Winter Wonderland: New Jersey Holiday Itinerary December 18 to January 3

Day 1: Urban Holiday Kickoff

Hoboken, New Jersey on December 18, 2025

8:00am

Breakfast at Amanda's Restaurant

Enjoy classic American breakfast with a cozy fireplace ambiance, perfect to start your holiday trip in Hoboken. Open from 7:30am to 2:30pm.
USD25, 1h

10:00am

Hoboken Waterfront Walk

Stroll along the waterfront with spectacular views of the Manhattan skyline, ideal for winter sightseeing and photos.
Free, 1h30m

12:00pm

Lunch at Porto Leggero

Savor Italian-inspired lunch in a rustic, cozy setting popular for its warm dishes and local charm. Open noon to 10pm.
USD30, 1h

2:00pm

Visit Hoboken Historical Museum

Explore local history with special winter and holiday exhibits highlighting New Jersey’s cultural heritage. Open 1pm to 5pm.
USD8, 1h30m

5:00pm

Dinner at The Madison Bar & Grill

Cozy spot offering classic American fare with festive winter specials. Open for dinner from 5pm to 11pm.
USD40, 1h30m
View Hotel Availability

Day 2: Holiday Market and Culture

Princeton, New Jersey on December 19, 2025

7:30am

Breakfast at Small World Coffee

Start your morning with artisanal coffee and fresh pastries in one of Princeton’s favorite cafes. Open 7am to 7pm.
USD15, 45m

9:00am

Explore Princeton University Campus

Walk the beautiful, snow-dusted collegiate gothic architecture and visit the art museum which has winter exhibits. Museum open 10am to 5pm.
USD12, 2h

12:00pm

Lunch at Agricola Eatery

Enjoy farm-to-table seasonal dishes focusing on local winter produce. Open 11am-9pm.
USD35, 1h15m

2:00pm

Visit Princeton Holiday Market

Shop for unique holiday gifts, enjoy live music, and soak in festive decorations at this popular market open until 6pm.
Free, 2h

5:30pm

Dinner at Elements

Dine at one of Princeton's top restaurants offering contemporary American cuisine with a warm, festive atmosphere. Open 5pm to 10pm.
USD50, 1h30m
View Hotel Availability

Day 3: Cozy Shoreline Experience

Cape May, New Jersey on December 20, 2025

7:00am

Travel to Cape May

Leave early to travel south to Cape May for a charming seaside winter day. Drive approximately 3 hours.
USD40 (gas), 3h

10:30am

Breakfast at Uncle Bill's Pancake House

Enjoy warm, hearty pancakes and winter breakfast specials in a welcoming atmosphere. Open 7am to 2pm.
USD20, 1h

12:00pm

Walking Tour of Victorian Homes

Explore Cape May’s famous Victorian architecture decked out in holiday décor, a true winter postcard scene.
USD15, 2h

2:30pm

Lunch at The Mad Batter

Dine on classic American dishes with seasonal ingredients in a historic setting, open noon to 9pm.
USD30, 1h

4:00pm

Visit Emlen Physick Estate

Tour this beautifully preserved Victorian mansion with winter programming showcasing Christmas traditions. Open 10am to 5pm.
USD20, 1h30m

6:30pm

Dinner at Blue Pig Tavern

Experience cozy dining with a focus on local comfort food and winter cocktails. Open 5pm to 9pm.
USD40, 1h30m
View Hotel Availability

Day 4: Winter Nature and Art

Red Bank, New Jersey on December 21, 2025

8:00am

Breakfast at The Foundry Cafe & Catering

Start the day in Red Bank with fresh, local coffee and classic breakfast fare. Open 7am to 3pm.
USD18, 45m

9:30am

Visit Two River Theater

Catch a matinee performance or tour the theater’s art installations, depending on the season's schedule. Check performance times online.
USD30, 2h

12:00pm

Lunch at Birravino

Enjoy delicious Italian cuisine paired with local wines in an intimate setting. Open 11:30am to 9pm.
USD35, 1h

2:00pm

Walk along the Navesink River Waterfront

Take a peaceful winter walk with scenic river views and possible birdwatching opportunities.
Free, 1h

5:00pm

Dinner at Marigold Kitchen

Dine on innovative American dishes crafted for the season with a cozy atmosphere. Open 5pm to 10pm.
USD40, 1h30m
View Hotel Availability

Day 5: Holiday Festivities in Morristown

Morristown, New Jersey on December 22, 2025

8:30am

Breakfast at Jockey Hollow Bar & Kitchen

Enjoy a hearty breakfast to kick off a day exploring holiday markets and festive sights. Open 7am to 4pm.
USD22, 1h

10:00am

Holiday Lights Tour and Shopping

Discover festive window displays along Morris Street and shop at local boutiques for seasonal gifts.
Free, 2h

12:30pm

Lunch at The Famished Frog

Casual dining with a winter twist on classic pub fare. Open noon to 10pm.
USD25, 1h

2:00pm

Visit Morristown National Historical Park

Explore winter history where George Washington and troops wintered during the Revolutionary War. Visitor center open 9am to 5pm.
USD10, 2h

5:30pm

Dinner at Roots Steakhouse

Indulge in fine dining with winter specials featuring local steaks and seafood. Open 5pm to 10pm.
USD55, 1h30m
View Hotel Availability

Day 6: Christmas Markets and Art

Asbury Park, New Jersey on December 23, 2025

8:00am

Breakfast at the Asbury Park Boardwalk

Start your day with coffee and breakfast treats from local boardwalk vendors. Seasonal hours vary, check before visiting.
USD15, 45m

9:30am

Visit Asbury Park Christmas Market

Browse holiday gifts, crafts, and enjoy festive music at this popular seasonal market. Market open 10am to 6pm.
Free, 2h

12:00pm

Lunch at Porta

Enjoy rustic Italian wood-fired pizzas and seasonal small plates in a vibrant setting. Open noon to 10pm.
USD28, 1h

2:00pm

Visit the Asbury Park Art District

Explore colorful murals and galleries showcasing contemporary art, ideal for an afternoon winter stroll.
Free, 1h30m

5:00pm

Dinner at The Synagogue

Enjoy creative southern-inspired cuisine in a warm, historic setting. Open 5pm to 9pm.
USD40, 1h30m
View Hotel Availability

Day 7: Christmas Eve in Jersey City

Jersey City, New Jersey on December 24, 2025

8:00am

Breakfast at White Star Bar

Enjoy a hearty, festive breakfast in a lively local spot. Open 7am to 3pm.
USD20, 1h

9:30am

Liberty State Park Visit

Walk among winter scenery with panoramic views of the Statue of Liberty and Manhattan skyline; perfect for holiday photos.
Free, 2h

12:00pm

Lunch at Razza Pizza Artigianale

Taste some of the best hand-crafted pizzas in New Jersey, open 11:30am to 9pm except Christmas Eve closing early at 4pm.
USD25, 1h

2:00pm

Explore Downtown Jersey City Holiday Decorations

Stroll the downtown area to see festive lights and decorations, with several pop-up holiday vendors.
Free, 1h30m

5:00pm

Christmas Eve Dinner at Battello

Enjoy elegant dining with waterfront views featuring special holiday menus. Reservations recommended; open until 9pm.
USD60, 2h
View Hotel Availability

Day 8: Christmas Day Leisure

Relaxing Stay at Hotel in Princeton on December 25, 2025

9:00am

Holiday Breakfast at Hotel

Relax with a festive breakfast included at your Princeton hotel, offering special Christmas dishes.
Included, 1h

10:30am

Leisure Day and Walk in Downtown Princeton

Enjoy a quiet Christmas walk through the decorated town center, admire shop window displays and lit trees.
Free, 2h

1:00pm

Christmas Lunch at Nassau Inn

Celebrate with a special Christmas menu served at the historic Nassau Inn restaurant. Reservations advised.
USD50, 1h30m

3:00pm

Afternoon Relaxation or Spa

Enjoy spa or leisure time at your hotel to rest and unwind on Christmas afternoon.
Variable, 2h

6:00pm

Light Dinner at Small Plates Restaurant

Casual light dinner with seasonal specialties in a nearby venue open until 9pm on Christmas Day.
USD30, 1h
View Hotel Availability

Day 9: Post-Holiday Cultural Tour

Newark, New Jersey on December 26, 2025

8:00am

Breakfast at The Broadway House

Located in Newark’s Ironbound district, offering a hearty start with Portuguese-inspired breakfast fare. Open 7am to 3pm.
USD20, 1h

9:30am

Visit Newark Museum of Art

Explore extensive art collections and special post-holiday exhibits in this premier New Jersey museum. Open 10am to 5pm.
USD15, 2h

12:30pm

Lunch at Forno’s of Spain

Indulge in traditional Spanish cuisine and rich post-holiday flavors in the Ironbound neighborhood. Open noon to 9pm.
USD30, 1h15m

2:00pm

Branch Brook Park Winter Walk

Enjoy a winter walk in the largest collection of cherry blossom trees in the US, captivating even in the off-season.
Free, 1h30m

5:00pm

Dinner at High Street Grill

Cozy grill restaurant with winter specialties and renowned cocktails. Open 5pm to 10pm.
USD40, 1h30m
View Hotel Availability

Day 10: Historic Exploration

Morristown, New Jersey on December 27, 2025

8:30am

Breakfast at The Coopers Tavern

Enjoy a warm and inviting breakfast offering seasonal and locally sourced ingredients. Open 7am to 3pm.
USD22, 1h

10:00am

Visit Macculloch Hall Historical Museum

Discover local history through exhibits in this preserved historic mansion with winter-themed tours. Open 10am to 4pm.
USD8, 1h30m

12:00pm

Lunch at Raymond's

Classic American cuisine in a charming atmosphere with holiday décor. Open noon to 9pm.
USD30, 1h

2:00pm

Tour Washington’s Headquarters Museum

Visit this important Revolutionary War site and learn about the winter encampment. Open 10am to 5pm.
USD10, 1h30m

5:00pm

Dinner at Root Steakhouse

Savor fine dining with a focus on seasonal steaks and winter ingredients, open 5pm-10pm.
USD55, 1h30m
View Hotel Availability

Day 11: Coastal Charm and Relaxation

Long Branch, New Jersey on December 28, 2025

8:00am

Breakfast at Turquoise

Enjoy bakery delights and breakfast fare in a chic coastal setting. Open 7am to 3pm.
USD20, 1h

9:30am

Visit Seven Presidents Oceanfront Park

A peaceful winter walk along the beach, perfect to enjoy fresh coastal air and scenery.
Free, 1h30m

11:30am

Lunch at Avenue Prime Steak & Seafood

Dine waterfront with seasonal specials in a cozy environment. Open 11:30am to 9pm.
USD40, 1h

1:30pm

Relax at Pier Village

Explore shops and cafes at this start-of-winter village, decorated for the holiday season.
Free, 2h

5:00pm

Dinner at McLoone's Pier House

Enjoy upscale dining with holiday specials and warm atmosphere by the bay. Open 5pm to 10pm.
USD50, 1h30m
View Hotel Availability

Day 12: Arts and Shopping

Montclair, New Jersey on December 29, 2025

8:00am

Breakfast at The Committed Pig

Start with creative breakfast and brunch dishes in a popular Montclair spot. Open 7am to 3pm.
USD18, 1h

9:30am

Visit Montclair Art Museum

Explore American and Native American art collections featuring seasonal exhibits. Open 11am to 5pm, closed Tuesday.
USD15, 2h

12:30pm

Lunch at Raymond’s

Enjoy elegant American dining in a festive setting, perfect for winter flavors. Open noon to 9pm.
USD35, 1h15m

2:00pm

Montclair Center Shopping

Shop in boutique stores and seasonal markets featuring holiday and winter gifts.
Free, 2h

5:00pm

Dinner at Fascino

Italian fine dining featuring seasonal and holiday specialties. Open 5pm to 10pm.
USD45, 1h30m
View Hotel Availability

Day 13: Nature and Relaxation

Watchung Reservation, New Jersey on December 30, 2025

8:00am

Breakfast at local café

Enjoy a hearty breakfast near Watchung Reservation before nature exploration.
USD15, 1h

9:30am

Hiking and Nature Walks in Watchung Reservation

Explore wooded trails and peaceful frozen ponds ideal during winter daylight hours. Park open dawn to dusk.
Free, 3h

1:00pm

Lunch at Sonoma Tapas Bar & Restaurant

Enjoy vibrant tapas and comfort dishes to warm up after your nature hike. Open noon to 9pm.
USD30, 1h

3:00pm

Visit Trailside Nature & Science Center

Learn about local wildlife and seasonal changes with interactive exhibits. Open 10am to 5pm, closed Monday.
Free, 1h30m

6:00pm

Dinner at Salt Creek Grille

Relax with upscale dining focusing on seasonal ingredients and a cozy winter atmosphere. Open 5pm to 10pm.
USD50, 1h30m
View Hotel Availability

Day 14: New Year's Eve Celebration

Newark, New Jersey on December 31, 2025

9:00am

Brunch at Dinosaur Bar-B-Que

Enjoy a hearty brunch with southern barbecue flair, open from 9am to 3pm on holidays.
USD30, 1h30m

11:00am

Visit Prudential Center Area

Explore around Prudential Center, checking out New Year's Eve event details and festive surroundings.
Free, 2h

2:00pm

Rest and Prepare for Evening

Take a rest period for freshening up before festivities later in the evening.
Free, 3h

7:00pm

New Year's Eve Dinner at Forno's of Spain

Celebrate with Spanish-inspired festive dinner featuring special New Year's menus. Reservations recommended, open 5pm - late.
USD60, 2h

9:30pm

Attend New Year's Eve Celebration at Newark Prudential Center

Enjoy music, countdown, and fireworks on New Year’s Eve. Confirm event schedule in advance.
Ticket varies, 3h
View Hotel Availability

Day 15: New Year Recovery and Leisure

Montclair, New Jersey on January 1, 2026

9:00am

Brunch at Bellwether

Relax with a New Year's Day brunch featuring fresh, local ingredients in a bright and comfy setting. Open 9am to 3pm.
USD25, 1h30m

11:00am

Stroll at Presby Memorial Iris Gardens

Enjoy peaceful winter garden walks in this beautiful public garden near Montclair. Open dawn to dusk.
Free, 1h30m

1:00pm

Lunch at Fascino

Savor Italian dishes with a winter twist to celebrate the New Year. Open 11:30am to 10pm.
USD35, 1h

3:00pm

Free afternoon for shopping or resting

Explore local shops in Montclair or enjoy hotel amenities for a relaxing start to the year.
Free, 3h

6:00pm

Dinner at Raymond’s

Close your first day of the year with an elegant dinner featuring seasonal specialties. Open 5pm to 10pm.
USD50, 1h30m
View Hotel Availability

Day 16: Final Day Highlights

Newark and Surroundings on January 2, 2026

8:00am

Breakfast at Mamoun's Falafel

Enjoy a quick and delicious Middle Eastern breakfast to energize your last full day. Open 9am to 1am.
USD15, 45m

9:30am

Visit Newark Symphony Hall

Explore this historic venue and check for any matinee events or tours. Open 10am to 5pm.
USD20, 1h30m

12:00pm

Lunch at Spanish Tavern

Traditional Spanish dishes ideal for a cold winter day, open lunch 11:30am to 4pm.
USD28, 1h

2:00pm

Shopping at The Mills at Jersey Gardens

Enjoy outlet shopping for last-minute gifts and winter sales, open 11am to 7pm.
Free, 3h

6:30pm

Final Dinner at Forno’s of Spain

Relish your final dinner at this beloved spot with seasonal menu options. Open 5pm to 9pm.
USD40, 1h30m
View Hotel Availability

Day 17: Departure Day

New Jersey Departure on January 3, 2026

8:00am

Farewell Breakfast at hotel or nearby café

Enjoy a simple breakfast before your departure, taking in the last moments in New Jersey.
USD15, 45m

10:00am

Check-out and Travel Home

Complete your lodging check-out and prepare for travel home or to your next destination.
Variable, N/A
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