Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

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Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
per person
Mar. 8 - Mar. 12
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 8 - Mar. 12
found 6 hours ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
Stay at this 5-star 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.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Mar. 9 - Mar. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star 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.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Mar. 13 - Mar. 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
per person
Mar. 9 - Mar. 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Boston (BOS)
Book a stay at this luxury 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 New England Aquarium and Boston Common 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 $134 per night
CA $134
CA $150 total
includes taxes & fees
22 Jan - 23 Jan 2025
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 Old Sturbridge Village and Southbridge Town Common 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 $182 per night
CA $182
CA $208 total
includes taxes & fees
29 Dec - 30 Dec
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 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 $205 per night
CA $205
CA $235 total
includes taxes & fees
3 Jan - 4 Jan 2025
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.
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 $121 per night
CA $121
CA $136 total
includes taxes & fees
28 Dec - 29 Dec
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 Goddard Rocket Launching Site 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
The price is CA $170 per night
CA $170
CA $194 total
includes taxes & fees
29 Dec - 30 Dec
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 Worcester Art Museum and Tuckerman 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
Free cancellation
Reserve now, pay when you stay
The price is CA $113 per night
CA $113
CA $127 total
includes taxes & fees
25 Dec - 26 Dec
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 Old Sturbridge Village and Town Common 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

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

Nichols College

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

Nichols College

Pearle L. Crawford Memorial Library

After visiting Pearle L. Crawford Memorial Library, make a plan to see the other sights and activities in Dudley.

Pearle L. Crawford Memorial Library

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 $1,094 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