Dudley Vacations from ￥251,196

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The Latest Dudley Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
per person
Oct 23 - Oct 26
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul 17, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (433 reviews)
Great small boutique hotel. European feel and service. Lovely small garden in back. Good food.

Reviewed on Aug 11, 2025

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (473 reviews)
Old but well renovated hotel

Reviewed on Aug 12, 2025

The Monty Boston

The Monty Boston

4 out of 5
Downtown Boston
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (20 reviews)
Everything was great to live in this place! Very spacious and convenient.

Reviewed on Jul 23, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Oct 23 - Oct 26
found 14 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug 11, 2025

Find the Best Dudley Vacation Packages

Dudley Hotel 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
Fully refundableReserve now, pay when you stay
The price is ￥13,168 per night from Aug 14 to Aug 15
￥13,168
￥14,708 total
Aug 14 - Aug 15
includes taxes & fees
8.8/10 Excellent! (1,457 reviews)
"It’s such a unique property and hard to “rate”. The room was extremely dated, but spacious and comfortable for the most part. The property is sprawling and locating our building took a while. There was a wedding there the night we stayed and it really took over…everything. Made for a later and noisier ..."

Reviewed on Aug 12, 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 ￥20,543 per night from Aug 24 to Aug 25
￥20,543
￥22,947 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,268 reviews)
"The architecture of the building and how they showed the original use of the building."

Reviewed on Aug 10, 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 ￥18,622 per night from Aug 28 to Aug 29
￥18,622
￥20,801 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Convenient location with very easy access to major roads"

Reviewed on Aug 9, 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 vacation package cost?
You'll find cheap prices from ￥251,196 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 vacation 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 vacation 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-organized 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 vacation 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 vacation as a package?
You can enjoy significant savings on your Dudley break by booking a personalized vacation 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 vacation package to Dudley?
If you've got your Dudley vacation 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 accommodations, 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 accommodations: After you've settled on your travel dates and duration, lock in the right Dudley vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.