Itinerary Suggestions: Catskills

Time-Based Itineraries

These plans are tailored to the length of your stay, from a quick getaway to a comprehensive exploration.

Weekend getaways focus on one or two regions, while longer trips spread across various Catskills areas.

Plan Your Duration

Weekend (2-3 days): Concentrated exploration.
One-week: Diverse regional exploration.
Factor in travel time between destinations.

Weekend Getaway 2-3 days

A concentrated experience in the central Catskills, blending culture and outdoor recreation.

Day 1: Arrival & Woodstock/Phoenicia

Settle into your accommodation and immerse yourself in the local artistic vibe.

Afternoon & Evening

Drive from NYC (2-2.5 hours) or Albany (1.5 hours).
Explore Woodstock's boutiques and art galleries.
Dine at a diverse restaurant in Woodstock.
Enjoy live music at a local venue like The Colony.

Explore GetYourGuide for bookable local experiences.

Day 2: Outdoor Adventure & Culture

Balance natural beauty with regional charm.

Morning & Afternoon

Hike Overlook Mountain or visit Kaaterskill Falls (Proper hiking shoes).
Lunch at Phoenicia Diner.
Summer: Tubing on Esopus Creek.

Day 3: Scenic Drive & Departure

A final glimpse of the landscape before your departure.

Morning & Lunch

Scenic drive along Route 28A around Ashokan Reservoir.
Walk or bike a portion of the Ashokan Rail Trail.
Lunch in Kingston's Stockade District or Rondout waterfront.
Explore historic stone houses or waterfront shops.

Alternative Day 2/3 Activities

Spring/Fall Options

Visit the Catskill Fly Fishing Center and Museum.
Explore more shops in Phoenicia.
Enjoy a tasting at a local brewery or distillery.
Dinner at a farm-to-table restaurant in Livingston Manor.

One-Week Comprehensive Experience

This itinerary allows for an in-depth exploration of different regions within the Catskills.

Days 1-2: Northern Catskills

Hunter/Windham: Ziplining, gondola rides, mountain hiking or spa.

Days 3-4: Central Catskills

Woodstock/Phoenicia: Art scene, Bethel Woods, river activities, trails.

Days 5-6: Southern/Western Catskills

Livingston Manor/Narrowsburg: Breweries, Delaware River, Opus 40.

Day 7: Departure

Enjoy a final Catskills breakfast. Take a scenic drive back, perhaps stopping at Olana State Historic Site or Thomas Cole National Historic Site for a cultural farewell if heading towards NYC or Albany.

Interest-Based Routes

Tailor your itinerary to your specific passions and interests.

Historical & Heritage Focus

Explore the rich past of the Catskills and its surrounding regions.

Journey Through Time

Kingston: Stockade District, Senate House.
Catskill/Hudson: Thomas Cole, Olana State Historic Sites.
Bethel: Museum at Bethel Woods (Woodstock Festival site).
High Falls: D&H Canal Historical Society & Museum.

Discover more bookable experiences at GetYourGuide.

Food & Culinary Experiences

Savor the flavors of the Catskills with farm-to-table dining and craft beverages.

Taste the Region

Livingston Manor: Craft breweries and distilleries.
Phoenicia: Elevated diner experiences.
Seasonal delights: Farm stands and U-pick orchards.
Explore local cideries and vineyards.

Adventure & Outdoor Activities

The Catskills landscape offers endless opportunities for outdoor enthusiasts.

Thrills & Nature

Hunter/Belleayre: Skiing, snowboarding, ziplining, mountain biking.
Esopus Creek: Tubing and fly fishing.
Catskill High Peaks: Challenging hiking trails.
Delaware River: Kayaking and canoeing.

Minnewaska State Park Preserve nearby for extensive hiking and biking.

Family-Friendly Itinerary

Activities suitable for all ages ensure fun for the entire family.

Fun for All

Waterpark fun: Great Wolf Lodge or The Kartrite Resort.
Relaxed tubing trip on Esopus Creek.
Kaaterskill Falls: Accessible lower viewing platform.
Farm visits: Animal encounters and U-pick experiences.

Art & Architecture Emphasis

Explore the creative side of the Catskills with its galleries and unique structures.

Creative Journeys

Woodstock: Art galleries, Artists Association & Museum.
Saugerties: Unique bluestone sculpture park, Opus 40.
Catskill/Hudson: Hudson River School art at Thomas Cole and Olana.
Architectural walks in historic town centers.

Budget-Based Plans

Customize your travel style to align with your financial preferences.

Financial Guidance

Backpacker: Camping, self-catering, free activities.
Mid-Range: B&Bs, mixed dining, rental car, some paid attractions.
Luxury: Resorts, fine dining, private guides, premium transfers.
Value-Focused: Shoulder season, kitchenettes, free outdoor pursuits.

Time Considerations:

When building your itinerary, account for travel time between destinations. Mountain roads are often winding, and distances may take longer to cover than anticipated. Use a mapping app and incorporate extra buffer time.

Seasonal Specialties

The Catskills transform with each season, each presenting distinct experiences.

Summer Highlights

Warm weather opens up a range of aquatic and outdoor entertainment.

Warm Weather Fun

Ideal for water sports (tubing, kayaking, swimming).
Hiking in lush, green forests.
Lively town festivals and outdoor concerts at Bethel Woods.
Longer daylight hours for extended exploration.

Summer is popular, book accommodations and activities early.

Winter Highlights

A snowy wonderland beckons for winter sports and cozy retreats.

Snow-Covered Adventures

Prime for skiing, snowboarding, cross-country skiing.
Snowshoeing through quiet, forested trails.
Enjoy cozy fireside retreats.
Ice skating opportunities in various towns.

Fall & Spring Highlights

Each shoulder season offers unique beauty and specific activities.

Autumn's Glory

Unparalleled fall foliage (late Sep-mid-Oct).
Apple picking and maple festivals.
Ideal conditions for scenic drives and hiking.

Spring's Renewal

Blooming wildflowers and awakening nature.
Early fly fishing season.
Trails can be muddy from snowmelt.

Festival & Event-Centered Visits

Plan your trip to coincide with local celebrations and cultural happenings.

Immersive Experiences

Woodstock Film Festival (fall).
Taste of the Catskills Festival (fall).
Maple Weekends (early spring).
Concerts and events at Bethel Woods.

Off-Season Exploration Strategies

Traveling during quieter periods offers unique advantages and a different atmosphere.

Tranquility & Value

Late Fall (Nov-early Dec): Tranquil landscapes, fewer crowds.
Early Spring (April): Peaceful atmosphere, lower prices.
Some attractions may have limited hours or closures.
Enjoy scenic drives and quiet hikes year-round.

Planning Reminders

Book Early for Peak Seasons

Accommodation and popular activities fill quickly during fall foliage and ski season.

Flexibility for Weather

Be prepared to adjust outdoor plans due to changing weather conditions in the mountains.

Optimize Your Route:

For efficient travel between different regions or attractions, group activities geographically. This minimizes driving time and maximizes your enjoyment of each area.

Itinerary Suggestions