Book Exclusive Dudley Vacation Packages

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Dudley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
per person
Jun. 29 - Jul. 2
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
per person
Jun. 29 - Jul. 2
found 12 hours ago
Roundtrip flight included
Detroit (DTW) 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.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
per person
Jul. 6 - Jul. 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
Stay at this 4-star 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.
Freepoint Hotel Cambridge, Tapestry Collection by Hilton

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

4 out of 5
per person
Jun. 12 - Jun. 16
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff 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
Save 100% on your flight
per person
Jul. 6 - Jul. 10
found 1 day ago
Roundtrip 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 Faneuil Hall Marketplace are located nearby.

Top Dudley hotels deals

Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
The price is CA $160 per night
CA $160
CA $179 total
includes taxes & fees
May 21 - May 22
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 $128 per night
CA $128
CA $143 total
includes taxes & fees
May 11 - May 12
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
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 $249 per night
CA $249
CA $285 total
includes taxes & fees
May 27 - May 28
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 DCU Center and Mechanics Hall 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
The price is CA $116 per night
CA $116
CA $130 total
includes taxes & fees
May 5 - May 6
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
AC Hotel by Marriott Worcester

AC Hotel by Marriott Worcester

3.5 out of 5
125 Front St, Worcester, MA
The price is CA $235 per night
CA $235
CA $269 total
includes taxes & fees
May 26 - May 27
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.
Pet-friendly
Free WiFi
La Quinta Inn & Suites by Wyndham Sturbridge

La Quinta Inn & Suites by Wyndham Sturbridge

3 out of 5
478 Main St, Fiskdale, MA
The price is CA $151 per night
CA $151
CA $169 total
includes taxes & fees
May 4 - May 5
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!

Photos of local treasures

Browse Dudley vacation photos for more inspiration