Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Lakeside Inn

Lakeside Inn

2 out of 5
Price was CA $751, price is now CA $481 per person
CA $481
per person
Oct 21 - Oct 25
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,124, price is now CA $2,392 per person
CA $2,392
per person
Oct 21 - Oct 25
found 24 hours ago
Roundtrip flight included
Detroit (DTW) 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 Faneuil Hall Marketplace are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $3,432, price is now CA $2,070 per person
CA $2,070
per person
Oct 21 - Oct 25
found 24 hours ago
Roundtrip flight included
Detroit (DTW) 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.
Hyatt Regency Boston

Hyatt Regency Boston

4 out of 5
Downtown Boston
Price was CA $1,668, price is now CA $1,092 per person
CA $1,092
per person
Oct 25 - Oct 28
found 2 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
South End
Price was CA $1,220, price is now CA $805 per person
CA $805
per person
Oct 21 - Oct 25
found 24 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Top Dudley hotels deals

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 $123 per night
CA $123
CA $137 total
Sep 22 - Sep 23
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
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 $164 per night
CA $164
CA $183 total
Sep 21 - Sep 22
includes taxes & fees
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
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 $145 per night
CA $145
CA $162 total
Sep 21 - Sep 22
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 DCU Center and Auburn Mall are located nearby.
Breakfast included
Parking included
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 $169 per night
CA $169
CA $189 total
Sep 30 - Oct 1
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 DCU Center and Auburn Mall are located nearby.
Breakfast included
Pet-friendly
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
Get rates
Book a stay at this beach resort in Sturbridge. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Sturbridge Village and Village Common are located nearby.
On private beach
Pool
La Quinta Inn & Suites by Wyndham Sturbridge

La Quinta Inn & Suites by Wyndham Sturbridge

3 out of 5
478 Main St, Fiskdale, MA
Free cancellation
Reserve now, pay when you stay
The price is CA $139 per night
CA $139
CA $156 total
Sep 28 - Sep 29
includes taxes & fees
Stay at this 3-star business-friendly hotel in Fiskdale. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Old Sturbridge Village and St. Anne's Shrine 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

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

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

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 $481 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