Dudley Vacations from $562
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Your Dudley Vacation
Cuisine, art, entertainment and more … There's a whole lot to discover with a Dudley vacation package. And with the ability to customize 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 vacation is just a few clicks away with Expedia.
The Latest Dudley vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$562
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
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View all tripsStay near popular Dudley attractions
Nichols College
This business-focused private college in Dudley, Massachusetts offers a distinctive AACSB-accredited curriculum centered 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.
Berthol Field
Berthol Field offers a quiet retreat from the tourist crowds, frequented mainly by locals. Enjoy the authentic neighborhood atmosphere while watching community sports or events.
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.
Tufts Branch Valley Wildlife Sanctuary
This tranquil sanctuary features a loop trail through meadows and woodlands ideal for wildlife observation. Morning visits offer cooler temperatures and more animal activity along well-maintained paths.
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.
Dudley Hotel Deals
Publick House Historic Inn and Country Motor Lodge
277 Main Street (RT 131) Sturbridge MA
Fully refundableReserve now, pay when you stay
$78 nightly
$87 total
Aug 27 - Aug 28
Total with taxes and fees
9.2/10 Wonderful! (1,733 reviews)
"Absolutely beautiful! The grounds are breathtaking."
Reviewed on Aug 26, 2026
Wellsworth Hotel
14 Mechanic St Southbridge MA
$116 nightly
$130 total
Sep 13 - Sep 14
Total with taxes and fees
9.2/10 Wonderful! (1,664 reviews)
"A little bit of construction, but overall great for the price."
Reviewed on Aug 24, 2026
La Quinta Inn by Wyndham Auburn Worcester
446 Southbridge St Auburn MA
Fully refundableReserve now, pay when you stay
$79 nightly
$88 total
Sep 20 - Sep 21
Total with taxes and fees
8.2/10 Very Good! (86 reviews)
"Awesome"
Reviewed on Aug 25, 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.
Find the Best Dudley Vacation Packages
Dudley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 11,200 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Breezy Picnic Grounds & Waterslides, Wells State Park and TriState Speedway |
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Frequently asked questions
How much does a Dudley vacation package cost?
You'll find cheap prices from $562 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 vacation to Dudley costs.
What are the cheapest months to go to Dudley?
If you're looking to score a cheap Dudley vacation package, consider visiting in December, January and February. You'll usually find lower rates on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Dudley?
Generally, a handful of days is enough to check out the main attractions during your Dudley vacation. However, if you prefer to have more time to chill out or take day trips, consider extending your trip.
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 vacation as a package?
You can enjoy significant savings on your Dudley break by booking a personalized vacation 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 vacation package to Dudley?
If you've got your Dudley vacation 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.
Does Expedia offer Book Now, Pay Later Dudley vacation packages?
Secure your ideal getaway to Dudley with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or hold off until your next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snag great deals before they sell out.
Explore a world of travel with Expedia
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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.
