Provided Transportation
We are pleased to provide transportation throughout the wedding weekend for guests staying at the Chatham Wayside Inn and in the center of Chatham.
Welcome Party Transportation
Friday, June 4, 2027
Welcome Party Transportation
Friday, June 4, 2027
Complimentary transportation will be provided between the Chatham Wayside Inn and the Wequassett Resort for our Welcome Party.
Departure Schedule (Wayside Inn → Wequassett)
7:30 PM departure | 7:45 PM arrival
8:00 PM departure | 8:15 PM arrival
Two sprinter buses will be available for guest transportation.
Return Schedule (Wequassett → Wayside Inn)
10:00 PM departure | 10:15 PM arrival
Wedding Day Transportation Saturday, June 5, 2027
Trolleys will provide transportation between the Chatham Wayside Inn and the Underwood Estate.
Departure Schedule
First departures begin at 3:45 PM
Second departures begin at 4:00 PM
Our ceremony will begin promptly at 4:30 PM.
At the conclusion of the reception, which will end at 10:00 PM, trolleys will return guests to the Chatham Wayside Inn, where the celebration will continue at the after-party.
For guests who would like to take advantage of the provided transportation but are not staying at the Chatham Wayside Inn, there are several free public parking lots within a short walk of the hotel, including:
Town Office Lot — 549 Main Street (approximately 0.1 miles)
Chatham Bars Avenue Lot at Kate Gould Park (approximately 0.2 miles)
Driving
Should you choose to drive, parking is available at each of our wedding weekend venues.
Welcome Party
Wequassett Resort & Golf Club
2173 Route 28 Harwich, MA 02645
Wequassett offers ample on-site guest parking.
Wedding Day
The Underwood Estate
197 Bridge Street Chatham, MA 02633
Valet parking attendants will be available to assist guests upon arrival. Limited parking is available on the venue grounds, with additional parking available along Bridge Street as needed.
The After-Party
Chatham Wayside Inn
512 Main Street Chatham, MA 02633
Should you choose to drive from the Underwood Estate to the Chatham Wayside Inn for the after-party (and are not staying at the Inn), we recommend parking across the street from the Inn at the Town Office Lot, located at 549 Main Street, just a short walk away.
Rideshare Information
Guests are welcome to use Uber or Lyft throughout the weekend. Please use the following addresses when requesting a ride:
Welcome Party
Wequassett Resort & Golf Club
2173 Route 28 Harwich, MA 02645
Wedding Ceremony & Reception
The Underwood Estate
197 Bridge Street
Chatham, MA 02633
After-Party
Chatham Wayside Inn 512 Main Street
Chatham, MA 02633
Please note that rideshare availability can be limited on Cape Cod, particularly during peak summer weekends and later in the evening. We recommend scheduling your ride in advance whenever possible to ensure timely transportation.