Dudley Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Dudley Flight & Hotel Packages

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

The Revolution Hotel

3.5 out of 5
South End
per person
9 May - 11 May
found 1 day ago
Return direct flight included
Houston (HOU) to Boston (BOS)
8.8/10 Excellent! (1,968 reviews)
Great option for staying in central Boston on a budget. The bath down the hall restrooms were always clean and available. Would stay again.

Reviewed on 30 Mar,2025

YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
per person
9 May - 11 May
found 1 day ago
Return direct flight included
Houston (HOU) to Boston (BOS)
8.6/10 Excellent! (1,978 reviews)
Staff was nice. Had breakfast downstairs in the lobby. Only had one person taking orders and serving customers for both the bar and dining room. I paid for valet parking. The valet did not keep up with the cars. Just left them out front. When I was trying to return there was no parking and no one to take my car. I tried to call the hotel and no one would answer the phone.

Reviewed on 31 Mar,2025

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
9 May - 11 May
found 1 day ago
Return direct flight included
Houston (HOU) to Boston (BOS)
9.6/10 Exceptional! (2,829 reviews)
Activities all night

Reviewed on 30 Mar,2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
per person
9 May - 11 May
found 1 day ago
Return direct flight included
Houston (HOU) to Boston (BOS)
8/10 Very Good! (534 reviews)
Parking is just a hassle

Reviewed on 25 Mar,2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
9 May - 11 May
found 1 day ago
Return direct flight included
Houston (HOU) to Boston (BOS)
9.6/10 Exceptional! (1,011 reviews)
Excellent location, the service is unmatched! Best place to stay in Boston.

Reviewed on 30 Mar,2025

Top hotels in Dudley

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 14 Apr to 15 Apr
S$160
includes taxes & fees
14 Apr - 15 Apr
9/10 Wonderful! (1,142 reviews)
"We had a great visit at Wellsworth Hotel. The pool was the perfect temperature. The only downside was the pool shutting down at 9 pm. I could've used more time for sure! The ONLY downside was the TV not working but we didn't realize that until late at night and just went to bed instead. I'm sure ..."

Reviewed on 30 Mar,2025

Wellsworth Hotel
Comfort Inn Auburn - Worcester
Comfort Inn Auburn - Worcester
2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 6 Apr to 7 Apr
S$132
includes taxes & fees
6 Apr - 7 Apr
7.6/10 Good! (915 reviews)
"NA"

Reviewed on 27 Mar,2025

Comfort Inn Auburn - Worcester
Beechwood Hotel
Beechwood Hotel
4 out of 5
363 Plantation St, Worcester, MA
Fully refundableReserve now, pay when you stay
The price is S$459 per night from 13 Apr to 14 Apr
S$459
includes taxes & fees
13 Apr - 14 Apr
9/10 Wonderful! (1,000 reviews)
"Property was exactly what it was advertised to be. Staff was VERY friendly and kind."

Reviewed on 24 Mar,2025

Beechwood Hotel
See all 305 properties in Dudley
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.

Frequently asked questions

How much does a Dudley holiday package cost?
You’ll find cheap prices from S$892 on Expedia for your Dudley break. However, a range of factors like the length of stay, hotel choice and season will influence how much your holiday to Dudley costs.
What are the cheapest months to go to Dudley?
January, February and November are the best times to search for cheap Dudley holiday packages. Choosing to travel in quieter months means you can usually find lower prices on hotels and flights.
How many days is enough for Dudley?
With a well-organised schedule, you can easily hit the most popular Dudley sights in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Dudley holiday for longer.
How to find the best Dudley package deals?
Bagging a cheap Dudley package deal is easy with Expedia. Once you’ve entered your destination and trip dates under our “Packages” tab, set your maximum budget, apply some filters and see what’s available. You can tailor your search by “Amenities,” “Property type,” “Guest rating” and more. Sort the results by “Price: low to high” to discover the most pocket-friendly Dudley package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Dudley holiday as a package?
You can enjoy significant savings on your Dudley break by booking a personalised holiday package. Check the “Package” heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Dudley?
If you’ve got your Dudley holiday dates locked in, book as soon as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Dudley?

  1. Pick your dates: What you want to do in Dudley and your preferred season can help you decide when to travel.
  2. Plan your budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Dudley.
  3. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Dudley. Then, estimate how long you’ll need at each, including any travel time.
  4. Bundle your airfare and accommodation: After you’ve settled on your travel dates and duration, lock in the right Dudley holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.