TITA Travel
The Lodge at Great Oak Landing
★★★ Check availabilityPrices depend on your dates. Choose your check-in and check-out dates to see rates and available rooms.
The Lodge at Great Oak Landing is a 3-star hotel located in Chestertown, United States Of America. Free cancellation is available up to 24-72h before arrival depending on the rate.
About
Practice your swing on the golf course or soak up the sunshine on the private beach. This lodge also features complimentary wireless internet access, gift shops/newsstands, and a picnic area.
Amenities
- ✓ Beach volleyball on site
- ✓ Uncovered parking
- ✓ Direct access to private beach
- ✓ Outdoor entertainment area
- ✓ Pool umbrellas
- ✓ Free WiFi
- ✓ Wheelchair accessible parking
- ✓ 24-hour fitness facilities
- ✓ Wheelchair-accessible on-site restaurant
- ✓ Private beach nearby
- ✓ Number of accessible parking spaces - 2
- ✓ Outdoor seasonal pool
Nearby hotels in Chestertown
Frequently asked questions
How many stars does The Lodge at Great Oak Landing have?
The Lodge at Great Oak Landing is a 3-star hotel, located in Chestertown. The rating is official and reflects the comfort and service level.
What facilities does The Lodge at Great Oak Landing offer?
The Lodge at Great Oak Landing offers free Wi-Fi, pool, parking, spa, restaurant and beach access. The full list of amenities is on the hotel page.
Can I cancel my booking at The Lodge at Great Oak Landing?
Yes — most rates include free cancellation up to a deadline (typically 24-72h before arrival). The exact policy is shown before confirmation and on your booking voucher.
How do I pay for my booking?
Three payment methods are available: online card (secure ClicToPay), IZI Zitouna in-branch transfer, or cash at one of our agencies.
When is the best time to book in Chestertown?
For Chestertown, peak season runs June-August: prices peak and availability drops. May, September, and October offer the best balance of price, weather, and crowds.
Prices and availability updated on 23 September 2026.