Woolford Holidays

Book a Hotel + Flight or Car together to unlock savings

    deals illustration

    Better together

    Save up to AU$703 when you book a flight and hotel together*
    stays illustration

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration

    Rest easy

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

Your Woolford Holiday

Say goodbye to the stress of planning and hello to a Woolford holiday package. With the finer details organised before you leave, you can focus on discovering every inch of this city, starting with Downtown Cambridge, which is great for cafes, shopping and dining. Searching for some sightseeing ideas for your trip to Woolford? Harriet Tubman Underground Railroad National Historical Park and Spocott Windmill are two popular attractions here. Whatever your travel plans or the size of your budget, organising your ultimate tailored Woolford holiday is a walk in the park with Expedia.

Woolford Holiday

Woolford Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Bill Burton Fishing Pier State Park, Choptank River Lighthouse and Great Marsh Park

Our pick of the best Woolford Hotel Deals

The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
9.8/10 Exceptional! (10 reviews)
Blue Heron
"Plenty of room, well stocked kitchen, great spaces. Kayaks and ping pong big hit. Outdoor spaces was good, although high tide and rain made it swampy. Screened in porch looking out to water a treat."

Reviewed on 19 Jun. 2025

Get rates
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
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 AU$241 per night from 27 July to 28 July
AU$241
27 July - 28 July
includes taxes & fees
7.8/10 Good! (830 reviews)
Nice stay & hotel
"Nice stay. Pool was huge but we didnt have time to use it. Did not care for the TV channel system."

Reviewed on 12 Jul. 2025

Solomons Inn Resort & Marina
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 AU$467 per night from 22 July to 23 July
AU$467
22 July - 23 July
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"The Hyatt is a great stay. Balconies outside need painting. Staff and amenities otherwise are great."

Reviewed on 22 Jun. 2025

Hyatt Regency Chesapeake Bay
See all 517 properties in Woolford
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Woolford holiday package cost?
You can pick up a holiday package to this popular destination on Expedia. But how much your holiday to Woolford costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Woolford?
Plan your getaway for the off-season and you're likely to score cheap Woolford holiday packages. Remember that school holiday periods and local festivals and events can impact prices, so do a little research before you go.
How many days is enough for Woolford?
The ideal length for your Woolford holiday depends on what you'd like to do. Typically, a few days to a week will give you enough time to go to all the top attractions and discover some hidden gems along the way.
How to find the best Woolford package deals?
Use Expedia's filters to find some unbeatable Woolford package deals. When you begin 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 trip for midweek, or browse for Woolford package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your holiday package as soon as possible.
Is it cheaper to book a Woolford holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and accommodation individually. Better still, you can tailor your Woolford trip to match your exact style. 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 Woolford?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Woolford holiday.
How to plan a trip to Woolford?

  1. Pick the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Woolford.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to activities and flights. Your accommodation will probably be the biggest expense during your trip to Woolford.
  3. Set the duration of your trip: Start by making a list of all the attractions you want to experience in Woolford. Then, estimate how long you'll need for each, along with any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Woolford holiday package.

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