Search Hotels Near Tilmon's Island Winery, Sudlersville

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Dec - 1 Jan
Tomorrow
1 Jan - 2 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Tilmon's Island Winery hotels

Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
18.2 km from Tilmon's Island Winery
8.6 out of 10, Excellent, (861)
"Everything was well!"
United States
Ahmed
The price is Rp1.636.514
Rp1.816.531 total
includes taxes & fees
4 Jan - 5 Jan 2026
Comfort Inn & Suites Chestertown
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
18.1 km from Tilmon's Island Winery
7.2 out of 10, Good, (424)
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is Rp1.207.512
Rp1.340.338 total
includes taxes & fees
6 Jan - 7 Jan 2026
Red Roof Inn & Suites Chestertown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Tilmon's Island Winery Hotel Reviews

Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"Satisfied customer."
Paula 1-night trip
Posted 7 days ago
Bally's Dover Casino Resort

Hotels near other Tilmon's Island Winery attractions

Pinkney Park

Explore the great outdoors at Pinkney Park, a lovely green space in Millington.
See properties

Crumpton Auction

Take the family on an outing to Crumpton Auction during your trip to Chestertown. Take in the festivals while you're in the area.
See properties

Frequently asked questions

What's the area like around Tilmon's Island Winery?
Tilmon's Island Winery is located in an area of Sudlersville that travellers like for its university setting. You'll find 11 hotels and other accommodations within a few miles for a convenient home base.
What's the best hotel to stay near Tilmon's Island Winery?
Comfort Inn & Suites Chestertown is one of the top choices for your stay based on our traveller data, and this hotel offers free breakfast and free parking. You'll find it 11.3 mi (18.2 km) from Tilmon's Island Winery. Other good choices in the area include Bally's Dover Casino Resort and Quality Inn Smyrna.
How many hotels will I be able to find near Tilmon's Island Winery?
Expedia has 11 hotels and other accommodation options a few miles from Tilmon's Island Winery.
If I need to cancel the hotel reservation for my stay near Tilmon's Island Winery, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the "fully refundable" filter to get the best deals near Tilmon's Island Winery.