Dudley Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Dudley

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$167 per night from 6 Jul to 7 Jul
S$167
6 Jul - 7 Jul
includes taxes & fees
9/10 Wonderful! (1,190 reviews)
"Loved it. Will return soon and often!"

Reviewed on 17 Jun, 2025

Wellsworth Hotel
Publick House Historic Inn and Country Motor Lodge
Publick House Historic Inn and Country Motor Lodge
2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 22 Jun to 23 Jun
S$128
22 Jun - 23 Jun
includes taxes & fees
8.6/10 Excellent! (1,417 reviews)
"Great Historic Inn, Exceptionally Clean and Comfortable!"

Reviewed on 17 Jun, 2025

Publick House Historic Inn and Country Motor Lodge
Comfort Inn Auburn - Worcester
Comfort Inn Auburn - Worcester
2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
The price is S$115 per night from 1 Jul to 2 Jul
S$115
1 Jul - 2 Jul
includes taxes & fees
7.6/10 Good! (1,006 reviews)
"Beds were comfortable , staff there were very nice and respectful!"

Reviewed on 12 Jun, 2025

Comfort Inn Auburn - Worcester
See all 316 properties in Dudley
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 Dudley holiday package cost?
You'll find cheap prices on Expedia for your Dudley break. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Dudley costs.
What are the cheapest months to go to Dudley?
January, February and November are the best times to search for cheap Dudley holiday packages. Choosing to travel in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Dudley?
With a well-organised schedule, you can easily hit the most popular Dudley sights in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Dudley holiday for longer.
How to find the best Dudley package deals?
Bagging a cheap Dudley package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Dudley package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Dudley holiday as a package?
You can enjoy significant savings on your Dudley break by booking a personalised holiday package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Dudley?
If you've got your Dudley holiday dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Dudley?

  1. Pick your dates: What you want to do in Dudley and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Dudley.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Dudley. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your airfare and accommodation: After you've settled on your travel dates and duration, lock in the right Dudley holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.