Dudley Holidays from AU$2,846

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Your Dudley Holiday

Our Dudley holiday packages give you countless opportunities to indulge in new sights, sounds and smells. And with all your travel plans worked out, you can let go and enjoy your city adventure just like you deserve. Indian Ranch, Lake Chaubunagungamaug and Lake Webster are just a few of the many sights worth exploring during your trip to Dudley. A couple of quick clicks is all it takes to craft a customised Dudley holiday on Expedia.

The Latest Dudley Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was AU$4,000, price is now AU$2,846 per person
AU$2,846
per person
12 Oct - 17 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul. 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was AU$7,028, price is now AU$4,364 per person
AU$4,364
per person
12 Oct - 17 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
The staff were amazing, rooms were spotless and with wonderful amenities and special touches.

Reviewed on 22 Aug. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was AU$6,212, price is now AU$3,972 per person
AU$3,972
per person
12 Oct - 17 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug. 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was AU$7,836, price is now AU$5,450 per person
AU$5,450
per person
12 Oct - 17 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (1,004 reviews)
The Langham is a wonderful, luxurious family hotel. The staff were absolutely lovely and made a fuss over our young daughter which seems rare at hotels these days. The location of the hotel is also fantastic, as it's within walking distance to both the Boston Children’s Museum and the aquarium. The indoor pool was a fantastic added bonus that our family thoroughly enjoyed. We were so impressed with our experience that we will definitely be staying at The Langham again the next time we are in Boston.

Reviewed on 21 Aug. 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$4,045, price is now AU$2,925 per person
AU$2,925
per person
12 Oct - 17 Oct
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on 21 Aug. 2025

Dudley Holiday

Dudley Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
11,200
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Wells State Park, Breezy Picnic Grounds & Waterslides and TriState Speedway

Our pick of the best Dudley Hotel Deals

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
The price is AU$153 per night from 24 Aug to 25 Aug
AU$153
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,474 reviews)
"Loved staying there."

Reviewed on 22 Aug. 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 24 Aug to 25 Aug
AU$239
24 Aug - 25 Aug
includes taxes & fees
9/10 Wonderful! (1,276 reviews)
"Only stayed one night, breakfast is not included even for members. The room and hotel was very clean."

Reviewed on 20 Aug. 2025

Wellsworth Hotel
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St, Worcester, MA
Fully refundableReserve now, pay when you stay
The price is AU$317 per night from 31 Aug to 1 Sept
AU$317
31 Aug - 1 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"very new, clean and updated. very upper class feel as far as design and staff..we had excellent experience with all."

Reviewed on 14 Aug. 2025

AC Hotel by Marriott 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Dudley holiday package cost?
You'll find cheap prices from AU$2,846 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.