Tylerton Vacation Packages

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  • Better together

    Save up to CA $4,200 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.

Top Tylerton Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was CA $2,372, price is now CA $1,877 per person
CA $1,877
per person
Sep 3 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.8/10 Excellent! (2,496 reviews)

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,537, price is now CA $1,989 per person
CA $1,989
per person
Sep 3 - Sep 8
found 10 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
9.4/10 Exceptional! (795 reviews)
Modern, clean, well-kept, comfy, quiet, close to beach.

Reviewed on Jul 19, 2026

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Downtown Ocean City
Price was CA $2,435, price is now CA $1,934 per person
CA $1,934
per person
Sep 3 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.2/10 Very good! (1,000 reviews)

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was CA $3,019, price is now CA $2,428 per person
CA $2,428
per person
Sep 3 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.2/10 Very good! (44 reviews)
Check in was flawless, and the room was perfect.

Reviewed on Jul 19, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $2,402, price is now CA $2,025 per person
CA $2,025
per person
Sep 3 - Sep 8
found 6 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
9/10 Wonderful! (3,661 reviews)

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Tylerton Hotel Deals

Rodeway Inn at Somers Cove Marina

Rodeway Inn at Somers Cove Marina

2 out of 5
700 Norris Harbor Dr Crisfield MD
Fully refundable
The price is CA $151 per night from Aug 10 to Aug 11
CA $151
CA $171 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (152 reviews)
"This was a really nice stay. It was close to the crab Feast that my friend and I were attending. I would stay again."

Reviewed on Jul 20, 2026

Rodeway Inn at Somers Cove Marina
Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views

Heathsville VA
10/10 Exceptional! (32 reviews)
"Wow! I can’t say enough about how truly wonderful this spot is! What a beautiful view from EVERYWHERE in the cottage! It was so thoughtfully appointed with everything you could possibly need. The sandy beach was underwater on our first day due to some storms upstream but it revealed it’s awesomeness ..."

Reviewed on Jul 17, 2026

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Private sand beach on Chesapeake Bay--Great for Kids--Sunrise/Sunset Views
Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
9.6/10 Exceptional! (49 reviews)
"Very lovely house and the host Elli is excellent."

Reviewed on Jul 6, 2026

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Historic home on Smith Island w/ dock!
See all 165 properties in Tylerton
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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Stay near popular Tylerton attractions

Tylerton County Dock

Explore the waterfront in Tylerton with a trip to Tylerton County Dock.
See properties

Frequently asked questions

How much does a Tylerton vacation package cost?
You'll find cheap prices from CA $1,877 on Expedia for your Tylerton getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Tylerton costs.
What are the cheapest months to go to Tylerton?
You can typically find reduced prices and better availability in January, February and November. Browse our cheap Tylerton vacation packages and you could land some excellent off-season deals.
How many days is enough for Tylerton?
Usually, a handful of days is enough to visit the top sights during your Tylerton vacation. However, if you want to have time to chill out or take day tours, think about extending your itinerary.
How to find the best Tylerton package deals?
Use Expedia's filter tool to help you find some great Tylerton package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Tylerton package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Tylerton vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Tylerton vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Tylerton?
If you're planning a spur-of-the-moment Tylerton vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Tylerton?

  1. Pick your dates: What you'd like to do in Tylerton and your preferred season can help you decide when to go.
  2. Set your budget: Consider costs such as flights, meals and transportation when calculating how much to set aside for your trip to Tylerton. Then, choose a hotel that fits your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Work out your trip length: Consider how long you'd like to spend exploring Tylerton. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Tylerton vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.