Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Price was CA $1,250, price is now CA $775 per person
CA $775
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,964, price is now CA $1,224 per person
CA $1,224
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,519, price is now CA $991 per person
CA $991
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), a 24-hour fitness center, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $5,629, price is now CA $3,712 per person
CA $3,712
per person
May 4 - May 9
found 19 hours ago
Roundtrip non-stop flight included
St. John's (YYT) 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.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Price was CA $1,396, price is now CA $921 per person
CA $921
per person
May 7 - May 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard 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
The price is CA $145 per night
CA $145
CA $162 total
Mar 15 - Mar 16
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.
Pool
Hot tub
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 $171 per night
CA $171
CA $196 total
Feb 15 - Feb 16
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
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 $216 per night
CA $216
CA $247 total
Feb 15 - Feb 16
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.
Pet-friendly
Free WiFi
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 $108 per night
CA $108
CA $121 total
Feb 15 - Feb 16
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.
Breakfast included
Parking included
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 $109 per night
CA $109
CA $121 total
Feb 16 - Feb 17
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
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
The price is CA $136 per night
CA $136
CA $152 total
Feb 22 - Feb 23
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.
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

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

Stevens Park

After visiting Stevens Park, make a plan to see the other sights and activities in Dudley.

Stevens Park

Tufts Branch Valley Wildlife Sanctuary

You can take time to visit Tufts Branch Valley Wildlife Sanctuary during your travels to Dudley.

Tufts Branch Valley 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 $775 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