Chappaqua(United States) Travel 2026: Cheap Flights, Hotels & Top Attractions

Recommended Hotels in Chappaqua

Find the perfect place to stay in Chappaqua

The Kittle House Inn

The Kittle House Inn

4.11 Reviews

Best Hotels in Chappaqua

Discover curated hotel collections in Chappaqua

Hotel Barrière Fouquet's New York

Hotel Barrière Fouquet's New York

9.032 Reviews
Raffles Boston

Raffles Boston

9.170 Reviews
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

8.6119 Reviews
The Newbury Boston

The Newbury Boston

9.352 Reviews
Mandarin Oriental Boston

Mandarin Oriental Boston

9.286 Reviews
The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

9.2107 Reviews
Four Seasons Hotel New York

Four Seasons Hotel New York

9.326 Reviews
The St. Regis New York

The St. Regis New York

8.896 Reviews
The Langham, Boston

The Langham, Boston

8.9137 Reviews
Park Hyatt New York

Park Hyatt New York

9.269 Reviews
Mandarin Oriental New York

Mandarin Oriental New York

9.3132 Reviews
Times Square Edition New York

Times Square Edition New York

9.1166 Reviews
Loews Regency New York Hotel

Loews Regency New York Hotel

8.7105 Reviews
The Four Seasons Hotel Boston

The Four Seasons Hotel Boston

9.368 Reviews
Boston Harbor Hotel

Boston Harbor Hotel

9.4108 Reviews
Lowell Hotel

Lowell Hotel

9.272 Reviews
New York Edition

New York Edition

8.556 Reviews
Baccarat Hotel New York

Baccarat Hotel New York

9.3105 Reviews
Four Seasons Hotel One Dalton Street, Boston

Four Seasons Hotel One Dalton Street, Boston

9.3131 Reviews
Four Seasons Hotel Philadelphia at Comcast Center

Four Seasons Hotel Philadelphia at Comcast Center

9.574 Reviews
Shepherd’s Run

Shepherd’s Run

9.050 Reviews
Delamar West Hartford

Delamar West Hartford

9.6100 Reviews
The Adelphi Hotel

The Adelphi Hotel

9.5101 Reviews
Anna and Bel

Anna and Bel

9.844 Reviews
The Algonquin Hotel Times Square, Autograph Collection

The Algonquin Hotel Times Square, Autograph Collection

8.7104 Reviews
The Kimberly Hotel, WorldHotels Elite

The Kimberly Hotel, WorldHotels Elite

9.4107 Reviews
Thompson Central Park New York by Hyatt

Thompson Central Park New York by Hyatt

9.3132 Reviews
The Mercer

The Mercer

9.353 Reviews
Warwick New York

Warwick New York

8.3110 Reviews
Hyatt Centric Times Square New York

Hyatt Centric Times Square New York

9.184 Reviews
The Box House Hotel

The Box House Hotel

8.5106 Reviews
Forty 1 North

Forty 1 North

9.047 Reviews
The Eliot Hotel

The Eliot Hotel

9.0110 Reviews
The Study at University City, Study Hotels

The Study at University City, Study Hotels

9.0118 Reviews
Renaissance New York Times Square Hotel

Renaissance New York Times Square Hotel

8.4114 Reviews
The Inn at Penn, A Hilton Hotel

The Inn at Penn, A Hilton Hotel

8.975 Reviews
The Standard, High Line New York

The Standard, High Line New York

8.3113 Reviews
The Westin New York at Times Square

The Westin New York at Times Square

8.0144 Reviews
Hotel Beacon

Hotel Beacon

9.354 Reviews
Bryant Park Hotel

Bryant Park Hotel

9.2101 Reviews
Hotel Barrière Fouquet's New York

Hotel Barrière Fouquet's New York

9.032 Reviews
The Plaza - A Fairmont Managed Hotel

The Plaza - A Fairmont Managed Hotel

8.6119 Reviews
The Ritz-Carlton New York, Central Park

The Ritz-Carlton New York, Central Park

9.2107 Reviews
Four Seasons Hotel New York

Four Seasons Hotel New York

9.326 Reviews
The St. Regis New York

The St. Regis New York

8.896 Reviews
Park Hyatt New York

Park Hyatt New York

9.269 Reviews
Mandarin Oriental New York

Mandarin Oriental New York

9.3132 Reviews
Times Square Edition New York

Times Square Edition New York

9.1166 Reviews
Loews Regency New York Hotel

Loews Regency New York Hotel

8.7105 Reviews
Lowell Hotel

Lowell Hotel

9.272 Reviews
New York Edition

New York Edition

8.556 Reviews
Baccarat Hotel New York

Baccarat Hotel New York

9.3105 Reviews
Equinox Hotel New York

Equinox Hotel New York

8.8113 Reviews
Four Seasons Hotel New York Downtown

Four Seasons Hotel New York Downtown

8.940 Reviews
The Langham, New York, Fifth Avenue

The Langham, New York, Fifth Avenue

9.0137 Reviews
The Carlyle, A Rosewood Hotel

The Carlyle, A Rosewood Hotel

8.6124 Reviews
The Chatwal, in the Unbound Collection by Hyatt

The Chatwal, in the Unbound Collection by Hyatt

8.6119 Reviews
The Mark New York

The Mark New York

9.352 Reviews
Trump International Hotel & Tower® New York

Trump International Hotel & Tower® New York

8.696 Reviews
Casa Cipriani New York

Casa Cipriani New York

9.259 Reviews

Frequently Asked Questions about Traveling to Chappaqua

Questions You Might Need to Know About Traveling to Chappaqua

For a tranquil escape in Chapagua, the Lakeview District is ideal, offering serene lakeside views and easy access to nature trails. Stay at Chapagua Estate Inn, a boutique retreat nestled among Adirondack forests, featuring fireplaces, handcrafted furnishings, and guided forest walks.

Alternatively, The Lakeside Lodge provides rustic-chic cabins with private docks, perfect for fishing, kayaking, and stargazing. Both properties host seasonal farmers’ markets and local craft fairs, immersing guests in the authentic upstate New York countryside culture.

Visitors to Chapagua can explore the annual Adirondack Craft Fair, showcasing handmade wood carvings, pottery, and woven textiles by local artisans. The Chapagua Historical Museum offers immersive exhibits on 19th-century mining heritage and early settler life, revealing the town’s role in Upstate New York’s industrial past.

During winter, join the Snowfire Storytelling Circle, where elders share folk tales and legends around a bonfire, accompanied by hot cocoa and roasted marshmallows. This tradition reflects the deep blend of Native American and European immigrant cultures that shaped the region’s identity.

Yes, Chapagua Estate Inn is highly recommended for families, offering connecting rooms, a kids’ activity corner, and hands-on programs like forest scavenger hunts and nature sketching workshops. Weekly "Family Nature Days" include birdwatching, plant identification, and outdoor art sessions.

Nearby, Chapagua Riverfront Park features picnic shelters, playgrounds, and safe swimming zones. Parents can relax at the lakeside café while children explore streams with trained guides—perfect for creating lasting family memories in a natural setting.

Chapagua’s landscape is defined by the untouched Adirondack Forests and pristine glacial lakes. Silverpine Lake offers mirror-like reflections of the surrounding mountains, changing hues across seasons—from rhododendron blooms in spring to fiery autumn foliage and snow-dusted peaks in winter.

Hikers should try the North Peak Trail, a 3-hour trek with panoramic views of the Chapagua Valley and distant alpine lakes. Interpretive signs along the way highlight native wildlife such as red squirrels, black bears, and river otters, making it a rich, immersive experience in northeastern U.S. wilderness ecology.

Must-try dishes in Chapagua include the slow-braised venison stew at The Wood Whisperer, made with wild deer hunted locally and seasoned with foraged mushrooms and wild ginger. Another highlight is the Chapagua Honey Cake, crafted with raw honey from nearby apiaries and served with a warm hickory latte.

At the weekly Country Market, sample fresh-baked maple syrup cookies and smoked bacon sandwiches using ingredients sourced directly from regional farms—showcasing the heartland’s self-sustaining culinary traditions.

The best time to visit Chapagua is autumn (September to November), when the Adirondack forests burst into vibrant hues of gold, crimson, and purple—ideal for photography and scenic hikes. Crisp air and calm lakes enhance the immersive forest experience.

Spring (April to June) brings melting snow, blooming wildflowers, and active wildlife, perfect for nature walks and birdwatching. Winter offers snowy tranquility: enjoy snowmobiling, skiing, and hot springs, embracing the quiet magic of a winter wonderland retreat.

Top photo locations in Chapagua include the Old Timber Bridge over Silverpine Lake, flanked by century-old oaks and often shrouded in morning mist—perfect for ethereal landscape shots. The North Peak Overlook offers panoramic views of the valley and distant snow-capped peaks, especially stunning at sunrise when golden light spills across the water.

The red-brick square in front of the Chapagua Historical Museum also draws photographers, especially during heritage events when locals wear 19th-century attire, creating a nostalgic, storybook atmosphere ideal for vintage-style travel portraits.

Chappaqua Overview

City Summary

Chappaqua is a charming town in Westchester County, New York, known for its tranquil suburban atmosphere and abundant natural beauty. With historic architecture and lush parks, it's an ideal escape from city life. Chappaqua also attracts visitors with its top-notch education system and friendly community.

Must-See Attractions

In Chappaqua, don't miss the Chappaqua Historical Society Museum, which showcases the town's rich history. Chappaqua Lake is perfect for boating and fishing, while Gedney Park offers great trails and picnic spots for nature lovers.