Dudley Holidays from £726

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to £335 when you book a flight and hotel together*
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    Find the right fit
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Your Dudley Holiday

Cuisine, art, entertainment and more … There's a whole lot to discover with a Dudley holiday package. And with the ability to customise your city adventure, it's guaranteed to be one that's tough to forget. Indian Ranch, Lake Chaubunagungamaug and Lake Webster are just some of the many attractions you'll want to explore during your trip to Dudley. Whoever you're escaping with and whatever your bank balance, your ultimate Dudley holiday is just a few clicks away with Expedia.

The Latest Dudley Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
22 Aug - 25 Aug
found 21 hours ago
Return direct flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Quiet hotel with superior service and great amenities near to all of the sites in Boston.

Reviewed on 23 Jun 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
6 Aug - 13 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
27 Jul - 3 Aug
found 16 hours ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
9.6/10 Exceptional! (2,990 reviews)
Beautiful property, very clean and huge rooms

Reviewed on 25 Jun 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
6 Aug - 13 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
8.6/10 Excellent! (1,025 reviews)
The staff at check in was very friendly and helpful. The elevator could barely fit the luggage cart on it. Very noisy.

Reviewed on 25 Jun 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
1 Aug - 8 Aug
found 1 day ago
Return direct flight included
London (LON) to Boston (BOS)
9.2/10 Wonderful! (1,004 reviews)
Everything was perfect, except failed on providing a wake up call

Reviewed on 22 Jun 2025

The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
per person
6 Aug - 13 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
7.4/10 Good! (631 reviews)
Great location, hot water good pressure. Large space. Not so clean, toliet running constantly and barely flushed. Smelled a little funny. TV and outlets did not work well

Reviewed on 24 Jun 2025

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
Breezy Picnic Grounds & Waterslides, Wells State Park and Mohegan Bowl

Our pick of the best Dudley Hotel Deals

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,203 reviews)
"Clean and the staff were great."

Reviewed on 23 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
Stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.6/10 Excellent! (1,424 reviews)
"The old building was beautiful and the restaurant, bar and bakery were great."

Reviewed on 23 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
Stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in ...
7.6/10 Good! (1,001 reviews)
"Nice stay"

Reviewed on 24 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Dudley travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Dudley from just £726. And the more you bundle, the more you save. Your dream escape has never been so affordable.
If I'm not able to travel, can I cancel my Dudley travel package?
We understand --- sometimes life doesn't go according to plan. If you've locked in a Dudley travel package and have to amend or cancel it, we can help. We suggest having a look at our Customer Service Portal first for information. But generally, if you've booked your package in the last 24 hours, you may be able to amend or cancel your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.
How do I get a cheap travel package to Dudley?
Bundle your flights and hotels with Expedia to save big bucks on your next exciting adventure. With over 550 air carriers and 1,000,000 hotel options across the globe, your Dudley travel package can be tailored exactly to suit your travel style. With all that extra money, why not throw in one or two interesting activities and tours? It's an easy way to unlock even more savings. That holiday you've always dreamed of in Dudley is closer than you thought!
Does Expedia offer Book Now, Pay Later Dudley holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a terrific getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
  • Pay in instalments holidays: If you'd prefer to pay for your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Pressing the "book now" button is much easier with this plan. Put down a small deposit on your escape and then get on your way.

Where should I stay in Dudley?
If you plan to check out Lake Webster, skip commuting and book a hotel room nearby. It's one of the top attractions in Dudley.
What are the top hotels in Dudley?
Get your holiday off to an excellent start by booking a stay at Holiday Inn Express Hotel & Suites Auburn, an IHG Hotel. It's one of most popular properties in Dudley. Another comfortable option is Hilton Garden Inn Worcester.
How far in advance should I book my Dudley holiday?
While prices fluctuate, we generally suggest booking your seats as soon as possible. Most international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be lucky. Cheap tickets to Dudley occasionally appear just weeks before departure.
What does an Expedia Dudley travel package include?
You can choose from any combination of hotels, flights and rental cars. Once you've made your booking, you can add some experiences and tours. Want to pick your fare class? That's easy to do too. The choice is all yours when it comes to planning your perfect Dudley trip.
What should I know before booking a Dudley travel package?
Bundling your bookings into a Dudley travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Dudley Expedia travel package?
Definitely. Expedia has more than 550 airline partners to choose from globally. With so much choice, finding the perfect carrier to whisk you off to Dudley will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.