Things To Do
in Highlands

Highlands sits on the eastern banks of the Hudson River in the lower Hudson Valley, offering sweeping river views and easy access to rugged trails in the Hudson Highlands. The area blends small-town charm—with historic West Point nearby and artsy Beacon and Cold Spring—with abundant outdoor recreation such as hiking, kayaking, and scenic drives. Visitors find a mix of farm-to-table restaurants, craft breweries, and seasonal farmers markets that reflect the region’s agricultural roots.

Proximity to New York City makes the Highlands a popular weekend escape for nature lovers and culture seekers alike.

Day Trips

Spend a day exploring around

day 1
Exploring Glacial Lakes
morning
:

Begin your journey with a tranquil morning at Lake McDonald, where the water reflects the stunning peaks of the surrounding mountains. A serene hike along the shoreline offers opportunities to spot wildlife and discover hidden coves. Bring a picnic breakfast to enjoy as you soak in the breathtaking scenery.

afternoon
:

After lunch, venture to Apgar Village for some local shopping and cozy cafes. Rent a kayak or take a boat tour to truly experience the beauty of the lake from a different perspective. As the sun begins to lower, take advantage of the golden hour to capture photos of the rugged landscape.

evening
:

As night falls, head back to your lodge for a hearty dinner, or build a campfire to share stories under the stars. The lack of light pollution in the Highlands allows for unparalleled stargazing, revealing constellations typically obscured in urban settings. End your day with a peaceful reflection on the lake, surrounded by the sounds of nature.

day 2
Hiking the High Peaks
morning
:

Rise early to conquer one of the area's renowned trails, such as the Grinnell Glacier Trail. The cool morning air and breathtaking vistas motivate you to push through the challenging ascent. Bring a light breakfast to fuel your adventure as you take in the stunning flora and fauna along the way.

afternoon
:

Once you've reached the summit, bask in the awe-inspiring views of the glaciers and surrounding mountains while enjoying your packed lunch. Make use of the afternoon to explore side trails or indulge in photography; the landscapes provide endless opportunities for stunning shots. As you begin your descent, take time to reflect on the importance of preserving these natural wonders.

evening
:

After a day of physical adventure, unwind at your accommodation with a soothing bath or by the fireplace. Treat yourself to a delicious local meal at a nearby restaurant that features farm-to-table ingredients. Conclude your evening with a peaceful stroll outside, listening to the sounds of the wilderness.

Cost Guide

Prices

ItemPrice
🍔Meal at inexpensive restaurant$12-18
Coffee$3-5
🏨Mid-range hotel (per night)$120-220
Gasoline (per gallon)$3.00-4.00
🎟️Museum or attraction entrance$10-25

Strengths and Weaknesses

  • Outstanding natural scenery and outdoor recreation
  • Close proximity to New York City for easy access
  • Strong local food scene with farm-to-table options
  • Charming small towns with arts and antiques
  • Limited nightlife and late-night services in smaller towns
  • Crowds and limited parking during peak foliage and summer weekends
  • Public transportation is good along the river but limited for deeper rural access
  • Weather can be unpredictable in shoulder seasons

Places to Visit in Highlands

Visit one of these nice places.

Breakneck Ridge Summit

Iconic panoramic views of the Hudson River and surrounding ridgelines—best at sunrise or early morning light for dramatic contrasts.

Bear Mountain Bridge & Hudson River Overlooks

Sweeping views of the river and surrounding forests; scenic pull-offs along Route 9W are great for golden hour shots.

West Point Academy Grounds

Historic architecture, parade grounds and riverside vistas—photogenic buildings and a strong sense of history (check visitor photography rules).

Cold Spring Main Street

Charming small-town storefronts, antique shops and riverfront views—excellent for lifestyle and street photography.

Mount Beacon Overlook

Expansive elevated views east toward the Hudson and west over the valley—stark in winter and lush in summer.

Culinary Guide

Food in Highlands

The Highlands region features Northeastern American cuisine with strong farm-to-table influences, local ciders and craft beers, classic delis and bakeries, and fresh river fish when available. Small towns like Cold Spring and Beacon emphasize local produce, artisanal cheeses, and seasonal menus. Expect informal dining options from pubs and diners to upscale bistros; many places spotlight New York State wines and Hudson Valley farms. Farmers markets and artisanal producers are common in season, making it easy to taste local specialties.

Highlands Famous Food

Signature dishes, delicacies and famous food

New York–style Bagel & Lox

A classic breakfast option—fresh bagels with cream cheese, smoked salmon, capers and red onion; available at local bakeries and delis in Cold Spring and Beacon.

Must-Try!

Farm-to-Table Seasonal Plates

Menus often change with the season featuring produce from Hudson Valley farms—think roasted root vegetables in fall, fresh greens in spring, and heirloom tomatoes in summer at local bistros.

Hudson Valley Cider & Craft Beer

Local cideries and breweries produce crisp hard ciders and small-batch beers; tasting rooms and taprooms in the area are good places to sample them.

Food Markets

Explore local food markets

Cold Spring Farmers' Market

Weekend market offering local produce, baked goods, cheeses and prepared foods—great for sampling seasonal specialties and picnic supplies.

Beacon Farmers Market

A lively market with artisan food vendors, local produce, and occasional street food stalls; ideal for lunch and discovering Hudson Valley products.

Climate Guide

Weather

The Highlands has a humid continental climate with four distinct seasons: warm, humid summers; colorful, crisp autumns; cold, snowy winters; and cool, wet springs. Snowfall varies year to year; higher elevations are colder and can retain snow longer. Weather can change rapidly in shoulder seasons—dress in layers and be prepared for showers.

How to Behave

Tips on cultural norms and respectful behavior

Personal Space and Politeness

People are generally polite and value personal space—greet with a hello or nod, and avoid loud or intrusive behavior in public places.

Respect Trail Rules

Stay on marked trails, pack out trash, leash dogs where required and follow Leave No Trace principles—locals take trail stewardship seriously.

Photography Respect

Be mindful on private property and at military sites like West Point—obey signage and staff instructions about photography and access.

Safety Guide

Safety

The area is generally safe with low violent crime rates, but standard precautions apply: lock your car, don’t leave valuables visible, and be aware of isolated areas after dark. On trails, carry water, a map or GPS, and let someone know your route; cell service can be spotty in steep valleys. Watch for ticks and poison ivy in warmer months, and check river conditions before entering the water.

Tipping in Highlands

Ensure a smooth experience

Tipping Etiquette

Standard restaurant tipping is 15–20% of the pre-tax bill for good service; tip bartenders $1–2 per drink or 15–20% for a tab. Tip taxi drivers 10–15% and hotel housekeeping $2–5 per night. Many workers rely on tips, so tipping is expected.

Payment Methods

Credit and debit cards are widely accepted; contactless payments (Apple Pay/Google Pay) are common. Carry some cash for small purchases or markets, though many vendors accept cards.

Best Time to Visit

And what to expect in different seasons...

Spring

Mild temperatures, budding foliage and fewer crowds—perfect for hiking and early-season farmers markets. Trails can be muddy after snowmelt or rain; bring waterproof shoes and check trail conditions.

Summer

Warm and humid with long daylight hours, ideal for kayaking, swimming and outdoor dining. Popular spots get busy on weekends—reserve accommodations and expect busy parking at trailheads.

Fall

Peak foliage draws many visitors—brilliant leaf color and crisp air make hiking and scenic drives spectacular. Book in advance for lodging; weekends can be very crowded.

Winter

Cold with occasional snow and icy trails—fewer tourists and lower rates but limited services; winter hikes require traction devices and layered clothing for safety.

Nightlife Guide

Highlands at Night

Nightlife in the Highlands is low-key and community-focused. Expect cozy pubs, craft breweries, seasonal outdoor concerts and small live-music venues in Beacon and Cold Spring. There are occasional late-night events and festivals, but for clubs and a bustling late-night scene you’ll need to travel to larger nearby cities.

Hiking in Highlands

Immerse in an unforgettable hike.

Breakneck Ridge

A steep, challenging ridge hike with rock scrambles and dramatic Hudson River vistas; very popular and best started early in the day.

Mount Beacon Trail

A historic and scenic trail leading to sweeping views over Beacon and the Hudson; options for a moderate ascent or a longer loop.

Bull Hill (Mt. Taurus)

Moderate hike offering expansive views of the Hudson Highlands and quieter trails compared with the busier Breakneck Ridge.

Anthony’s Nose

Shorter hike with excellent views of the Hudson River and the Bear Mountain Bridge—popular for photographers and hikers of varying skill levels.

Bear Mountain State Park Loops

Network of trails around Bear Mountain offering scenic overlooks, lakeside strolls and access to picnic areas and recreational facilities.

Airports

How to reach Highlands by plane.

Stewart International Airport (SWF)

About 30–45 minutes by car from the Highlands area (depending on exact location); smaller regional airport with some domestic flights and shuttle/taxi options to local towns.

Westchester County Airport (HPN)

Approximately 45–75 minutes by car; convenient for regional flights and reachable by car or shuttle services.

Newark Liberty International Airport (EWR)

Major international airport roughly 1–1.5 hours away depending on traffic; offers the widest range of domestic and international flights and ground transportation options to the Hudson Valley.

LaGuardia (LGA) / JFK International (JFK)

Approximately 1–2 hours by car or train/bus combinations; convenient if combining a city trip to NYC with Highlands visit.

Getting Around

Walkability

Towns like Cold Spring and Beacon are highly walkable with compact downtowns, pedestrian-friendly streets and easy access to riverfront paths. Outside the main hamlets, destinations are more car-dependent; many trailheads and scenic overlooks require driving and parking.

Demographics

Explore demographics in this area.

Commuters

Many residents commute to New York City or nearby employment centers; the area has a suburban commuter demographic.

Artists and Creative Community

Beacon and nearby towns host a strong artist community, galleries and creative businesses that attract visitors and seasonal residents.

Military Families and Veterans

Proximity to the U.S. Military Academy at West Point means a notable population of military personnel, families and alumni in the area.

Retirees and Seasonal Residents

Some retirees and second-home owners are drawn to the region for its scenic quality and quieter lifestyle.

Popular Sports

Explore popular sports in region.

Hiking and Trail Running

Very popular given the rugged terrain and scenic ridgelines—local clubs and meetup groups often organize group hikes and races.

Rowing and Kayaking

Water sports on the Hudson are common, including recreational kayaking, SUP and club rowing teams in larger towns.

High School/College Football and Sports

Local high school sports and West Point athletics (notably Army football) draw community interest and are fixtures in the regional sporting calendar.

Transportation

Traffic

Traffic is typically light on weekday mornings but can become congested on summer weekends and during fall foliage season, especially on routes to popular trailheads and river crossings like the Bear Mountain Bridge. Parking at popular trailheads fills early. Public transportation is robust along the Hudson corridor—Metro-North and Amtrak serve nearby stations (Cold Spring, Garrison, Beacon) with connecting local transit and taxis; inland areas have limited bus service.

Accomodations

Find the best place to stay when visiting Highlands.

Dietary Restrictions

Tips for restricted diets.

Vegetarian

Most restaurants offer vegetarian options and many cafés have substantial plant-based choices; farm-to-table menus often include vegetable-forward plates.

Vegan

Vegan options are increasingly available at cafes and some restaurants; larger towns like Beacon have dedicated vegan-friendly eateries, but choices are fewer in smaller hamlets.

Gluten-free

Gluten-free requests are commonly accommodated—bakeries and restaurants can usually provide GF breads or alternatives, but explicit labeling at markets varies.

Health & Medical

Healthcare

Primary care clinics and urgent care centers are available in nearby towns; for major emergencies and specialized care, regional hospitals in Newburgh, Poughkeepsie and Westchester County serve the area. Emergency services are reliable but response times can be longer in remote spots—carry basic first-aid supplies for outdoor activities.

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