Dorchester Vacations from $390

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The Latest Dorchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Buddy's Harbor

Buddy's Harbor

2.5 out of 5
per person
Jul 26 - Jul 28
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
9.2/10 Wonderful! (35 reviews)
We will go back but will make the reservations ourselves as we had difficulty with Expedia.

Reviewed on Oct 11, 2022

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
8.8/10 Excellent! (1,281 reviews)
The staff was very professional and kind. The hotel was very clean and well upkept.

Reviewed on Jun 2, 2024

WorldMark Lake of the Ozarks

WorldMark Lake of the Ozarks

3 out of 5
per person
Jul 26 - Jul 28
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
9.4/10 Exceptional! (359 reviews)
Everything was very nice and clean. Looks like it was newly renovated. Will definitely stay again!

Reviewed on May 11, 2024

Camden on the Lake Resort & Spa

Camden on the Lake Resort & Spa

4 out of 5
per person
Jul 26 - Jul 28
found 4 hours ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
9/10 Wonderful! (950 reviews)
We loved everything minus the loudness of the staff moving furniture at 6am every morning. It was incredibly loud. If you want to sleep in, this is not the place for that. Also, they need to invest in a pool heater. We were all so bummed we couldn't use the swim up bar, because it was too cold to get in. We had to go to Lazy Gators pool that had more sun.

Reviewed on May 31, 2024

The Cheshire

The Cheshire

4 out of 5
per person
Jul 4 - Jul 7
found 1 day ago
Roundtrip flight included
Phoenix (PHX) to St. Louis (STL)
8.4/10 Very Good! (1,004 reviews)
The property was safe, clean and the staff were friendly. The room was a good size and comfortable. Only negatives were in places it seemed a little tired and the beds particularly were a bit of a hazard as they stuck out at the corners and both myself and my partner bashed our shins a couple of times! I also dont believe the pool was open, though it seemed to be the case on the East side of the US that pools dont open until the end of May. The breakfast included the next day was good and had lots of options.

Reviewed on Jun 2, 2024

Dorchester Essential Information

Language
English
Currency
U.S dollars
Top Sights
The Winery at Shale Lake, Beaver Dam State Park and Timber Lakes Golf Course

Dorchester Hotel Deals

Best Western Premier Alton-St. Louis Area Hotel
Best Western Premier Alton-St. Louis Area Hotel
3 out of 5
3559 College Avenue, Alton, IL
Fully refundableReserve now, pay when you stay
The price is $109 per night from Jun 17 to Jun 18
$109
$124 total
includes taxes & fees
Jun 17 - Jun 18
7.6/10 Good! (601 reviews)
"Staff were courteous and helpful. Room was clean and tidy. Excellent breakfast"

Reviewed on May 11, 2024

Best Western Premier Alton-St. Louis Area Hotel
Best Western Plus Parkway Hotel
Best Western Plus Parkway Hotel
2.5 out of 5
1900 Homer Adams Pkwy, Alton, IL
Fully refundableReserve now, pay when you stay
The price is $99 per night from Jun 5 to Jun 6
$99
$113 total
includes taxes & fees
Jun 5 - Jun 6
8.2/10 Very Good! (1,000 reviews)
"Very much appreciated them accommodating an early check in."

Reviewed on May 27, 2024

Best Western Plus Parkway Hotel
Super 8 by Wyndham Staunton
Super 8 by Wyndham Staunton
2 out of 5
1527 Herman Rd, Staunton, IL
Fully refundableReserve now, pay when you stay
The price is $79 per night from Jun 9 to Jun 10
$79
$88 total
includes taxes & fees
Jun 9 - Jun 10
8.4/10 Very Good! (646 reviews)
"There is a Dairy Queen Next door to the properties"

Reviewed on Jun 2, 2024

Super 8 by Wyndham Staunton
See all 46 properties in Dorchester
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Dorchester vacation package cost?
Tailor make your Dorchester package from as little as $390. Pick from any combination of flights, hotels and rental cars to pull together the trip you’ve been dreaming of. Don’t forget to add on a few experiences or tours!
How do I get a cheap travel package to Dorchester?
Booking a Dorchester vacation package with Expedia is one of the best ways to save. We offer more than 550 partner airlines and 1,000,000 hotel options globally. With such an extensive range to choose from, you’ll have no worries pulling together your perfect escape.
How far in advance should I book my Dorchester vacation?
Search Expedia to compare international fares as soon as you know your travel dates. You can normally purchase a ticket up to a year in advance. If you can’t see your preferred carrier, or you’ve left things to the last minute, don’t stress. Cheap tickets to Dorchester occasionally appear just weeks before the date of departure.
What does an Expedia Dorchester travel package include?
Expedia has everything you need to arrange your Dorchester trip, but what goes into your package is up to you. Pick from any combination of rental cars, hotels and flights. Looking for some activities or tours to keep you entertained? Once you’ve made your booking, you can add them too. Whatever your budget, there’s a package deal to meet your needs.
What should I know before booking a Dorchester travel package?
When you book your hotels, flights and car rentals together, you’ll pick up great discounts. Whether you’re planning an island getaway in a villa or would rather stay in a luxurious city hotel, Expedia will make it happen for less.
Can I choose my airline with a Dorchester Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you’re eager to fly to Dorchester in economy or business class, simply choose from the available airline options. Expedia has access to over 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Dorchester vacation package?
Because we know life is full of surprises, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you’ve made your booking in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

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