Venue photo 1

Driftwood Inn

2.4(119)
Hotel

About

Driftwood Inn Chestertown offers straightforward, budget-friendly accommodations just minutes from downtown and Washington College. Its simple rooms include essentials like free Wi-Fi, air conditioning, and work desks, catering well to business travelers needing a quiet, practical stay.

The hotel features free parking and a convenient one-story layout for easy access. While the décor is modest, the location near local shops, restaurants, and historic sites makes it a functional choice for small groups or individuals visiting the Eastern Shore for meetings or short stays.

Best for

  • Budget-friendly overnight stays for business trips
  • Quiet rooms with workspace for solo travelers
  • Convenient parking near Chestertown business hubs

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Meeting

Custom request

Professional meeting space for your team — whether it's a meeting, training, workshop, or multi-day offsite. Half-day, full-day, or multi-day — with the option to request AV, catering, and your preferred room layout.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology

Room Block

Custom request

Reserve a block of rooms for your group — ideal for multi-day conferences, offsites, or any event where attendees are traveling from out of town.

What's typically included

  • Reserved guest rooms for your group
  • Flexible check-in & check-out dates
  • Negotiated group rates

Meeting + Room Block

Custom request

Bundle your meeting space and guest rooms in one request — perfect for multi-day offsites and conferences where the team meets by day and stays overnight.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology
  • Reserved guest rooms for your group

Venue Details

Standout features

Close to Washington College and downtown Chestertown
Location
Close to Washington College and downtown Chestertown
Situated just minutes from downtown and a short walk from Washington College, the hotel offers easy access to local shops, restaurants, museums, and waterfront activities, making it convenient for business travelers and visitors.
Rooms equipped for extended and business stays
Room Amenities
Rooms equipped for extended and business stays
Rooms feature essential amenities like free high-speed WiFi, desks for work, refrigerators, microwaves, and flat-screen TVs with cable and HBO, supporting productivity and comfort for business guests and longer visits.
ADA-accessible rooms and facilities
Accessibility
ADA-accessible rooms and facilities
Accessible rooms include wider doorways, grab bars, accessible bathroom fixtures, and parking, providing a more comfortable and convenient stay for guests with mobility needs.

At a glance

Rated 2.4 on Google · 119 reviews