Taylors Island Vacations from $611

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The Latest Taylors Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach
Sea Breeze Inn
Ocean Terrace Family Apartments
Bethany Beach Ocean Suites Residence Inn by Marriott
Ocean 1 Hotel and Suites
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Taylors Island Hotel Deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
$302 nightly
The price is $343 total per night from Jul 8 to Jul 9
$343 total
Jul 8 - Jul 9
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Dealing with billing issue. Other than that, great place to stay."

Reviewed on Jun 26, 2026

Hyatt Regency Chesapeake Bay
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $187 total per night from Jul 8 to Jul 9
$187 total
Jul 8 - Jul 9
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
"This was my 1st stay here and it exceeded expectations. This resort was beautiful! So many amenities and things to do that I never had to leave for my 2 day stay. The staff were so professional and friendly. The entire property was spotless and kept well sanitized. I loved my room with the waterfront ..."

Reviewed on Jun 30, 2026

Rod 'N' Reel Resort
avid hotel California - Lexington Park by IHG

avid hotel California - Lexington Park by IHG

3 out of 5
23274 Three Notch Road California MD
Fully refundable
$94 nightly
The price is $104 total per night from Jul 23 to Jul 24
$104 total
Jul 23 - Jul 24
Total with taxes and fees
9.4/10 Exceptional! (139 reviews)
"Great location. Decent breakfast with excellent coffee. Lots of parking. Very friendly and helpful staff!"

Reviewed on Jun 30, 2026

avid hotel California - Lexington Park by IHG
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.

Find the Best Taylors Island Vacation Packages

Taylors Island Essential Information

Language
English
Currency
U.S dollars
Population
170
Top Sights
Jefferson Patterson Park and Museum, Perigeaux Vineyards and Winery and Cove Point Lighthouse

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Frequently asked questions

How much does a Taylors Island vacation package cost?
Offering great value package deals from $611 on Expedia, you'll be surprised at how little a vacation to Taylors Island costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Taylors Island?
You're likely to find lower prices and greater availability in November, December and January. Explore our cheap Taylors Island vacation packages and you could score some great off-season discounts.
How many days is enough for Taylors Island?
The ideal duration for your Taylors Island vacation depends on what you'd like to see and do. Typically, a handful of days to a week will give you enough time to go to all the major attractions and discover some hidden spots along the way.
How to find the best Taylors Island package deals?
Use Expedia's filter tool to help you find some unbeatable Taylors Island package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Taylors Island package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Taylors Island vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights separately. Better still, you can customize your Taylors Island escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Taylors Island?
Enjoy amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Taylors Island vacation.
Does Expedia offer Book Now, Pay Later Taylors Island vacation packages?
Secure your dream getaway to Taylors Island with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've teamed up with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to spread the cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snap up travel deals before they disappear.

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