Dudley Holidays from AU$1,043
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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.
Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
Save 100% on your flight
Price was AU$1,588, price is now AU$1,043 per person
AU$1,043
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9/10 Wonderful! (3,059 reviews)
Good food great services
Reviewed on 21 Apr 2026
Boston Harbor Hotel
North End
Price was AU$3,983, price is now AU$2,196 per person
AU$2,196
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.8/10 Exceptional! (1,007 reviews)
Staff so friendly and thoughtful. Amazing gym, nice room. Fantastic stay.
Reviewed on 22 Apr 2026
Eurostars The Boxer
West End
Save 100% on your flight
Price was AU$1,910, price is now AU$1,213 per person
AU$1,213
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
8.8/10 Excellent! (1,435 reviews)
Great downtown Hotel. Parking was a little walk from the hotel but not too bad.
Reviewed on 21 Apr 2026
The Godfrey Hotel Boston
Downtown Boston
Save 100% on your flight
Price was AU$1,676, price is now AU$1,121 per person
AU$1,121
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.4/10 Exceptional! (4,984 reviews)
Great place to stay, centrally located. Clean, wonderful staff.
Reviewed on 22 Apr 2026
The Langham, Boston
Downtown Boston
Save 100% on your flight
Price was AU$2,843, price is now AU$1,910 per person
AU$1,910
per person
5 June - 9 June
found 1 day ago
Return direct flight included
Milwaukee (MKE) to Boston (BOS)
9.6/10 Exceptional! (1,002 reviews)
We loved our stay here. The restaurant "The Fed" had cozy decor, amazing food and served food until 10:30pm. This was great when our flight in was delayed and we could still eat dinner when we arrived. The rooms have lots of lighting choices, bed side reading lights too, and little trays to place your odds and ends to help keep organized. We could have used a few more hangers, but the hotel staff continuously gave us water for the room, and there were cozy robes and slippers there too. When housekeeping came they tidied everything up nicely, even rolling up our laptop cords. The staff was friendly and helpful with everything from maps and directions to concierge and luggage hold the day we were to depart. Also love the twelve pm checkout. A lovely place to stay. We were out our few days visit from 9am to 9pm each day and it really was such a wonderful place to return to each night.
Reviewed on 21 Apr 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$167 per night from 23 Apr to 24 Apr
AU$167
23 Apr - 24 Apr
includes taxes & fees
9.2/10 Wonderful! (1,491 reviews)
Beautiful property! Top shelf employees, very helpful. There were some issues that the property had no control over but went above and beyond to fix the issue. Very impressive
Reviewed on 21 Apr 2026
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
The price is AU$123 per night from 23 Apr to 24 Apr
AU$123
23 Apr - 24 Apr
includes taxes & fees
9/10 Wonderful! (1,634 reviews)
Gorgeous room and property. Cozy, comfy and charming.
Reviewed on 20 Apr 2026
Comfort Inn Auburn - Worcester
426 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
The price is AU$134 per night from 26 Apr to 27 Apr
AU$134
26 Apr - 27 Apr
includes taxes & fees
7.8/10 Good! (1,106 reviews)
This was my go to hotel when going to Worcester. This past visit wasn't the greatest.
Reviewed on 19 Apr 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
