Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
Price was CA $717, price is now CA $566 per person
CA $566
per person
Mar 16 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTT) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,700, price is now CA $1,675 per person
CA $1,675
per person
Feb 13 - Feb 17
found 17 hours ago
Roundtrip flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,570, price is now CA $2,590 per person
CA $2,590
per person
Feb 11 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $2,580, price is now CA $1,913 per person
CA $1,913
per person
Feb 11 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Hotel Portsmouth

The Hotel Portsmouth

3 out of 5
Downtown
Price was CA $1,803, price is now CA $1,373 per person
CA $1,373
per person
Feb 11 - Feb 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Rundlet-May House and John Paul Jones House Museum 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 $148 per night
CA $148
CA $166 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this 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.
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 $168 per night
CA $168
CA $192 total
Jan 9 - Jan 10, 2026
includes taxes & fees
Book a stay at this 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 Mechanics Hall and DCU Center 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
The price is CA $111 per night
CA $111
CA $124 total
Jan 4 - Jan 5, 2026
includes taxes & fees
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
The price is CA $122 per night
CA $122
CA $136 total
Dec 28 - Dec 29
includes taxes & fees
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 Auburn Mall and Bowlero Worcester are located nearby.
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St Worcester MA
Free cancellation
Reserve now, pay when you stay
The price is CA $206 per night
CA $206
CA $235 total
Dec 23 - Dec 24
includes taxes & fees
Book a stay at this 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.
Hampton Inn Auburn

Hampton Inn Auburn

2.5 out of 5
736 Southbridge St Auburn MA
Free cancellation
Reserve now, pay when you stay
The price is CA $135 per night
CA $135
CA $150 total
Dec 28 - Dec 29
includes taxes & fees
Stay at this hotel in Auburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Auburn Mall and Bowlero Worcester are located nearby.
Pool
Breakfast included
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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

Dudley Hill Golf Club at Nichols College

Enjoy a round of golf in Dudley at Dudley Hill Golf Club at Nichols College.

Dudley Hill Golf Club at Nichols College

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

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 $566 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