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Dudley flight + hotel packages

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Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
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
Aug 1 - Aug 4
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.
Holly Tree Resort

Holly Tree Resort

3 out of 5
Save 100% on your flight
per person
Aug 23 - Aug 30
found 12 hours ago
Roundtrip 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. Popular attractions Cape Cod Inflatable Park and Hyannis Harbor are located nearby.
Falmouth Tides

Falmouth Tides

2.5 out of 5
Falmouth Heights
Save 100% on your flight
per person
Aug 23 - Aug 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.
The Ritz-Carlton, Boston

The Ritz-Carlton, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square 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
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Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Southbridge Town Common and Central Mills Historic District are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
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Book a 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 our reviews. Popular attractions Town Common and Sturbridge Common Historic District are located nearby.
Pool
Spa
Comfort Inn Auburn - Worcester

Comfort Inn Auburn - Worcester

2.5 out of 5
426 Southbridge St, Auburn, MA
Free cancellation
Reserve now, pay when you stay
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Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station and DCU Center are located nearby.
Breakfast included
Parking included
Hampton Inn & Suites Worcester

Hampton Inn & Suites Worcester

2.5 out of 5
65 Prescott St, Worcester, MA
Free cancellation
Reserve now, pay when you stay
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Book a stay at this business-friendly hotel in Worcester. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions DCU Center and Union Station are located nearby.
Pool
Breakfast included
Days Inn by Wyndham Sturbridge

Days Inn by Wyndham Sturbridge

2 out of 5
400 Route 15, Sturbridge, MA
Free cancellation
Reserve now, pay when you stay
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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 Leadmine Pond Public Access and Leadmine Wildlife Management Area are located nearby.
Parking included
Air conditioning
Holiday Inn Express Hotel & Suites Auburn by IHG

Holiday Inn Express Hotel & Suites Auburn by IHG

2.5 out of 5
10-12 Johnson St, Auburn, MA
Free cancellation
Get rates
Book a stay at this business-friendly hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Union Station and DCU Center are located nearby.
Breakfast included
Pet-friendly
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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

Nichols College

Explore the campus of Nichols College during your stay in Dudley.

Nichols College

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

Pierpont Meadow Wildlife Sanctuary

You can take time to visit Pierpont Meadow Wildlife Sanctuary during your travels to Dudley.

Pierpont Meadow Wildlife Sanctuary

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?
CA $892 is all you need to spend for an exciting vacation in Dudley. Bundle your flights and hotel into a Travelocity package and watch the savings start to grow. With prices this good, you’ll want to start packing your bags now!
Where can I get the best vacation package deals for Dudley?
Head straight to Travelocity. With access to 400 air carriers and a whopping 1,000,000 properties across the globe, creating the perfect Dudley package deal couldn’t be easier.
Why should I purchase my Dudley vacation package with Travelocity?
With our Price Match Guarantee, we’ll match any lower price you can find. Add on our 24/7 customer support and first-rate service and your dream vacation is well within reach.
Will I save money on my Dudley car rental if I book it with hotels and flights?
Bundling your hotel, car and flight into a Dudley vacation package is a surefire way to land the best deal. Plus, having your own set of wheels gives you freedom to get to all those amazing sights you’re eager to check out. Located 72 kilometers from Dudley, Fenway Park is one place that should have a place on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Dudley?
It’s very likely you’ll be arriving at Logan Intl. Airport (BOS), situated 80 kilometers northeast of downtown Dudley. Bradley Intl. Airport (BDL) (64 kilometers away from central Dudley) and T.F. Green Airport (PVD) (56 kilometers away from central Dudley) are your other choices.
What is there to do in Dudley?
Click away at the fantastic photo opportunities at TriState Speedway, one of the most renowned attractions in Dudley. There’s plenty more to discover in this great destination, so make sure you have enough time to explore some of its hidden gems.
Where should I stay when visiting Dudley?
If you’re after a place to lay your head, take a look at the “Duck Rock” Lakefront House with 200’ Private Waterfront. It’s the top pick for many travelers.

Photos of local treasures

Browse Dudley vacation photos for more inspiration