The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, Maryland, 21620, Chestertown
Checking price…
By the beach
Steps from the sand.
Pool on site
Cool off without leaving.
Popular amenities
About The Lodge at Great Oak Landing
Golf Course and Private Beach
Practice your swing on the golf course or soak up the sunshine on the private beach.
Amenities and Dining
Enjoy a satisfying meal at The Landing at Great Oak. The lodge features complimentary wireless internet access, gift shops/newsstands, and a picnic area. Wrap up your day with a drink at the bar/lounge.
Convenient Facilities
Featured amenities include express check-out, laundry facilities, and ATM/banking services. Free self-parking is available onsite.
Start your beachfront getaway with us at The Lodge at Great Oak Landing.
Good to know about The Lodge at Great Oak Landing
Pets
Not allowed
Children
Adults only
How The Lodge at Great Oak Landing's price works
One flat fee
The price is what the hotel charges us plus one small, flat service fee — the same for every guest.
No surveillance pricing
We never use your device, location or browsing history to decide what you pay.
All-in, no surprises
Taxes and known fees are shown up front. What you see is what you book.
The Lodge at Great Oak Landing reviews
Good
48 reviews · updated January 2026
Guests loved
- + Friendly staff
- + Great views
- + Comfortable bed
Worth noting
- – Dirty rooms
- – WiFi issues
- – Outdated furnishings
Things to do near The Lodge at Great Oak Landing
22170 Great Oak Landing Rd, Chestertown, Maryland, 21620, Chestertown
Open in Google Maps ↗The Lodge at Great Oak Landing property amenities
Internet
- Free WiFi
Parking & transportation
- Wheelchair accessible parking
- Free self parking
- Wheelchair-accessible van parking
- Accessible shuttle
- No accessible shuttle
Pools, spa & fitness
- Outdoor pool - seasonal
- Fence around pool
- Pool umbrellas
- Pool sun loungers
- 24-hour fitness facilities
Food & drink
- Beach sun loungers
- Wheelchair-accessible on-site restaurant
Family
- Playground on site
Accessibility
- Upper floors accessible by stairs only
Things to do
- Direct access to private beach
- Beach volleyball on site
- Private beach nearby
- Outdoor entertainment area
Services & conveniences
- ATM/banking
- Housekeeping on request
- Coin laundry on site
More
- Front entrance ramp
- Firewood (free)
- Express check-out
- Firepit
- Express check-in/check-out
- Outdoor furniture
- Picnic area
- Gift shops or newsstand
- Smoke-free property
- Dock
- Walkway to water
- Gas grill
- Charcoal grill
The Lodge at Great Oak Landing room amenities
Bedroom
- Bedsheets provided
Bathroom
- Hair dryer
- Private bathroom
- Toilet paper
- Shower
Food & drink
- Refrigerator
- Microwave
Internet & phone
- Telephone
- Free WiFi
More
- Interconnected room(s) available
- Shampoo
- Soap
- Toothbrush and toothpaste available
- Toothbrush and toothpaste not available
- Wheelchair accessible
- Location - top floor
- Separate sitting area
- Location - ground floor
Frequently asked questions about The Lodge at Great Oak Landing
Does The Lodge at Great Oak Landing have WiFi?
WiFi is available at The Lodge at Great Oak Landing. Check your room's details for whether it's free or carries a charge.
Is parking available at The Lodge at Great Oak Landing?
Yes, parking is available at The Lodge at Great Oak Landing. A fee may apply — see the property's important information.
Does The Lodge at Great Oak Landing have a pool?
Yes — The Lodge at Great Oak Landing has a swimming pool.
Is there a gym at The Lodge at Great Oak Landing?
Yes, The Lodge at Great Oak Landing has fitness facilities.
Does The Lodge at Great Oak Landing have a restaurant?
Yes, there is on-site dining at The Lodge at Great Oak Landing. There's also a bar or lounge.
Is The Lodge at Great Oak Landing wheelchair accessible?
The Lodge at Great Oak Landing offers facilities for guests with disabilities. Contact the property to confirm the specifics for your needs.
Is The Lodge at Great Oak Landing pet-friendly?
No, pets are not allowed at The Lodge at Great Oak Landing.
Is The Lodge at Great Oak Landing family-friendly?
Yes, The Lodge at Great Oak Landing welcomes families and offers family facilities.
How far is The Lodge at Great Oak Landing from Honolulu airport (HNL)?
It's about 4871 mi (straight-line) from Honolulu airport (HNL).
What's the closest beach to The Lodge at Great Oak Landing?
The nearest is Lanikai Beach, about 4857 mi away (straight-line).
What is the cancellation policy at The Lodge at Great Oak Landing?
It depends on the rate you pick — many rooms at The Lodge at Great Oak Landing offer free cancellation. You'll see each room's exact policy before you book.
Are there extra fees at The Lodge at Great Oak Landing?
Any mandatory property fees are shown in your all-in total before you book — no surprises at checkout.
What guest services does The Lodge at Great Oak Landing offer?
The Lodge at Great Oak Landing offers services such as laundry.
Is The Lodge at Great Oak Landing a good place to stay?
Guests rate it 7.6/10 (Good) across 48 reviews.
How does pricing work at The Lodge at Great Oak Landing on travelpluscost?
One honest price: what the hotel charges us plus one small flat fee — the same for everyone, never based on your data. No hidden markup and no fake discounts.
The Lodge at Great Oak Landing policies
Pets
Pets not allowed
Sustainability Certifications
Property confirms they are implementing guest safety measures
Children and extra beds
No rollaway/extra beds available
Noise policy
Noise-free rooms not guaranteed
Check-in & Check-out
Contactless check-out is available
General
Gap period enforced between guest stays - 48 hours
General
Cashless transactions are available
Accessibility
No elevators
General
Bed sheets and towels are washed at a temperature of at least 60°C/140°F
General
Property is cleaned with disinfectant
Guest type
LGBTQ friendly
General
Professional property host/manager
Check-in & Check-out
Contactless check-in is available
Children and extra beds
No cribs (infant beds) available
Sustainability Certifications
Property confirms they are implementing enhanced cleaning measures
General
Commonly-touched surfaces are cleaned with disinfectant
You need to know about The Lodge at Great Oak Landing
The seasonal pool will be open from May 23 to September 18. Pool access available from 10:00 AM to 8:00 PM. Only registered guests are allowed in the guestrooms. The property has connecting/adjoining rooms, which are subject to availability and can be requested by contacting the property using the number on the booking confirmation. Cashless payment methods are available for all transactions. Contactless check-in and contactless check-out are available. This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).
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