Taylors Island Holidays

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Top hotels in Taylors Island

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 €338 per night from 7 Jul to 8 Jul
€338
7 Jul - 8 Jul
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Only thing was for older and senior people the toilet was to low the the floor, they need to be higher."

Reviewed on 4 Jul 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
The price is €203 per night from 7 Jul to 8 Jul
€203
7 Jul - 8 Jul
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
"Excelleny"

Reviewed on 2 Jul 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
The price is €91 per night from 23 Jul to 24 Jul
€91
23 Jul - 24 Jul
includes taxes & fees
9.4/10 Exceptional! (141 reviews)
"A good over night accommodation. Staff was very helpful and friendly. Plenty of eating places near by. A good place to stay if your touring Southern Maryland."

Reviewed on 1 Jul 2026

avid hotel California - Lexington Park by IHG
See all 537 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 holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday 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 holiday packages and you could score some great off-season deals.
How many days is enough for Taylors Island?
With a well-organised 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 holiday 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 holiday package well in advance.
Is it cheaper to book a Taylors Island holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking stays and flights separately. Better still, you can customise 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 holiday 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 holiday.
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 personalised Taylors Island holiday package.

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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.