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 AEDĀ 1,028 per night from Aug 5 to Aug 6
AEDĀ 1,028
AEDĀ 1,342 total
5 Aug - 6 Aug
includes taxes & fees
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 AEDĀ 623 per night from Jul 23 to Jul 24
AEDĀ 623
AEDĀ 814 total
23 Jul - 24 Jul
includes taxes & fees
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 AEDĀ 336 per night from Aug 3 to Aug 4
AEDĀ 336
AEDĀ 373 total
3 Aug - 4 Aug
includes taxes & fees
9.4/10 Exceptional! (155 reviews)
"This hotel doesn't honor requests for stay in non-pet rooms when you have allergies. The rooms have major odor issues."

Reviewed on 15 July 2026

avid hotel California - Lexington Park by IHG
See all 538 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?
You can pick up a vacation package to this top destination on Expedia. But how much your vacation to Taylors Island costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Taylors Island?
January, February and November are the best times to look for cheap Taylors Island vacation packages. Opting to travel in less busy periods means you can typically find reduced prices on flights and accommodations.
How to find the best Taylors Island package deals?
Begin your search for a Taylors Island package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Taylors Island package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Taylors Island escape underway.
Is it cheaper to book a Taylors Island vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations individually. Better still, you can customize your Taylors Island escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Taylors Island?
Secure amazing discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for an impromptu Taylors Island break.
How to plan a trip to Taylors Island?

  1. Choose when to get away: Check your diary and get your bags packed. Your favorite season and the activities on offer will also help you decide when to escape to Taylors Island.
  2. Plan your budget wisely: As well as the price of your accommodations, you'll need to consider other expenses. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Taylors Island.
  3. Decide your trip length: Think about how long you'd like to spend discovering Taylors Island. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Taylors Island vacation package.