Dudley Holidays from AU$2,719
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$703 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Hyatt Regency Boston/Cambridge
MIT
Price was AU$3,495, price is now AU$2,719 per person
AU$2,719
per person
9 Apr - 16 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (2,215 reviews)
Convenient and clean. Love the glass atrium and the views of the Charles River.
Reviewed on 16 Jan 2026
Fairmont Copley Plaza, Boston
Back Bay
Price was AU$4,974, price is now AU$3,745 per person
AU$3,745
per person
9 Apr - 16 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9/10 Wonderful! (1,094 reviews)
Location was perfect, staff was wonderful and the foyer and lobby and the bar/ restaurant was amazing! The guest rooms were good, bed was comfortable and room was immaculate! My only complaint would be the water pressure in the shower was weak! Other than that a very good experience!
Reviewed on 13 Jan 2026
The Verb Hotel
Fenway–Kenmore
Price was AU$4,669, price is now AU$3,559 per person
AU$3,559
per person
9 Apr - 16 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (1,928 reviews)
It was a beautiful room with friendly staff, a comfy bed, and nitro brewed coffee on demand
Reviewed on 18 Jan 2026
Eurostars The Boxer
West End
Price was AU$3,580, price is now AU$2,754 per person
AU$2,754
per person
9 Apr - 16 Apr
found 1 day ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.6/10 Excellent! (1,337 reviews)
Amazing hotel and staff that made my partner and I’s trip amazing!
Reviewed on 18 Jan 2026
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
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 20 Jan to 21 Jan
AU$169
20 Jan - 21 Jan
includes taxes & fees
9/10 Wonderful! (1,387 reviews)
Stayed for nye. Great time.
Reviewed on 14 Jan 2026
AC Hotel by Marriott Worcester
125 Front St Worcester MA
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 26 Jan to 27 Jan
AU$275
26 Jan - 27 Jan
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
Everything 10-10!
Reviewed on 16 Jan 2026
Comfort Inn Auburn - Worcester
426 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
The price is AU$141 per night from 21 Jan to 22 Jan
AU$141
21 Jan - 22 Jan
includes taxes & fees
7.6/10 Good! (1,010 reviews)
Staff is great! The breakfast very ample. Clean rooms & common areas always. Thumbs up to housekeeping!
Reviewed on 10 Jan 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
