Taylors Island Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Taylors Island Vacation Packages
Taylors Island Hotel Deals
Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
₩192,992
₩214,221 total
Oct 20 - Oct 21
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"Beautiful property on the Chesapeake Bay. It was very clean. We went off season highly recommend."
Reviewed on Oct 11, 2026
avid hotel California - Lexington Park by IHG
23274 Three Notch Road California MD
Fully refundable
₩130,005
₩144,306 total
Oct 28 - Oct 29
includes taxes & fees
9.6/10 Exceptional! (230 reviews)
"Nice clean Hotel!"
Reviewed on Oct 12, 2026
Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
Fully refundableReserve now, pay when you stay
₩241,247
₩312,094 total
Nov 8 - Nov 9
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"The resort was beautiful and very well maintained, the staff were accommodating and went out of their way to make sure we had what we needed or asked for. My only negative would be to make access to links/online information for room service, and restaurant menus. I spent too much time trying to navigate ..."
Reviewed on Oct 12, 2026
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.
Frequently asked questions
How much does a Taylors Island vacation package cost?
Offering great value package deals 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 can generally find reduced prices and better availability in January, February and November. Take a look at our cheap Taylors Island vacation packages and you could score some great off-season deals.
How many days is enough for Taylors Island?
With a well-organized itinerary, you can easily visit the most popular Taylors Island attractions in a handful of days. But if you prefer to discover hidden gems or go on day tours, consider booking your Taylors Island vacation for longer.
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.
How to plan a trip to Taylors Island?
- Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Taylors Island.
- Plan your budget wisely: On top of the cost of your stay, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may crop up during your trip to Taylors Island.
- Decide how many days away: Start by listing all the attractions you'd like to get to in Taylors Island. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a personalized Taylors Island vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
