Taylors Island Vacations

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Find the Best Taylors Island Vacation Packages

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
The price is ₩286,678 per night from Aug 25 to Aug 26
₩286,678
₩391,376 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Great stay at the Hyatt! Beautiful location and property, staff incredible! Only lost a star because drinks/food a bit overpriced and not 5 star."

Reviewed on Aug 18, 2025

Hyatt Regency Chesapeake Bay
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Fully refundableReserve now, pay when you stay
The price is ₩173,086 per night from Aug 31 to Sep 1
₩173,086
₩192,138 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (880 reviews)
Great experience at the hotel.
"We had a great experience at the hotel. The pool and the lifeguards were amazing, having early free breakfast was extremely helpful with a child, and generally, the hotel fuel was very good and local."

Reviewed on Aug 23, 2025

Solomons Inn Resort & Marina
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
The price is ₩185,538 per night from Aug 25 to Aug 26
₩185,538
₩233,619 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very Good! (1,006 reviews)
Great stay
"This was my first time staying at this resort and it was very nice. Great staff, very clean, and good food in the restaurants."

Reviewed on Aug 20, 2025

Rod 'N' Reel Resort
See all 509 properties in Taylors Island
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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.