Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

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Holly Tree Resort by VRI Americas

Holly Tree Resort by VRI Americas

3 out of 5
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 3-star aparthotel in West Yarmouth. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Aug. 7 - Aug. 11
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Save 100% on your flight
per person
Aug. 7 - Aug. 11
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
The Coonamessett

The Coonamessett

3.5 out of 5
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 3.5-star inn in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Island Queen Ferry and Woods Hole Ferry Terminal are located nearby.
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
per person
Jul. 7 - Jul. 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Top Dudley hotels deals

Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $147 per night
CA $147
per night
Jun. 6 - Jun. 7
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Sturbridge Village and Westville Recreation Area are located nearby.
Hot tub
Pool
Sturbridge Host Hotel & Conference Center

Sturbridge Host Hotel & Conference Center

3 out of 5
366 Main St, Sturbridge, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $185 per night
CA $185
per night
Jun. 2 - Jun. 3
Book a stay at this beach resort in Sturbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Sturbridge Village and St. Anne's Shrine are located nearby.
Pool
On private beach
Hilton Garden Inn Worcester

Hilton Garden Inn Worcester

3 out of 5
35 Major Taylor Boulevard, Worcester, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $199 per night
CA $199
per night
May 27 - May 28
Stay at this 3-star business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions DCU Center and Mechanics Hall are located nearby.
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
The price is CA $136 per night
CA $136
per night
Jun. 4 - Jun. 5
Book a stay at this spa resort in Sturbridge. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Sturbridge Village and St. Anne's Shrine are located nearby.
Pet-friendly
Spa
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St, Worcester, MA
The price is CA $233 per night
CA $233
per night
May 26 - May 27
Stay at this 3.5-star business-friendly hotel in Worcester. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions DCU Center and The Hanover Theatre for the Performing Arts are located nearby.
Days Inn by Wyndham Sturbridge

Days Inn by Wyndham Sturbridge

2 out of 5
400 Haynes St., Route 15, Sturbridge, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $81 per night
CA $81
per night
May 30 - May 31
Stay at this hotel in Sturbridge. Enjoy free parking, a 24-hour front desk, and daily housekeeping. Our guests praise the clean rooms in our reviews. Popular attractions Old Sturbridge Village and Westville Recreation Area are located nearby.
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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.

Popular places to visit

Image for TriState Speedway

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 Vacations

Experiencing the real essence of Dudley begins with getting to know the essentials. Are you ready to learn just where this unique destination is and what things you can do there?

Dudley is 4 miles (6 kilometers) from Webster and 6 miles (10 kilometers) away from Oxford.

With so much to see and do in this part of Massachusetts, it's easy to see why 11,000 locals choose to call it home.

Places to visit in Dudley

Sure, having a dance to music on your computer is nice, but it'll never compare with the exhilaration of watching a climactic live performance! So why not buy front-row seats to an event at Indian Ranch? Want some more options? Pack some snacks and head on over to Buffumville Lake, a stunning destination where you can reflect by the soothing waters. And that's not all there is. Whether you're a pinball master or an complete amateur, TriState Speedway has a great selection of interactive games and activities to suit everyone.

Where do you fly into for Dudley?

Nothing comes close to hitting the tarmac in a totally new place. If you're traveling to Dudley, there's every chance you'll be flying into Bradley International Airport (BDL). It's about 40 miles (64 kilometers) to the west of the downtown area. Collect your belongings and get ready for an amazing adventure!

Frequently asked questions

How much are vacation packages to Dudley?
Travelocity offers hotel and flight packages from as low as CA $602. With these kinds of savings, you’ll be exploring all of Dudley before too long.
Where can I get the best vacation package deals for Dudley?
You can pick up unbeatable Dudley package deals with Travelocity. Choose from 400 partner airlines and 665,000 properties worldwide and turn those travel dreams into reality.
Why should I book my Dudley vacation package via Travelocity?
With our Price Match Guarantee, we’ll match any cheaper price you’re able to find. Add on our 24/7 support and superb service and your perfect vacation is closer than ever before.
Can I save money on my Dudley car rental if I bundle it with my hotel or flight?
Certainly — combine your hotel, car and flight into a Dudley vacation package and you can save tons. With so much to uncover in Dudley, that rental car will make it easy to explore. Once you’ve settled into the driver’s seat, crank up the music and head to Fenway Park, a top attraction around 76 kilometersfrom Dudley.
What is the best time of year to go to Dudley?
If you need to watch your pennies, is an ideal month to explore Dudley, while is the priciest time of the year. is regarded as the peak season. If you prefer to dodge the crowds, tend to be quieter.
Which airport is best for Dudley?
Boston, MA (BOS-Logan Intl.) is a main hub. You’ll find it around 85 kilometersnortheast of Dudley. Other options worth considering are Hartford, CT (BDL-Bradley Intl.) (64 kilometersaway from central Dudley) and Providence, RI (PVD-T.F. Green) (55 kilometersaway from central Dudley).
What is there to do in Dudley?
You’ll find some great photo-ops at TriState Speedway, one of the most popular attractions in Dudley. There’s plenty more to discover in this exciting city, so give yourself enough time to visit some of its hidden gems.
Can I go on vacation to Dudley at this time?
Our team has the local knowledge to ensure your getaway dreams a reality, so before arranging a ticket to Dudley, look over our Covid-19 Travel Advisor. This is where you can discover up-to-date info on quarantine policies, travel restrictions and other important details.