. Address it directly through supervision, performance management, a complaint process, disciplinary procedures, or another appropriate method.
  • When the organization cannot reasonably afford the event. A retreat should not worsen financial instability. Consider a lower-cost local, workplace-based, or virtual alternative.
  • When the organization is facing several urgent crises requiring immediate specialized action. Safety, legal, financial, governance, technology, or operational emergencies should be addressed directly rather than postponed for a retreat.
  • When leadership has already made all important decisions but plans to present the retreat as participatory. Be clear about which decisions participants can actually influence.
  • When participants lack enough psychological or physical safety to engage constructively. Address those conditions before asking people to participate in intensive group discussion.

Where should your retreat be held?

The best location depends on the retreat's purpose, participants, budget, duration, activities, and accessibility requirements.

Possibilities include:

  • Community or conference centers
  • Hotels or retreat facilities
  • Educational institutions
  • Parks or outdoor facilities when activities and access make them appropriate
  • Organization-owned meeting space
  • Partner-organization facilities
  • Virtual meeting platforms

An off-site location can help participants shift their attention away from routine work, but distance alone does not create a productive retreat. A nearby accessible meeting space may be more effective than an expensive destination that creates travel, cost, or participation barriers.

Private homes should be used cautiously. They may create concerns involving accessibility, privacy, professional boundaries, transportation, insurance, safety, food preparation, or power differences among participants.

How do you plan a retreat?

Begin early enough to secure the people, services, venue, accessibility support, technology, transportation, lodging, and other resources the retreat requires. The necessary lead time depends on the scale and complexity of the event rather than one fixed number of months.

A small local retreat may require relatively little lead time. An overnight or multi-day retreat involving travel, lodging, outside facilitators, interpreters, complex accessibility arrangements, procurement, or a large group may need substantially more.

Early planning

Set goals for your retreat

Start by deciding why you are holding the retreat and what should be different when it is over.

Possible goals include:

  • Relationship-building and collaboration
  • Learning
  • Improving communication
  • Strategic planning
  • Strengthening relationships and informal connection
  • Problem solving
  • Training or orientation
  • Re-examining goals, objectives, roles, or strategies
  • Governance development
  • Planning for organizational change
  • Reflecting on lessons from previous work

Make the goals specific enough to guide the agenda. "Build the team" may be too broad by itself. A more useful goal might be, "Clarify how the leadership and program teams will make cross-department decisions during the next year."

Decide who should participate

Invite the people whose responsibilities, knowledge, experience, or perspectives are necessary to accomplish the retreat's goals.

Ask:

  • Does the entire organization need to participate?
  • Is the retreat for a particular team, Board, leadership group, coalition, or program?
  • Should volunteers, community partners, participants, or other stakeholders be included for particular parts?
  • Who has authority to make the decisions that may arise?
  • Whose experience will be affected by those decisions?

Avoid inviting people merely to create the appearance of participation when they have no meaningful role in the work.

Decide whether you need an outside facilitator or consultant

An outside facilitator may be useful when:

  • The retreat involves significant conflict
  • Organizational leaders need to participate fully rather than facilitate
  • The group needs neutral process leadership
  • Strategic planning or governance requires specialized expertise
  • The retreat involves difficult change
  • Participants are likely to benefit from someone who is not part of the organization's internal hierarchy

Choose facilitators for relevant expertise, neutrality where needed, facilitation skill, accessibility practices, and understanding of the issues involved rather than popularity alone.

Decide how long the retreat should be

The length should follow from the goals.

A half-day retreat may be enough to clarify priorities or review a focused issue. A full day may allow deeper discussion and planning. An overnight or multi-day event may be useful when the agenda requires extensive strategic work, relationship-building, or travel makes a longer gathering more practical.

Longer is not automatically better. Consider participant fatigue, accessibility, travel, family and caregiving responsibilities, cost, work schedules, and how much productive work the group can realistically accomplish.

Choose dates and times carefully

Consider:

  • Participants' work schedules
  • Caregiving responsibilities
  • Religious observances
  • School calendars
  • Major organizational deadlines
  • Travel
  • Seasonal weather
  • Accessibility-service availability

Don't assume weekends or evenings are easier for everyone. They may create additional caregiving, transportation, religious, compensation, or personal-time barriers.

For staff retreats, determine in advance how attendance and time will be treated under applicable wage-and-hour requirements and organizational policy. A required or job-related retreat may constitute working time for employees covered by wage-and-hour law.

Develop a preliminary budget

Possible costs include:

  • Venue
  • Lodging
  • Meals and refreshments
  • Transportation
  • Facilitator or consultant fees
  • Staff planning and participation time
  • Accessibility services
  • Interpretation or captioning
  • Technology
  • Supplies and accessible materials
  • Recreation or optional activities
  • Insurance where applicable
  • Participant travel support
  • Follow-up activities

Consider lower-cost alternatives if the retreat would otherwise create financial strain or exclude people who cannot personally absorb travel, meals, lodging, caregiving, or other costs.

Assign planning responsibilities

Clearly assign responsibility for major tasks.

Depending on the retreat, these may include:

  • Overall coordination
  • Agenda and facilitation
  • Venue and contracts
  • Budget
  • Accessibility and language access
  • Transportation and lodging
  • Meals
  • Technology
  • Participant communication
  • Safety and emergency planning
  • Materials
  • Evaluation and follow-up

A small retreat may need only one or two planners. A larger event may benefit from several leads or working groups. Whatever the structure, make sure responsibilities and decision authority are clear.

Plan activities around the goals

Retreat activities may include:

  • Facilitated discussion
  • Strategic-planning exercises
  • Individual reflection
  • Small-group problem solving
  • Scenario or case discussion
  • Presentations or briefings
  • Training
  • Relationship-building activities
  • Planning and decision-making
  • Optional recreation or informal connection

Choose activities because they advance the retreat's objectives. Don't include games, icebreakers, physical activities, personal disclosure, or competitive exercises simply because they are traditional retreat activities.

Ask:

  • Does the activity help achieve an objective?
  • Can everyone participate meaningfully?
  • Does it create unnecessary physical, sensory, financial, cultural, religious, or psychological barriers?
  • Does it require personal disclosure that participants may not reasonably expect?
  • Is participation optional where appropriate?

Develop the agenda

Build an agenda that identifies:

  • Goals and desired outcomes
  • Major topics
  • Facilitators or decision-makers
  • Discussion and activity time
  • Breaks and meals
  • Reflection or informal time where useful
  • Decision points
  • Time to identify next steps
  • Evaluation

Identify which agenda items are essential and which can be adjusted if discussion takes longer than expected.

Select and reserve the site

Evaluate potential sites according to the actual retreat requirements.

Questions may include:

  • Is the venue physically accessible?
  • Are meeting rooms, sleeping rooms if needed, restrooms, dining areas, outdoor areas, and transportation routes accessible?
  • Are accessible lodging rooms available in sufficient numbers?
  • What communication-access services can be supported?
  • Is internet access reliable?
  • What presentation and meeting technology is available?
  • What spaces are available for small-group work, private conversations, or quiet breaks?
  • Are acoustics, lighting, temperature, and seating appropriate?
  • Can service animals be accommodated appropriately?
  • What food service is available?
  • How are food allergies and dietary restrictions handled?
  • What emergency and evacuation procedures apply?
  • How would people who need assistance evacuating be supported?
  • What transportation and parking options are available?
  • What safety or security support is available?
  • What is included in the price?
  • What are the deposit, cancellation, refund, and rescheduling terms?

Visit the site or conduct a detailed virtual walkthrough when practical. Don't rely solely on marketing descriptions of accessibility or facilities.

Important terms should be documented in writing. Depending on the retreat, agreements may address pricing, spaces, lodging, food, accessibility responsibilities, technology, cancellation, severe weather, insurance, refunds, and other material obligations.

Build accessibility into the plan

Accessibility should be considered from the beginning rather than finalized after the agenda and venue have already been selected.

Ask participants how they can best access the retreat and provide a clear way to request accommodations or communication support.

Depending on the circumstances, needs might include:

  • Accessible routes and meeting spaces
  • Accessible lodging and bathrooms
  • Accessible transportation
  • Sign-language or spoken-language interpretation
  • Real-time captioning
  • Assistive listening
  • Accessible electronic documents
  • Large print, Braille, audio, or other formats
  • Appropriate lighting or seating
  • Dietary access
  • Service-animal access
  • Quiet or low-stimulation space where feasible

Plan transportation

If participants must travel, provide clear information about transportation and decide what the organization will cover or arrange.

Options might include:

  • Organization-provided transportation
  • Accessible vans or buses
  • Public transportation
  • Rideshare or taxi
  • Mileage reimbursement
  • Parking reimbursement
  • Carpools where participants choose them
  • Remote participation for selected portions where practical

Don't assume every participant drives, has access to a car, or can safely participate in a carpool.

Communicate with participants

Give participants enough notice to plan for work, travel, caregiving, accommodations, medication, religious observance, or other needs.

Communications should explain:

  • Purpose and goals
  • Dates and times
  • Location or virtual access
  • Travel and lodging
  • Meals
  • What expenses will be covered
  • What participants should bring
  • Accessibility and accommodation contact information
  • Any preparation required
  • Whether attendance is required
  • Whom to contact with questions

Confirm facilitator and presenter needs

Ask outside facilitators, presenters, or consultants about:

  • Space and room setup
  • Technology
  • Materials
  • Accessibility
  • Participant preparation
  • Travel and lodging
  • Confidentiality or privacy expectations

Prepare for safety and emergencies

Understand the venue's emergency procedures before the retreat begins.

Consider:

  • Medical emergencies
  • Fire and evacuation
  • Accessible evacuation
  • Severe weather
  • Power or internet outages
  • Transportation emergencies
  • Outdoor activity risks
  • Security concerns
  • How participants will receive urgent information

Identify who is responsible for coordinating with facility staff or emergency services and how the group will account for participants after an evacuation.

One or two weeks before

  • Confirm venue, lodging, transportation, accessibility, food, and facilitator arrangements
  • Gather and test equipment, technology, and supplies
  • Confirm meal counts, allergies, dietary restrictions, and food-service details
  • Prepare accessible digital and printed agendas, worksheets, reference materials, and other resources
  • Confirm the participant list and emergency contact procedures where legitimately needed
  • Send final participant instructions
  • Confirm interpretation, captioning, transportation, or other accommodations

Final readiness review

Shortly before the retreat, review:

  • Agenda and objectives
  • Planning responsibilities and any unresolved issues
  • Venue and lodging
  • Accessibility arrangements
  • Participant communications
  • Meals
  • Transportation
  • Technology
  • Supplies and materials
  • Emergency procedures
  • Facilitation roles
  • Backup plans

Organizers should also leave themselves enough time to rest and arrive prepared rather than spending the final hours fixing details that could have been addressed earlier.

During the retreat

At the beginning:

  • Revisit the purpose and objectives
  • Review the agenda
  • Explain logistical and accessibility information
  • Review relevant emergency procedures
  • Explain how decisions will be made
  • Establish any necessary participation agreements

For difficult discussions, participation agreements might address respectful disagreement, allowing people to finish speaking, limits on personal attacks, privacy, and how concerns will be handled.

Do not promise absolute confidentiality if the organization cannot guarantee it. Serious disclosures involving harassment, safety, abuse, legal duties, or organizational misconduct may need to be addressed outside the retreat.

Allow people appropriate ways to participate. Not everyone needs to speak in every discussion. Writing, small groups, individual reflection, anonymous questions, or other approaches may help different participants contribute.

Monitor whether the agenda is actually serving the retreat's objectives. If discussion reveals an important issue that needs more time, facilitators may need to adjust, but should be transparent about what will be postponed or changed.

At the end of the retreat

Review decisions and next steps.

Before people leave, identify:

  • Decisions made
  • Questions still unresolved
  • Actions to be taken
  • Who is responsible for each action
  • Deadlines or checkpoints
  • What information will be communicated to people who were not present

A retreat that produces good conversation but no follow-through may have little lasting effect.

Evaluate the retreat

Evaluate both the experience and whether the retreat accomplished its goals.

Possible questions include:

  • Did the retreat achieve its stated objectives?
  • Did the location and facilities support the work?
  • Which activities were most useful, and why?
  • Which activities or discussions were least useful, and why?
  • Which decisions, learning, or relationships are most likely to improve the organization's work?
  • Was the balance among structured work, breaks, and informal time appropriate?
  • Were participants able to contribute meaningfully?
  • Did anyone encounter accessibility, transportation, technology, lodging, food, or other participation barriers?
  • Was the facilitation effective?
  • Were difficult discussions handled respectfully and productively?
  • Are next steps clear?

Feedback can be collected through an accessible survey, individual reflection, group discussion, interviews, or another method appropriate to the retreat.

Immediate satisfaction is only one part of evaluation. If the retreat was intended to improve strategy, collaboration, governance, or organizational practice, check again later to see whether agreed changes actually occurred.

Follow up

After the retreat:

  • Send an accurate summary of decisions and action items
  • Provide promised resources
  • Assign and confirm responsibility for follow-up
  • Schedule appropriate checkpoints
  • Address unresolved concerns
  • Reimburse approved expenses promptly
  • Secure or dispose of confidential notes and participant information appropriately
  • Review evaluation feedback
  • Document lessons for future retreats

Clean up and close out the event

Follow the venue agreement for cleanup, equipment, keys, lodging, materials, and other responsibilities. Protect any confidential documents or data created during the retreat rather than leaving them in meeting rooms or shared spaces.

If the venue worked well, keep the information for future use, but don't automatically reserve it again until you've evaluated whether another retreat is needed and whether the same location, format, and arrangements remain appropriate.

In Summary

A retreat creates protected time for people to step away from routine work and focus on issues that benefit from sustained attention. Retreats may support strategic planning, learning, relationship-building, governance, reflection, problem solving, or organizational change.

A retreat does not have to be an overnight trip or take place at a campground, resort, or distant destination. The appropriate location and length depend on the purpose, participants, accessibility, budget, work schedules, transportation, and the amount of focused time required.

Good planning begins with clear objectives. From there, organizers can determine who should participate, whether an outside facilitator is needed, what activities support the goals, how much time is required, where the retreat should occur, and what financial, accessibility, transportation, technology, food, lodging, and safety arrangements are necessary.

Retreats can provide space for difficult conversations, but they are not substitutes for formal investigation, performance management, emergency response, or professional conflict-resolution processes when those are needed.

Finally, the value of a retreat depends heavily on what happens afterward. Decisions, commitments, and action items should have clear owners and deadlines, and the organization should revisit them later to determine whether the retreat actually improved the work it was intended to strengthen.

Contributor

Chris Hampton

Resources

Online Resources

Jumonville Christian Camp, Conference & Retreat Center. (1998). Planning your retreat: One Step at a Time.

National Lutheran Outdoors Ministry Association. (1998). Retreat planning countdown.

Retreat Planning Guide by Student Organization Officer Transition Guide, Old Dominion University, Office of Student Activities and Leadership.

Successful Retreats That Get Results, by Mary Abbajay, offers a comprehensive overview for guiding and planning a retreat.

Print Resources

Catholic Youth Foundation (1999). Retreats and lock-ins.

Doxey, J., & Sugarman, P. (1999).To Retreat or Not to Retreat, an Important Question. Birmingham, AL: The Nonprofit Resource Center of Alabama.

Eddie, D., & Kethley, A. (1994). Keys to successful board-staff retreat. Nonprofit World, Vol. 12, No. 6. 23-28.

Howe, F. (1997). The board member's guide to strategic planning. San Francisco: Jossey-Bass Publishers.

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