Downtown St. Michaels Vacation Packages for 2026
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Downtown St. Michaels Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Beach Walk
Downtown Ocean City
Price was $1,322, price is now $1,097 per person
$1,097
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Grand Hotel Ocean City Oceanfront
Downtown Ocean City
Price was $1,857, price is now $1,459 per person
$1,459
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean Terrace Family Apartments
Downtown Ocean City
Price was $1,675, price is now $1,348 per person
$1,348
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Ocean 1 Hotel and Suites
Downtown Ocean City
Price was $1,630, price is now $1,318 per person
$1,318
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Princess Royale Oceanfront Resort
North Ocean City
Price was $1,908, price is now $1,557 per person
$1,557
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Lankford Hotel and Lodge
Downtown Ocean City
Price was $1,356, price is now $1,110 per person
$1,110
per person
Jul 22 - Jul 26
found 1 day ago
Roundtrip flight included
New York (LGA) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Don't see what you're looking for?
See all available trips from Columbus to Downtown St. Michaels
View all tripsTop Hotel Deals
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
0.62 km from Downtown St. Michaels
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 Wildset
209 N Talbot St St. Michaels MD
0.37 km from Downtown St. Michaels
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. ...
Parsonage Inn
210 North Talbot Street St. Michaels MD
0.43 km from Downtown St. Michaels
Stay at this B&B in St. Michaels. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Higgins Yacht Yard and Marina and Muskrat Park are located ...
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
29.05 km from Downtown St. Michaels
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. ...
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
28.88 km from Downtown St. Michaels
Book a stay at this business-friendly hotel in Chesapeake Beach. Enjoy an outdoor pool, 2 restaurants, and a marina. Our guests praise the helpful staff and ...
Best Western Kent Narrows Inn
3101 Main Street Grasonville MD
20.43 km from Downtown St. Michaels
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
St Michaels Inn
1228 S Talbot Street St. Michaels MD
2.25 km from Downtown St. Michaels
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 ...
The Inn at Chesapeake Bay Beach Club
180 Pier One Road Stevensville MD
23.2 km from Downtown St. Michaels
Book a stay at this spa hotel in Stevensville. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hyatt Place Kent Narrows & Marina
3028 KENT NARROW WAY S Grasonville MD
20.5 km from Downtown St. Michaels
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Kent Island Marina
3206 Main St Grasonville MD
20.23 km from Downtown St. Michaels
Book a stay at this business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff ...
Days Inn & Suites by Wyndham Cambridge
2917 Ocean Gateway Cambridge MD
30.31 km from Downtown St. Michaels
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. ...
Don't see what you're looking for?
See all available properties in Downtown St. Michaels
View all propertiesLowest 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.
Sat, Jul 11 - Wed, Jul 15
PHL
Philadelphia Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$419 Roundtrip, just found
$419
Roundtrip
just found
Sat, Sep 26 - Tue, Sep 29
BOS
Logan Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$452 Roundtrip, found 10 hours ago
$452
Roundtrip
found 10 hours ago
Sat, Jul 11 - Wed, Jul 15
PHL
Philadelphia Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$463 Roundtrip, just found
$463
Roundtrip
just found
Sat, Jul 11 - Wed, Jul 15
PHL
Philadelphia Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$509 Roundtrip, just found
$509
Roundtrip
just found