Taylors Island Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Taylors Island Holiday

Our pick of the best 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 NZ$475 per night from 25 Aug to 26 Aug
NZ$475
25 Aug - 26 Aug
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Amazing experience! This was our third visit here and it’s just the best spot with the best views—we will keep coming back. The staff could not be more warm and welcoming—everyone is so friendly and helpful. Rooms are super clean and comfortable. Good food and drinks if you don’t want to leave the ..."

Reviewed on 4 Aug. 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 NZ$267 per night from 1 Sept to 2 Sept
NZ$267
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (855 reviews)
"The inn is pretty and not far from the boardwalk area in Solomons Island. It was quiet and had few guests during the midweek. The continental breakfast was good and the staff is friendly and helpful. But a few issues were odd: they had to hunt up a remote for our TV and the phone in our room lit ..."

Reviewed on 7 Aug. 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 NZ$284 per night from 11 Aug to 12 Aug
NZ$284
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Great options"

Reviewed on 3 Aug. 2025

Rod 'N' Reel Resort
See all 505 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.

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