Dudley Holidays

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Top Flight + Hotel Deals in Dudley

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
per person
10 Sept - 15 Sept
found 1 day ago
Return direct flight included
Cork (ORK) to Boston (BOS)
7.4/10 Good! (89 reviews)
Had a 4 night stay at the Maverick Suites on Temple Street. I mainly booked this room to be close to my daughter, who lives a couple of doors down. The room is a bit tight for two people, but my friend & I made it work by sleeping 90 degrees on the double bed to turn it into more of a "short king". Room was very clean, however the one suggestion I would make is to use less of the strong-smelling cleaner (Fabioso?) or a more natural cleaner. Otherwise, the property felt safe and clean. Beautiful hardwood floors, nice bathroom & small kitchen area. Staff is very responsive via TEXT (not by phone). We requested clean towels etc, and they were very accommodating. Temple St. is walkable to many sites you'll want to check out in Boston via a walk or to the Park St T station. I would recommend staying at the Maverick Suites!

Reviewed on 25 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
Wonderful high end hotel in a fantastic area. Loved being able to walk to the north end!

Reviewed on 3 Aug 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on 5 Aug 2025

DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
per person
10 Sept - 15 Sept
found 1 day ago
Return direct flight included
Cork (ORK) to Boston (BOS)
8.8/10 Excellent! (1,010 reviews)
Location was great, property was very clean. The shower pressure however was very low similar to a very light sprinkle even after reporting. Front desk staff was nice for the most part other than the male worker who seemed bothered with questions. The shuttle drover absolutely knowledgeable of the area, extremely funny and nice.

Reviewed on 3 Aug 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
19 Sept - 22 Sept
found 1 day ago
Return flight included
Dublin (DUB) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
Very convenient boutique hotel

Reviewed on 5 Aug 2025

Top hotels in Dudley

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
Fully refundableReserve now, pay when you stay
The price is €85 per night from 14 Aug to 15 Aug
€85
14 Aug - 15 Aug
includes taxes & fees
8.8/10 Excellent! (1,455 reviews)
Comfortable oasis
"Quiet, pleasant oasis, easy drive off 84/90. Perfect for our overnight, transit stay"

Reviewed on 5 Aug 2025

Publick House Historic Inn and Country Motor Lodge
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is €114 per night from 13 Aug to 14 Aug
€114
13 Aug - 14 Aug
includes taxes & fees
9/10 Wonderful! (1,267 reviews)
"Beautiful mix of contemporary and vintage. The hotel was very comfortable, the amenities were clean and"

Reviewed on 6 Aug 2025

Wellsworth Hotel
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
Fully refundable
The price is €126 per night from 24 Aug to 25 Aug
€126
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Another Holiday Inn Express excellent experience."

Reviewed on 1 Aug 2025

Holiday Inn Express Hotel & Suites Auburn by IHG
See all 318 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 €923 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.