Preston Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
26.52 km from city center
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 ...
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
20.62 km from city center
Book a stay at this 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. ...
Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Seaford

2 out of 5
23450 Sussex Highway Seaford DE
28.05 km from city center
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. ...
Quality Inn & Suites Harrington - Milford

Quality Inn & Suites Harrington - Milford

2.5 out of 5
1259 Corn Crib Road Harrington DE
37.19 km from city center
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 ...
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
28.39 km from city center
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. ...
The Tidewater Inn

The Tidewater Inn

3 out of 5
101 E Dover St Easton MD
15.84 km from city center
Book a stay at this 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 ...
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
21.07 km from city center
Book a stay at this business-friendly hotel in Cambridge. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. ...
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
37.82 km from city center
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 ...
Motel 6 Seaford, DE

Motel 6 Seaford, DE

2 out of 5
24057 Sussex Highway Seaford DE
28.27 km from city center
Stay at this motel in Seaford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Williams Pond Park and Seaford Museum are located ...
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
28.55 km from city center
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. ...
Comfort Suites Seaford

Comfort Suites Seaford

2.5 out of 5
23420 Sussex Highway Seaford DE
28.02 km from city center
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 ...
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

2.5 out of 5
101 Vfw Ave Grasonville MD
37.78 km from city center
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. ...
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive Easton MD
15.4 km from city center
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 ...
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
20.88 km from city center
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. ...
Quality Inn

Quality Inn

2.5 out of 5
8523 Ocean Gtwy Easton MD
15.16 km from city center
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 ...
Don't see what you're looking for?
See all available properties in Preston
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sat, Oct 3 - Sat, Oct 10
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$420 Roundtrip, found 1 day ago
$420
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Oct 3 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Oct 10, priced at $420 found 1 day ago
American Airlines
Mon, Oct 5 - Sat, Oct 10
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$450 Roundtrip, found 1 day ago
$450
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Oct 5 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Sat, Oct 10, priced at $450 found 1 day ago
American Airlines
Sat, Sep 26 - Tue, Sep 29
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$462 Roundtrip, found 1 day ago
$462
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Sep 26 from Logan Intl. to Salisbury - Ocean City Wicomico Regional, returning Tue, Sep 29, priced at $462 found 1 day ago
Breeze Airways
Sun, Oct 4 - Fri, Oct 9
PSM
Portsmouth Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$639 Roundtrip, found 3 days ago
$639
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sun, Oct 4 from Portsmouth Intl. to Salisbury - Ocean City Wicomico Regional, returning Fri, Oct 9, priced at $639 found 3 days ago