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Hotels in Preston

Choose from 407 Preston Hotel Deals

Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay
4 out of 5
100 Heron Blvd, Cambridge, MD
  • 44 min drive from Gilpin's Point Landing
Stay at this 4-star beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,005 reviews)
"Beautiful property and love movie night."

Reviewed on Apr 20, 2025

Hyatt Regency Chesapeake Bay
Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 25 min drive from Gilpin's Point Landing
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (344 reviews)
"A true 5-star experience from the moment we pulled up. Highly recommend a sail with Captain Sean, participating in the 5pm toast, and staying for longer than the one night that we did! We’ll be back!"

Reviewed on Apr 27, 2025

Inn at Perry Cabin
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
2.5 out of 5
17271 S Dupont Hwy, Harrington, DE
  • 29 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Harrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,005 reviews)
"The staff was friendly rooms are clean Etc."

Reviewed on May 11, 2025

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
St Michaels Inn
St Michaels Inn
2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
  • 25 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,001 reviews)
"Property was clean, staff was great"

Reviewed on May 17, 2025

St Michaels Inn
Quality Inn & Suites Harrington - Milford
Quality Inn & Suites Harrington - Milford
2.5 out of 5
1259 Corn Crib Road, Harrington, DE
  • 28 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Harrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,002 reviews)
"Overall, the hotel was clean. It's located next to a train rail. The night staff made our check-in go smoothly. The room was clean & the beds were comfortabl (only minor issue was the shower handle came off & a small crack on the toilet seat).There was a 24 hour coffee/tea station. The free continental ..."

Reviewed on May 18, 2025

Quality Inn & Suites Harrington - Milford
Days Inn & Suites by Wyndham Seaford
Days Inn & Suites by Wyndham Seaford
2 out of 5
23450 Sussex Highway, Seaford, DE
  • 36 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.6/10 (729 reviews)
"It was just really noisy the area we were at But bed was comfy and wish their was also more food choices besides scrambled eggs and sausage But other then that it wasn’t bad"

Reviewed on May 12, 2025

Days Inn & Suites by Wyndham Seaford
Quality Inn
Quality Inn
2.5 out of 5
101 Vfw Ave, Grasonville, MD
  • 32 min drive from Gilpin's Point Landing
Stay at this hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (754 reviews)
"We had a wedding to attend, and this location was very convenient. The woman at check in was very polite, the room was clean and comfortable, and breakfast was average.The price was affordable in contrast to the other hotels in the area."

Reviewed on May 12, 2025

Quality Inn
Wylder Tilghman Island
Wylder Tilghman Island
2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
  • 39 min drive from Gilpin's Point Landing
Stay at this hotel in Tilghman. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tilghman Watermen’s Museum and Talbot County Library Tilghman ...
8.6/10 Excellent! (32 reviews)
"Such a great find for a last minute getaway. The grounds are so clean, the fire pits lit and cozy to sit around. Highly recommend."

Reviewed on Apr 28, 2025

Wylder Tilghman Island
Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & Suites
2.5 out of 5
8708 Alicia Drive, Easton, MD
  • 13 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Easton. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful staff ...
9.2/10 Wonderful! (1,006 reviews)
"Great hotel!"

Reviewed on May 16, 2025

Best Western Plus Easton Inn & Suites
Quality Inn
Quality Inn
2.5 out of 5
8523 Ocean Gtwy, Easton, MD
  • 13 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Easton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.6/10 Good! (720 reviews)
"Nice room darkening curtains"

Reviewed on May 18, 2025

Quality Inn
Days Inn & Suites by Wyndham Cambridge
Days Inn & Suites by Wyndham Cambridge
2.5 out of 5
2917 Ocean Gateway, Rt.50 East, Cambridge, MD
  • 45 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6.6/10 (1,008 reviews)
"Quiet and safe. Close to lots of shopping and dining options, by car."

Reviewed on May 11, 2025

Days Inn & Suites by Wyndham Cambridge
Holiday Inn Express Cambridge by IHG
Holiday Inn Express Cambridge by IHG
2.5 out of 5
2715 Ocean Gtwy, Cambridge, MD
  • 45 min drive from Gilpin's Point Landing
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (702 reviews)
"Great staff and very clean!!!"

Reviewed on May 13, 2025

Holiday Inn Express Cambridge by IHG
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.

Find cheap hotels in Preston

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