Tylerton Vacations from $452
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Save up to $1,045 when you book a flight and hotel together*
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Your Tylerton Vacation
With a Tylerton vacation package, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your getaway has been taken care of before you go, so you can make the most of your time discovering this awesome city. Smith Island is among the top attractions to check off your itinerary during a trip to Tylerton. Browse Expedia's wide range of travel options and begin planning your dream vacation to Tylerton today.
The Latest Tylerton vacation packages
Price found within the past 48 hours. Click for updated prices.
Beach Walk
Downtown Ocean City
Save 100% on your flight
Price was $2,045, price is now $1,572 per person
$1,572
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
7.6/10 Good! (87 reviews)
There was a funny smell in the hallway many times throughout the days. Bed was not in good shape
Reviewed on Aug 25, 2025
OCHG Beachviews
Downtown Ocean City
Price was $954, price is now $804 per person
$804
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
10/10 Exceptional! (2 reviews)
OMG….Cindy was the Host of the Most. She accommodated my family to the fullest even when we didn’t ask. We love her communication with us, she made sure that this and that was completed before our arrival. This wasn’t our first encounter with Cindy, we feel the more often you rent from them , the more you become a “Rental Family”! GREAT JOB CINDY AND WE WILL SEE YOU SAME TIME NEXT YEAR. BTW….My uncle said THANKS even though he didn’t stay at the house! SMH
Reviewed on Apr 20, 2025
Tylerton Hotel Deals
Rodeway Inn at Somers Cove Marina
700 Norris Harbor Dr, Crisfield, MD
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Oct 13 to Oct 14
$96 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (115 reviews)
"What an awesome, staff very kind and helpful. Stayed a week and our room was very clean, nice new linens all white beds were so comfortable, shower was perfect! Nice fridge, will stay there again.Thank you!!"
Reviewed on Sep 20, 2025
Historic home on Smith Island w/ dock!
Smith Island
9.6/10 Exceptional! (45 reviews)
"The house was perfect for a quiet, long weekend of fishing and relaxing. Smith Island is a unique get-away with a small town charm and welcoming residents who made us feel like home. The Pearl had everything we needed with comfortable accommodations given the relative seclusion of the island. Leigh ..."
Reviewed on Aug 16, 2025
A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach
Scotland
10/10 Exceptional! (120 reviews)
"This property could not have been cuter and Jocelyn has thought of everything you could possibly need. The kids play shed kept them busy for hours and the backyard was an oasis!"
Reviewed on Sep 21, 2025
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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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
