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Hotels in Preston

Choose from 377 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
The price is $275 per night from May 6 to May 7
$275
includes taxes & fees
May 6 - May 7
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! (1,004 reviews)
"A great stay, the property is great, and the staff is wonderful, we would book again."

Reviewed on Apr 15, 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
The price is $604 per night from May 4 to May 5
$604
includes taxes & fees
May 4 - May 5
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! (340 reviews)
"Our stay here was excellent. The highlight was arguably the check-in, where we were surprised with a birthday welcome, as well as a little onesie for our soon to arrive baby girl. This was a birthday/baby moon trip and we shared this info prior to arrival, and the staff was incredible in providing ..."

Reviewed on Apr 5, 2025

Inn at Perry Cabin
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
The price is $155 per night from May 4 to May 5
$155
includes taxes & fees
May 4 - May 5
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! (1,002 reviews)
"Worthwhile"

Reviewed on Apr 16, 2025

St Michaels Inn
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
The price is $99 per night from Apr 24 to Apr 25
$99
includes taxes & fees
Apr 24 - Apr 25
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! (996 reviews)
"It was very clean"

Reviewed on Apr 12, 2025

Holiday Inn Express Hotel & Suites Harrington-Dover area, DE by IHG
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
The price is $80 per night from Apr 27 to Apr 28
$80
includes taxes & fees
Apr 27 - Apr 28
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 (724 reviews)
Outstanding Days Inn
"Awesome customer service!!!!!"

Reviewed on Apr 19, 2025

Days Inn & Suites by Wyndham Seaford
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
The price is $131 per night from Apr 23 to Apr 24
$131
includes taxes & fees
Apr 23 - Apr 24
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! (1,003 reviews)
Pleasant night sleep
"Always a pleasure to stay here. This was not my first visit and as always very enjoyable."

Reviewed on Apr 20, 2025

Best Western Plus Easton Inn & Suites
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
The price is $75 per night from May 5 to May 6
$75
includes taxes & fees
May 5 - May 6
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 ...
7.8/10 Good! (1,001 reviews)
"The staff was friendly and everything was clean. It was close to the casino and the lacrosse sports complex. The breakfast was basic, but overall it was OK for the price."

Reviewed on Apr 15, 2025

Quality Inn & Suites Harrington - Milford
The Tidewater Inn
The Tidewater Inn
3 out of 5
101 E Dover St, Easton, MD
  • 15 min drive from Gilpin's Point Landing
The price is $186 per night from Apr 23 to Apr 24
$186
includes taxes & fees
Apr 23 - Apr 24
Stay at this 3-star spa hotel in Easton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions ...
8.8/10 Excellent! (785 reviews)
Stay at the Tidewater Inn.
"The dinner at the Hunter's inn was excellent. It would be nice if they had full-service breakfast during the week. The bed was quite large and comfortable. The bathroom was TOO small!!! I could barely fit in there. The cable reception was horrible!!!"

Reviewed on Apr 17, 2025

The Tidewater Inn
Comfort Suites Seaford
Comfort Suites Seaford
2.5 out of 5
23420 Sussex Highway, Seaford, DE
  • 36 min drive from Gilpin's Point Landing
The price is $114 per night from Apr 29 to Apr 30
$114
includes taxes & fees
Apr 29 - Apr 30
Book a stay at this business-friendly hotel in Seaford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (840 reviews)
"The staff was friendly and very helpful. Breakfast was included and good. Convenient to where we needed to be."

Reviewed on Apr 9, 2025

Comfort Suites Seaford
Wylder Tilghman Island
Wylder Tilghman Island
2 out of 5
21551 Chesapeake Access Drive, Tilghman, MD
  • 39 min drive from Gilpin's Point Landing
The price is $208 per night from Apr 28 to Apr 29
$208
includes taxes & fees
Apr 28 - Apr 29
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 ...
8.4/10 Very Good! (30 reviews)
"We pulled up to The Wylder on Tilghman Island and immediately was taken back with its charm and character of the entire property. The staff was very friendly and accommodating. We met Lauren in reception and she was great! We spent time at Ticklers and enjoying the amenities of the property. We appreciate ..."

Reviewed on Apr 7, 2025

Wylder Tilghman Island
Quality Inn
Quality Inn
2.5 out of 5
8523 Ocean Gtwy, Easton, MD
  • 13 min drive from Gilpin's Point Landing
The price is $89 per night from Apr 27 to Apr 28
$89
includes taxes & fees
Apr 27 - Apr 28
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! (709 reviews)
"Property was clean and spacious. The only issue I had with my room which I let front desk know was the shower was draining slow and the mixing valve for the shower doesn't stop at hot or cold it just keeps spinning past it's stop. I was only there for one night."

Reviewed on Apr 13, 2025

Quality Inn
The Wildset
The Wildset
2.5 out of 5
209 N Talbot St, St. Michaels, MD
  • 25 min drive from Gilpin's Point Landing
The price is $263 per night from Apr 23 to Apr 24
$263
includes taxes & fees
Apr 23 - Apr 24
Stay at this hotel in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.6/10 Exceptional! (308 reviews)
"We loved staying here and would recommend this hotel to anyone. It was so clean, convenient to all the shops,and restaurants and we loved all the little touches like breakfast, the bikes, and the nightly s'mores."

Reviewed on Apr 15, 2025

The Wildset
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.

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