Travel & STay

Meet Us on the Eastern Shore

We can't wait to celebrate with you on the Chesapeake Bay!

To make planning easy, we've gathered everything you need below: how to get to St. Michaels, where to stay, and what to explore while you're in town.

Getting here

Our Venue

The Oaks

The Oaks sits on a quiet cove just off the Chesapeake Bay, about ten minutes from downtown St. Michaels and fifteen from Easton. For most, this is a road trip: roughly two hours from Philadelphia straight down Route 301 (no need to fight I-95), about six and a half from Toronto, and a full day's journey from Ocracoke, ferry included. Wherever you're coming from, you'll want a car - there's no train to the Eastern Shore, and rideshares are scarce out here.

On the wedding day we're running shuttles to and from The Oaks from select hotels (details below), so everyone can enjoy the evening without a designated driver.

VENUE Address
25876 Royal Oak Rd, Easton, MD 21601
VENUE Phone
(410) 745-5053

Explore the interactive map above to view our recommendations for lodging, airports, and neighboring towns and cities for those looking to extend their trip and explore Italy

By Car
From Philadelphia
2hr Drive
•
193km

Take US-301 South through Delaware and over to the Eastern Shore, then Route 50 toward Easton. Skip I-95 and the Bay Bridge entirely.

From Ontario
6.5-8 hr Drive
•
193km

Don't forget your passport for the border crossing! If that's more driving than you're up for, see the flight options below.

From Ocracoke
6 hr Drive
•
193km

About 6 hours up the coast (after the ferry) through Virginia and over the Bay Bridge-Tunnel.

By PLANE
Driving IN

To get to Italy we recommend flying into one of the airports below - all within close proximity to the Tuscany region. Our venue is roughly the same commute between any of these options, so chose the one that best fits your travel plans, although Rome generally has more direct (and affordable) flight options compared to Florence or Pisa.

Check your passports! US passport renewal times can take between 4-6 weeks.

BaltimorE (BWI)
1hr 20m Drive
•
65 miles

The shortest drive to St. Michaels, with direct service from Toronto. Cross the Bay Bridge and you're practically there.

Washington D.C. (DCA)
1hr 50m Drive
•
80 miles

Direct flights from Toronto and Ottawa. Bonus: fly in a day early and see some of D.C. before heading to the shore.

Philadelphia (PHL)
2hr Drive
•
100 miles

Direct flights from Toronto daily, and the drive down follows the same easy Route 301 path our Philly guests will take.

Stay Nearby
Recommended Hotels

We've arranged stays in both downtown St. Michaels and nearby Easton.
‍Wedding day shuttle service to and from The Oaks will run from the Harbour Inn, Tidewater Inn, and Fairfield Inn - book one of these three if you'd like a ride.

When booking, mention you're with the Morgan & Tom wedding.

St. Michaels Harbour Inn
$$$
•
Time to The Oaks:
10m
(5mi )
•
Wedding Day Shuttle

Our suggested hotel, right on the harbor in downtown St. Michaels — walk to everything, or grab the inn's van service around town. Rooms are first come, first served and open for booking now, online or by phone.

101 N Harbor Rd, St. Michaels, MD 21663
(410) 745-9001
Website
Tidewater Inn
$$$
•
Time to The Oaks:
15m
(8mi)
•
Wedding Day Shuttle

A block of rooms is reserved at this historic hotel in the heart of downtown Easton, steps from the Avalon Theatre, shops, and restaurants.
‍
‍To book, call the hotel directly and mention the Duncan/Hamilton room block - online and third-party reservations won't count toward our block, and we won't be able to include you in the shuttle schedule.

101 E Dover St, Easton, MD 21601
(410) 822-1300
Website
Fairfield Inn & Suites Easton
$$
•
Time to The Oaks:
15m
(9mi)
•
Wedding Day Shuttle

We're securing a block of rooms at this more budget-friendly option on the Route 50 side of Easton - free breakfast and parking included.

8945 Sunflower Dr, Easton, MD 21601
(410) 822-0050
Website
Le Versegge Resort
$$
•
Time to La Pescaia:
4m
(3km)
•
Wedding Day Shuttle

A charming Country House in the Tuscan Maremma. Unwind in a serene, rural setting equipped with a great restaurant, spa, outdoor pool, and beautiful garden.

Residenza Le Versegge, 58100 Braccagni GR, Italy
+39 (327) 2326590
Website
Nonna Nara Bed & Breakfast
$$
•
Time to La Pescaia:
7m
(6km)
•
Wedding Day Shuttle

Nonna Nara Bed & Breakfast is a newly renovated ancient farmhouse in the heart of Maremma, immersed in the colors of the beautiful and lush countryside. ​​Owned by the Pimpinelli family, it offers you total peace and a family-like welcome.

Booking Code: TAYLER&GREG

Podere Tondi Carlo, Braccagni, 58100 Montepescali GR, Italy
+39 (335) 6530861
Website
Additional Stays
Explore More Options

If you're after something a little different, we love this option too. Just note that the wedding day shuttle only runs from the three hotels above - from anywhere else, you'll need to arrange your own ride to and from The Oaks.

The Wildset
$$$$
•
Time to The Oaks:
10m
(5mi)

Not an official room block, but we highly recommend this boutique hotel on Talbot Street in downtown St. Michaels.Four restored 19th-century buildings with a great restaurant, Ruse, on site.

‍Rooms open for reservation in February 2027.
Note: the wedding shuttle will not run from this hotel.

209 N Talbot St, St. Michaels, MD 21663
(410) 745-8004
Website
Make the Most of Your Trip

We hope our guests can extend the wedding week into a memorable vacation of your own.  Below are some recommended places to visit while in Italy. Feel free to contact us if you’d like any suggestions for your itinerary!

Rome

The Eternal City! Rome is a living museum of ancient ruins, stunning art, and bustling piazzas. From the Colosseum to the Vatican, it’s a city of epic history and modern charm that invites you to wander, explore, and indulge.

Florence

The heart of the Renaissance, Florence is a masterpiece in itself. Stroll through its historic streets, marvel at the Duomo, and take in world-renowned art at the Uffizi Gallery. This city is a must for lovers of art, history, and Italian culture.

Lucca

A charming Tuscan town wrapped in Renaissance walls, Lucca is perfect for a leisurely day trip. Walk or bike along its ancient walls, explore quaint streets, and enjoy local delicacies in cozy trattorias. A true Tuscan gem with a laid-back vibe!

Castellina In Chianti

Nestled in the hills of Chianti, Castellina is a quaint town known for its stunning vineyards and rustic charm. Wine lovers will delight in the local wineries, and the sweeping countryside views are simply unforgettable.

San Gimignano

This medieval hilltop town, famous for its towering stone structures, is like stepping into another time. Known as the "Town of Fine Towers," San Gimignano boasts cobbled streets, art galleries, and world-class gelato.

Siena

With its gothic architecture and vibrant piazzas, Siena offers a taste of classic Tuscany. The stunning Piazza del Campo and the Siena Cathedral are not to be missed in this city with rich history and spirited culture.

Montalcino

Wine lovers, this one’s for you! Montalcino is famous for its Brunello wine, and the town itself is a cozy retreat with stunning views and plenty of tasting rooms. A perfect spot to unwind and savor Tuscany’s finest flavors.

Montepulciano

A medieval town set among vineyards and olive groves, Montepulciano is famed for its red wine, Vino Nobile. Its hilltop setting offers gorgeous views, and its charming alleys are ideal for a relaxed stroll.

Val d’Orcia

A UNESCO World Heritage site, Val d’Orcia is a picturesque valley of rolling hills, cypress-lined roads, and quaint villages. This iconic landscape is the essence of Tuscan beauty and is ideal for scenic drives or photo ops.

Cinque Terre

Though a bit further, Cinque Terre is worth the trip for its five colorful seaside villages perched along rugged cliffs. This destination is perfect for hiking, relaxing by the water, or simply soaking in the postcard-worthy views.

AMaLfi Coast

For those craving dramatic coastal views, the Amalfi Coast is a dream. Known for its cliffside villages, beautiful beaches, and lemon groves, this area is ideal for a scenic road trip or a relaxing retreat by the sea.

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