Charleston vs Savannah for Your Next Team Retreat: A Comprehensive Comparison

As of February 2026, companies are increasingly recognizing the value of offsite retreats for team building and strategic planning. In fact, 79% of teams report improved collaboration after attending a well-organized offsite. However, choosing the right location can be a daunting task. Two of the most charming Southern cities, Charleston and Savannah, offer unique experiences for corporate retreats. This guide will help you navigate the options, weighing the pros and cons of each destination.

Why Choose Charleston or Savannah for Your Team Retreat?

Both Charleston and Savannah boast rich histories, stunning architecture, and vibrant cultures, making them appealing choices for a team retreat. Charleston is known for its upscale venues and culinary scene, while Savannah offers a more laid-back atmosphere with picturesque parks and historic squares.

Best Seasons to Visit:

• Charleston: Late spring (April to June) and early fall (September to November) offer pleasant weather and fewer crowds.
• Savannah: Spring is particularly beautiful (March to May), with blooming azaleas, while fall (September to November) is also mild and enjoyable.

Getting There:

• Charleston International Airport (CHS) is a 20-minute drive to downtown venues.
• Savannah/Hilton Head International Airport (SAV) is about 15 minutes from the historic district.

Venue Comparison Table: Charleston vs Savannah

| Venue Name | Location | Capacity | Price/Person/Night | Best For | Standout Feature | F&B Included | |---------------------------|------------------|----------------|---------------------|---------------------|--------------------------------|--------------| | The Dewberry | Charleston | 200 | $250 | Large Groups | Rooftop bar with city views | Yes | | Belmond Charleston Place | Charleston | 150 | $300 | Luxury Retreat | Spa and wellness services | Yes | | The Westin Savannah Harbor | Savannah | 300 | $225 | Waterfront Events | Golf course access | Yes | | Hyatt Regency Savannah | Savannah | 500 | $200 | Large Conferences | River views and outdoor space | Yes | | The Inn at Middleton Place | Charleston | 60 | $175 | Small Teams | Historic plantation grounds | Yes | | The Marshall House | Savannah | 80 | $210 | Boutique Experience | Historic charm | Yes | | The Francis Marion Hotel | Charleston | 250 | $190 | City Center Access | Rooftop restaurant | Yes | | The Kimpton Brice Hotel | Savannah | 150 | $230 | Creative Retreats | Artsy decor and outdoor space | Yes |

Venue Recommendations by Group Size

Best for Large Groups (200+)

• The Westin Savannah Harbor: Perfect for large conferences with extensive amenities.
• Hyatt Regency Savannah: Offers flexible meeting spaces and a prime riverfront location.

Best for Small Teams (60-100)

• The Inn at Middleton Place: Ideal for intimate brainstorming sessions in a serene setting.
• The Marshall House: Provides a cozy atmosphere with historical significance.

Best for Luxury Retreats

• The Dewberry: A high-end experience with stunning views and exceptional service.
• Belmond Charleston Place: Perfect for teams looking to combine work and relaxation in a luxurious setting.

Sample 3-Day Itinerary

Day 1: Arrival and Team Bonding

• Morning: Arrival at venue, welcome breakfast.
• Afternoon: Team-building activity (e.g., low country boil cooking class).
• Evening: Group dinner at a local restaurant.

Day 2: Strategic Planning

• Morning: Strategy sessions (breakout rooms).
• Afternoon: Lunch followed by a workshop or guest speaker.
• Evening: Casual networking event or ghost tour.

Day 3: Reflection and Departure

• Morning: Wrap-up meeting with feedback session.
• Afternoon: Optional group activity (e.g., historical tour).
• Evening: Departure.

Budget Breakdown for a Typical Team Size of 20

| Category | Estimated Cost | Percentage Allocation | |-------------------|-------------------|----------------------| | Venue | $5,000 | 40% | | Food & Beverage | $3,000 | 25% | | Activities | $1,500 | 15% | | Travel | $2,000 | 15% | | Contingency | $500 | 5% | | Total | $12,000 | 100% |

Risk Mitigation: What Could Go Wrong?

• Weather Delays: Ensure your venue has indoor options available.
• Catering Issues: Confirm menu selections and dietary restrictions at least 2 weeks in advance.
• Transportation: Book shuttle services early to avoid last-minute scrambles.

Conclusion: Making the Right Choice

When deciding between Charleston and Savannah for your next team retreat, consider your group size, desired atmosphere, and specific needs. Both cities offer unique venues and experiences that can enhance team dynamics and productivity.

Action Items:

1. Determine your budget and group size.
2. Review the venue options and shortlist your top choices.
3. Begin the booking process at least 4-6 months in advance for preferred dates.