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Sunset over coastal shoreline with calm bay at forested cove

Reconnect with Nature on Guided Trail Rides & Sunset Paddles

Guided one-hour trail rides, beginner-friendly kayaking, and seasonal community events along the Patuxent River in Hollywood, Maryland.

  1. Adventure Tour Operators
  2. Greenwell Foundation

Featured Experiences

Choose from guided trail rides, Golden Hour Paddle, and seasonal events hosted by Greenwell Foundation.

Trail Ride | Guided Tour in Hollywood | Hiking, Attraction
Hollywood

Trail Ride | Guided Tour in Hollywood | Hiking, Attraction

Discover the gentle thrill of walking-paced trail riding along the Patuxent River with Greenwell Foundation. Perfect for all ages, it offers a peaceful way to connect with Maryland's natural beauty.

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

Adventure Town Guides

View All Adventure Towns

© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Trail Ride | Guided Tour in Hollywood | Hiking, Attraction

Trail Ride | Guided Tour in Hollywood | Hiking, Attraction

land adventures
Hollywood, Maryland
Sunset Kayaking on the Patuxent River with Greenwell Foundation
Hollywood

Sunset Kayaking on the Patuxent River with Greenwell Foundation

Paddle the Patuxent River at sunset with the Greenwell Foundation's Golden Hour Paddle. A beginner-friendly guided kayak trip that pairs natural beauty with expert instruction.

Sunset Kayaking on the Patuxent River with Greenwell Foundation

Sunset Kayaking on the Patuxent River with Greenwell Foundation

water activities
Hollywood, Maryland
Experience the Boots & BBQ Hoedown: Maryland’s Ultimate Night of Music, Food, and Community Spirit
Hollywood

Experience the Boots & BBQ Hoedown: Maryland’s Ultimate Night of Music, Food, and Community Spirit

Join the Greenwell Foundation’s Boots & BBQ Hoedown in Hollywood, Maryland, for a lively evening of wood-smoked BBQ, live music, and dancing. Support veterans and first responders while enjoying local flavors and community fun under the stars.

Experience the Boots & BBQ Hoedown: Maryland’s Ultimate Night of Music, Food, and Community Spirit

Experience the Boots & BBQ Hoedown: Maryland’s Ultimate Night of Music, Food, and Community Spirit

others
Hollywood, Maryland
Experience Vibrant Autumn Colors on a Guided Fall Stroll in Hollywood, Maryland
Hollywood

Experience Vibrant Autumn Colors on a Guided Fall Stroll in Hollywood, Maryland

Join the Greenwell Foundation this October 25th for a scenic 1.5-mile guided fall stroll in Hollywood, Maryland. Warm up with cocoa or cider before exploring colorful autumn woods, then enjoy a relaxing picnic and further park adventures.

Experience Vibrant Autumn Colors on a Guided Fall Stroll in Hollywood, Maryland

Experience Vibrant Autumn Colors on a Guided Fall Stroll in Hollywood, Maryland

land adventures
Hollywood, Maryland

About Greenwell Foundation

Greenwell Foundation is a nonprofit historic site and outdoor recreation provider located in Hollywood, Maryland, focused on preserving land along the Patuxent River while offering guided experiences for visitors. The Foundation operates a range of outdoor programs that combine accessible recreation with scenic natural landscapes. Trail Ride provides a one-hour, walking-paced ride along the Patuxent River with lush tree lines, open fields, and river views guided by experienced staff. Golden Hour Paddle is a beginner-friendly, guided kayaking experience on the Patuxent River led by a certified instructor, designed to showcase sunsets and calm evening waters. Boots & BBQ Hoedown presented by Greenwell Foundation is an annual-style event featuring wood-smoked barbecue, live music, dancing, games, and activities that raise support for veterans and first responders. Fall Stroll is a scheduled guided 1.5-mile walk on October 25th that includes warm cocoa or cider, scenic stops to appreciate fall foliage, and a picnic with time to explore the park.

The Foundation’s offerings are intentionally accessible to individuals and small groups, with staff-led instruction and safety-minded guidance for water and horseback activities. Programs take place on preserved grounds in Hollywood, Maryland, along the Patuxent River corridor. Visitors can expect outdoor-based experiences, seasonal community events, and opportunities to support the Foundation’s mission through participation. All descriptions reflect published trip summaries and event details provided by Greenwell Foundation. Reservations and event tickets are available through Greenwell Foundation’s official channels; visitors should verify dates, times, participant limits, and any seasonal guidelines before booking or attending, including accessibility.

Greenwell Foundation fleet
Greenwell Foundation team

Location

Hollywood, MD

On the Patuxent River

Tours Offered

4

Trail rides, paddles, seasonal events

Guided Experiences

Staff-led

Certified instructor for paddles

Seasonal Events

Boots & BBQ, Fall Stroll

Evening paddles and autumn walks

Greenwell Foundation — Outdoor Experiences in Hollywood, Maryland

Explore the Patuxent River with Guided Trips

Greenwell Foundation in Hollywood, Maryland, offers outdoor experiences focused on the scenic Patuxent River corridor. Key offerings include guided Trail Ride experiences, the sunset-focused Golden Hour Paddle, community events like the Boots & BBQ Hoedown, and seasonal walks such as the Fall Stroll. These programs are suitable for individuals and small groups seeking accessible, staff-led outdoor activities.

Popular trips and events

  • Trail Ride — One-hour, walking-paced horseback rides along tree-lined trails and open fields with river views.
  • Golden Hour Paddle — Beginner-friendly kayaking led by a certified instructor, ideal for sunset paddles and calm evening water.
  • Boots & BBQ Hoedown — An evening event with wood-smoked barbecue, live music, dancing, games, and activities that support veterans and first responders.
  • Fall Stroll — A guided 1.5-mile walk (scheduled October 25th) with warm cocoa or cider, scenic stops, and a picnic opportunity.

Why searchers choose Greenwell Foundation

  • Location: direct access to the Patuxent River landscape in Hollywood, Maryland.
  • Guided experiences: staff-led trail rides and instructor-led kayaking for safety and enjoyment.
  • Seasonal community events: public gatherings that combine recreation with local support initiatives.

Practical details for visitors

  • Bookings and tickets for rides, paddles, and events are available through Greenwell Foundation’s published channels. Visitors are advised to confirm dates, times, and participant limits before arriving.
  • Trail rides are offered at a walking pace and are designed to be inclusive for riders with basic comfort around horses.
  • Golden Hour Paddle is intended for beginners; instruction is provided by a certified kayak instructor to ensure safe paddling techniques and a calm river experience.

SEO Keywords to Know

This page targets search queries including: Greenwell Foundation Hollywood Maryland, Patuxent River trail ride, guided kayaking Patuxent River, Golden Hour Paddle, Boots & BBQ Hoedown, Fall Stroll October 25, family-friendly outdoor events, and veterans and first responders support event.

Plan a visit

For visitors planning a trip, recommended search terms include “Greenwell Foundation trail ride booking,” “Golden Hour Paddle kayak lessons Patuxent River,” and “Boots & BBQ Hoedown tickets.” These keywords align with onsite programs and seasonal events, improving discoverability for travelers and locals seeking outdoor recreation near Hollywood, Maryland.

Greenwell Foundation provides curated outdoor programs and community events that highlight the natural and cultural setting of the Patuxent River. Trip descriptions, event dates, and booking details are drawn from published Greenwell Foundation summaries to help visitors find and prepare for these experiences.

Group trail horseback riding through wooded farmland on trail

Book a Trail Ride, Paddle, or Event

Plan a Trail Ride, Golden Hour Paddle, Boots & BBQ Hoedown, or Fall Stroll—check dates and reserve tickets through Greenwell Foundation.