Dudley Holidays from £1,200
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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.
Top Dudley Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Furnished Apartment Near Longwood
North Brookline
£1,200
per person
15 Oct - 21 Oct
found 1 day ago
Return flight included
London (LON) to Boston (BOS)
6.8/10 (5 reviews)
This is more like university housing than anything else. The building is full of students and poorly maintained, with visitors following others into the entrance. Carpeting is stained, paint is chipping, blinds are broken, the a/c didn't work, the hallway smells.
Communication with the Evonify owners was poor, and we had to go through Hotels.com to receive our access code/registration in time for our arrival and, ultimately, a refund. We left a few minutes after we entered the unit. Not recommended. It is not the sunny, pristine, and secure apartment that appears in the photos.
Reviewed on 6 Jul 2026
The Inn at Hastings Park, Relais & Chateaux - Boston
£1,573
per person
24 Oct - 30 Oct
found 14 hours ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (262 reviews)
This Inn is a beautiful old building with a long history. It is located within easy walking distance of downtown Lexington with all its history. The Inn had wonderful rooms, a great staff and a top rate restaurant all in one place. Highly recommend!
Reviewed on 13 Jul 2026
The Whitney Hotel
Beacon Hill
£1,818
per person
15 Oct - 21 Oct
found 1 day ago
Return direct flight included
Birmingham (BHX) to Boston (BOS)
9.6/10 Exceptional! (597 reviews)
The location is very convenient, staff was polite and friendly, room was very comfortable.
Reviewed on 8 Aug 2026
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 |
Top hotels in Dudley
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
£66
30 Aug - 31 Aug
includes taxes & fees
9/10 Wonderful! (1,753 reviews)
"Have stayed here many times . Clean, affordable, pleasant staff, and quick check in. WIFI is not great. Signal very weak. Dog friendly a major plus and pet fee at $25 quite reasonable."
Reviewed on 10 Aug 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
Fully refundableReserve now, pay when you stay
£93
12 Aug - 13 Aug
includes taxes & fees
9.2/10 Wonderful! (1,635 reviews)
"One night stay. beautiful hotel! We arrived very early and were able to get in our room, which was great! Good sized room: Clean, quiet, and comfortable. The room does have a mini fridge, tho no microwave. Pool tables, indoor basket court, and 2 racquetball courts. All free to use! Fitness center ..."
Reviewed on 10 Aug 2026
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
£65
30 Aug - 31 Aug
includes taxes & fees
8.4/10 Very good! (66 reviews)
"very good"
Reviewed on 10 Aug 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.
Stay near popular Dudley attractions
Nichols College
This business-focused private college in Dudley, Massachusetts offers a distinctive AACSB-accredited curriculum centred on leadership development. Explore the 220-acre campus with its classic New England architecture.
Dudley Hill Golf Club at Nichols College
This historic 9-hole course from 1926 challenges golfers with its small greens and wide fairways. Enjoy a round followed by refreshments at the "Bison Den" clubhouse with its welcoming restaurant and bar.
Stevens Park
After visiting Stevens Park, make a plan to see the other sights and activities in Dudley.
Pierpont Meadow Wildlife Sanctuary
This tranquil wildlife sanctuary features a scenic loop trail through diverse Massachusetts landscapes. Bring binoculars to spot local birds as you wander from pine groves to the peaceful shores of Pierpont Meadow Pond.
Conant Library
Conant Library at Nichols College offers extensive academic resources in a serene study environment. Access research materials, computers, and expert help during less crowded weekday mornings.
Slater Woods
Slater Woods offers 200 acres of protected wilderness with pristine Peter Pond shoreline. Hike the peaceful 2.5-mile trail through diverse habitats while spotting local wildlife in this tranquil Massachusetts retreat.
Hiland Park
Hiland Park's 52.8 acres of woodland trails offer a serene escape for nature lovers in Dudley, Massachusetts. Perfect for birdwatching, photography, and peaceful walks through changing seasonal beauty.
Pearle L. Crawford Memorial Library
This modern community hub houses over 30,000 volumes and offers access to millions more through regional sharing. Relax in the café area while browsing books or attend one of their engaging seasonal programmes.
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 £1,200. 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.
