Dudley Vacations from $294

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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.
Even Hotels Manchester Airport by IHG

Even Hotels Manchester Airport by IHG

3.5 out of 5
South End
Save 100% on your flight
Price was $462, price is now $294 per person
$294
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (853 reviews)
It was great so good coming back

Reviewed on Aug 19, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $657, price is now $335 per person
$335
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Fairfield Inn & Suites by Marriott Plymouth

Fairfield Inn & Suites by Marriott Plymouth

2.5 out of 5
Save 100% on your flight
Price was $505, price is now $321 per person
$321
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (471 reviews)
Clean and comfortable. Very easy to park.

Reviewed on Aug 5, 2025

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
West End
Save 100% on your flight
Price was $1,260, price is now $859 per person
$859
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (3,622 reviews)
Would definitely come here again. Highly recommended for a quick stay.

Reviewed on Aug 19, 2025

The Cove At Salem

The Cove At Salem

3 out of 5
Save 100% on your flight
Price was $549, price is now $376 per person
$376
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (645 reviews)
Very clean and friendly hotel!

Reviewed on Aug 19, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Dudley

TriState Speedway

Take the family on an outing to TriState Speedway during your trip to Dudley. While in this quaint area, you can savor the top-notch restaurants.

TriState Speedway

Dudley Hotel Deals

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
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Aug 21 to Aug 22
$111 total
Aug 21 - Aug 22
Total includes taxes and fees
8.8/10 Excellent! (1,473 reviews)
"This hotel is not "out of the can." - it is older, and is showing its age, but is very clean and quiet. If a person is "stairs averse" be sure you let the reservation system know."

Reviewed on Aug 18, 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
$125 nightly
The price is $140 total per night from Aug 24 to Aug 25
$140 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (1,272 reviews)
"I like that an old mil/factory was made into something nice and useful. They need to vacuum their hallways"

Reviewed on Aug 16, 2025

Wellsworth Hotel
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Aug 31 to Sep 1
$118 total
Aug 31 - Sep 1
Total includes taxes and fees
7.6/10 Good! (1,012 reviews)
"Extremely friendly staff. Decent free breakfast and coffee stations . Water w lemon and cookies for guests was a bonus. Comfy beds and bedding and ample Sized bathrooms"

Reviewed on Aug 17, 2025

Comfort Inn Auburn - Worcester
See all 317 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.

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Frequently asked questions

How much does a Dudley vacation package cost?
You'll find cheap prices from $294 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.