Savannah and Hilton Head: A Long Weekend in the Lowcountry

This is post 7 of 12 in the series “Where I've Been”

  1. Solo in Bali: April 2024
  2. Paris in December: Christmas Markets, Museums, and Why Winter is the Best Time to Visit
  3. Seattle to LA by Train and Plane: A 10-Day West Coast Trip Using Marriott Points
  4. Italy by Train: Two Weeks from Rome to Milan with Stops in Naples, the Amalfi Coast, and Florence
  5. Barcelona, the Costa Brava, and the F1 Spanish Grand Prix: A Week in Catalonia
  6. Amsterdam, Brussels, and the Dutch Grand Prix: Two Weeks by Train Through Europe
  7. Savannah and Hilton Head: A Long Weekend in the Lowcountry
  8. New Zealand in Spring: Wellington, Auckland, and the Northern Explorer Train
  9. Swimming Pigs, Flamingos, and Baha Mar: A Long Weekend in Nassau, Bahamas
  10. Bonaire and the Brazilian Grand Prix: Diving, Beaches, and F1 at Interlagos
  11. From Venice to Rome via Monza: Two Weeks in Italy for the F1 Grand Prix
  12. A Road Trip Across Provence During Lavender Season, Then Paris

Frequently Asked Questions

Is Savannah worth visiting?

Absolutely. Savannah has some of the most beautiful historic architecture in the US, incredible food, and a walkable downtown. Two to three days is enough to explore the squares, eat well, and take a day trip to Hilton Head.

What is the best time to visit Savannah?

March through May for azaleas and warm weather, or October-November for mild temps without summer humidity. Summer (June-August) is hot and humid. St. Patrick’s Day in March is the city’s biggest event.

Can you do Savannah and Hilton Head together?

Yes, they are about 1.5 hours apart by car. Stay in Savannah for the history and food, day trip to Hilton Head for the beach. Or split your time with 2 nights in each.

Why the Lowcountry

We wanted a warm long weekend in March — Savannah flights from New York were cheap, the historic district is walkable, and Hilton Head is a short drive away.

Quick picks: Savannah historic district | Wormsloe Historic Site (oak-lined drive) | Hilton Head for the beach | Skip: ghost tours (gimmick)
Updated April 20266 min read

We wanted a warm long weekend in March and Savannah kept coming up. The flights from New York were cheap, the historic district is walkable, and Hilton Head Island was close enough to add on as a day trip. Four days, no car needed in Savannah, and exactly the pace we were looking for.

Savannah

Savannah is one of those cities that feels like it belongs in a different era. Spanish moss hanging from live oaks, cobblestone streets, and 22 historic squares connected by tree-lined walks. We spent three nights here and covered the city on foot.

Forsyth Park and the Historic Squares

Start your morning at Forsyth Park. The iconic fountain at the north end is the most photographed spot in the city, and the park itself is perfect for a slow walk with coffee. We grabbed ours from The Sentient Bean, a local favorite just outside the park.

From Forsyth, walk north along Bull Street and you will pass through several of Savannah’s famous squares. Each one has its own character — Monterey Square, Madison Square, Chippewa Square (the Forrest Gump bench scene was filmed nearby), and Johnson Square, the oldest. The whole walk takes about 30 minutes without stops, but you will stop constantly.

Historic Houses and Colonial Park Cemetery

Lafayette Square is a good place to start for the historic houses. The Owens-Thomas House is one of the best examples of Regency architecture in America and worth the tour. Colonial Park Cemetery, two blocks east, dates back to 1750 and is where you will find graves from the Revolutionary War era. It is quiet and a bit eerie in the best way.

The Food

Savannah’s food scene punches above its weight:

  • The line wraps around the block but moves fast. Communal tables, unlimited Southern sides served family-style — fried chicken, collard greens, mac and cheese, cornbread. Cash only, no reservations, and worth every minute of the wait
  • Open since 1919. The Tutti Frutti and Chocolate Chewies flavors are the signatures. There will be a line but it moves quickly
  • A renovated Greyhound bus station turned into one of the best restaurants in the South. Reserve ahead
  • Southern food with a focus on local ingredients. The cornbread alone is worth the visit

Tybee Island

Tybee Island is about 25 minutes east of downtown Savannah and makes for a perfect half-day trip. The beach is wide and uncrowded in March, the lighthouse offers views of the coast, and the seafood shacks along the strand are excellent. We rented bikes and rode around the island, which takes about an hour at a relaxed pace.

Hilton Head Island

We drove to Hilton Head for a day trip — about an hour and a half from Savannah. The island is more resort-oriented than Tybee, with manicured bike paths running through maritime forests and along the beach.

Coligny Beach is the main public beach and has good facilities. We biked the beach path, had lunch at a waterfront restaurant, and spent the afternoon on the sand. If you have more time, the Sea Pines Forest Preserve has a beautiful boardwalk trail and ancient Native American shell ring.

Wormsloe Historic Site

The drive into Wormsloe through the avenue of live oaks is one of the most photogenic spots in Georgia. About 400 oak trees line the 1.5-mile entrance road, draped in Spanish moss. The site itself has the ruins of a colonial estate and nature trails. Go early in the morning for the best light and fewest crowds.

Getting Around

You do not need a car in Savannah’s historic district — everything is within walking distance. For Tybee Island and Hilton Head, rent a car for the day or use a rideshare. The free DOT shuttle runs a loop through downtown and is handy for getting back to your hotel after a long walk.

What It Cost (Two People, 4 Nights)

Book hotels: Search Booking.com hotels

  • ~$250 round trip from NYC (budget carrier)
  • Fairfield Inn Downtown, ~$500 total (3 nights on points + 1 paid)
  • Rental car (2 days): ~$120
  • Food and activities: ~$600 total
  • Total for two: ~$1,470

Would We Go Back?

Absolutely. Savannah is one of the most charming cities in the US and we barely scratched the surface. March was perfect weather-wise — warm but not humid, with the azaleas starting to bloom. If you are looking for a quick getaway from the Northeast with great food, history, and Southern atmosphere, this is it.


Related Reading


Gear and Guides We Recommend

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Jenna Fattah

Written by Jenna Fattah

I have visited 25+ countries across 6 continents, attended 7 Formula 1 races, and spent 4 years writing about what actually works and what I would do differently. Every recommendation on this site comes from trips I planned and paid for myself. Read more about me

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