February 12‑23 Couples Getaway: Pennsylvania, Connecticut, Rhode Island & Massachusetts

Day 1: Arrival & Sweet Beginnings in Hershey, PA

Morning: Arrive at Hershey Airport and settle into your boutique hotel. Enjoy a leisurely stroll to Hershey Gardens for a relaxing walk among themed gardens.

Afternoon: Dive into chocolate heaven at Hershey’s Chocolate World, where you can take a free tour and sample artisanal treats. Afterwards, indulge in a light lunch at the on‑site Café.

Evening: Dine at The Hershey Pantry, a cozy spot known for its farm‑to‑table cuisine, and cap the night with a stroll along Hersheypark’s illuminated pathways.

Day 2: Hershey’s Flavors & Local Bakeries

Morning: Visit the historic Hershey’s Chocolate Avenue to explore boutique chocolate shops and the famous Kissing Tower for panoramic views.

Afternoon: Take a guided food tour that includes stops at Roxie’s Café for fresh pastries and Famous Amos Bakery for classic cookies.

Evening: Enjoy a romantic dinner at The Circular, featuring a seasonal tasting menu paired with local wines.

Day 3: Journey to Waterbury, CT

Morning: Depart Hershey and drive to Waterbury, arriving by midday. Check into a charming B&B near Waterbury Green.

Afternoon: Explore the historic Waterbury Clock Company Museum and its surrounding downtown boutiques.

Evening: Savor Italian comfort food at Ristorante D'Angelo, followed by a nightcap at the nearby Olde Town Tavern.

Day 4: New Haven & Coastal Flavors

Morning: Take a short drive to New Haven and wander through York Street Café for a hearty breakfast of bagels and locally roasted coffee.

Afternoon: Tour the iconic Yale University Campus, then sample famous pizza at Frank Pepe Pizzeria Napoletana.

Evening: Return to Waterbury and enjoy a relaxed dinner at Barley & Bean, a farm‑to‑table gastropub.

Day 5: Hartford & Quaint Towns

Morning: Drive to Hartford and begin with a visit to the Mark Twain House & Museum, soaking in literary history.

Afternoon: Head to the charming town of West Hartford for a bakery crawl, featuring Le Petit Gateau and Vernon’s Bakery.

Evening: Dine at Salute, an upscale Italian restaurant known for its romantic ambiance.

Day 6: Travel to Providence, RI

Morning: Depart Hartford and arrive in Providence, checking into a historic inn near Waterplace Park.

Afternoon: Explore the vibrant Federal Hill district, tasting Italian pastries at Mike’s Pastry and espresso at La Boulangerie.

Evening: Enjoy dinner at The Dorrance, offering New England seafood with a modern twist.

Day 7: Providence’s Art & Cuisine

Morning: Visit the RISD Museum to admire contemporary and classic art collections.

Afternoon: Take a guided food tour of Providence’s historic bakeries, including Julian’s Bakery and the renowned Pasticceria.

Evening: Stroll along the Providence Riverwalk and dine at Al Forno, known for its wood‑fired pizzas.

Day 8: Newport & Coastal Charm

Morning: Drive to Newport and wander the picturesque Cliff Walk, offering ocean views and historic mansions.

Afternoon: Tour the opulent The Breakers mansion, then snack on fresh lobster rolls at The Lobster Bar.

Evening: Return to Providence for a relaxed dinner at Hemenway’s, featuring locally sourced seafood.

Day 9: Journey to Salem, MA

Morning: Depart Providence and arrive in Salem, checking into a charming inn on Essex Street.

Afternoon: Explore the spooky history at the Salem Witch Museum and enjoy a sweet treat at Red’s Sandwich Shop, famous for its baked goods.

Evening: Dine at Finz Seafood & Grill, a waterfront restaurant offering a romantic setting.

Day 10: Salem’s History & Sweet Shops

Morning: Take a guided walking tour of historic sites, including the House of the Seven Gables.

Afternoon: Sample artisanal pastries at Harvey’s Sweet Shoppe and explore the local art scene at Salem Arts Association.

Evening: Enjoy a cozy dinner at Turner’s Seafood, known for its New England clam chowder.

Day 11: Boston Highlights

Morning: Travel to Boston and start with a visit to the iconic Boston Public Market for fresh pastries and coffee.

Afternoon: Walk the historic Freedom Trail, stopping at Paul Revere’s House and the Old North Church.

Evening: Celebrate the trip’s finale with a dinner at Union Oyster House, America’s oldest restaurant.

Day 12: Departure

Morning: Enjoy a leisurely breakfast at Tatte Bakery near your hotel, sampling their famous croissants.

Afternoon: Pack up and take a final stroll through Boston Common before heading to the airport.

Evening: Fly home with wonderful memories of your New England culinary adventure.

Time and Cost Estimates

• Hershey Gardens – 2 hrs – $12
• Hershey’s Chocolate World – 3 hrs – $15
• The Hershey Pantry – Dinner – 2 hrs – $40
• Hershey Chocolate Avenue & Kissing Tower – 2 hrs – $10
• Roxie’s Café – Lunch – 1.5 hrs – $20
• Famous Amos Bakery – 1 hr – $10
• The Circular – Dinner – 2 hrs – $70
• Waterbury Clock Company Museum – 2 hrs – $8
• Ristorante D'Angelo – Dinner – 2 hrs – $55
• York Street Café (New Haven) – Breakfast – 1 hr – $15
• Yale University Tour – 2 hrs – Free
• Frank Pepe Pizzeria – Lunch – 1.5 hrs – $25
• Barley & Bean – Dinner – 2 hrs – $45
• Mark Twain House – 2 hrs – $12
• Le Petit Gateau – Bakery – 1 hr – $12
• Vernon’s Bakery – Bakery – 1 hr – $10
• Salute – Dinner – 2 hrs – $70
• Federal Hill (Providence) – 3 hrs – $30 (food & drinks)
• Mike’s Pastry – 1 hr – $10
• La Boulangerie – 1 hr – $12
• The Dorrance – Dinner – 2 hrs – $80
• RISD Museum – 2 hrs – $15
• Julian’s Bakery – 1 hr – $12
• Pasticceria – 1 hr – $12
• Al Forno – Dinner – 2 hrs – $70
• Cliff Walk – 2 hrs – Free
• The Breakers – 2 hrs – $25
• The Lobster Bar – Lunch – 1.5 hrs – $30
• Hemenway’s – Dinner – 2 hrs – $75
• Salem Witch Museum – 2 hrs – $12
• Red’s Sandwich Shop – Lunch – 1 hr – $15
• Finz Seafood & Grill – Dinner – 2 hrs – $85
• House of the Seven Gables – 2 hrs – $14
• Harvey’s Sweet Shoppe – 1 hr – $10
• Turner’s Seafood – Dinner – 2 hrs – $70
• Boston Public Market – Breakfast – 1.5 hrs – $20
• Freedom Trail (incl. Paul Revere’s House, Old North Church) – 3 hrs – $20
• Union Oyster House – Dinner – 2 hrs – $90
• Tatte Bakery – Breakfast – 1 hr – $15
• Boston Common – 1 hr – Free
• Total Estimated Cost: $1,262

Tips

To extend the trip, add a day in the Berkshires for scenic hiking and visits to local farms, or explore the historic seaport town of Mystic, CT for additional seafood experiences. If you need to shorten the itinerary, consider combining Day 4 and Day 5 by skipping Hartford and focusing on New Haven and Waterbury, or reduce Boston’s activities to a half‑day and depart directly from Salem.