Dorchester Vacations from $402
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The Latest Dorchester vacation packages
Price found within the past 48 hours. Click for updated prices.
The Knight Center at Washington University
$402
per person
Nov 7 - Nov 10
found 12 hours ago
Roundtrip flight included
Denver (DEN) to St. Louis (STL)
9.4/10 Exceptional! (685 reviews)
Very nice property. Great location. Easy parking. Rooms were pretty clean. The beds could use a refresh. The main issue was the temperature in the room was not comfortable at all. It was very hot. Neither the temperature nor the fan would adjust.
Reviewed on Sep 29, 2026
The Cheshire
$919
per person
Dec 23 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to St. Louis (STL)
8.8/10 Excellent! (1,006 reviews)
It’s a unique (the rooms were named after authors 😊), and interesting hotel. The staff was friendly and helpful, the room was nice, and the breakfast was good. The only down side was the parking situation. We paid $10/day and many of the parking spots were filled by restaurant patrons (who parked for free). It was somewhat frustrating to drive around looking for a spot only to find out the only available spot was in lowest level of parking garage.
Reviewed on Sep 29, 2026
Dorchester Hotel Deals
Best Western Plus Parkway Hotel
1900 Homer Adams Pkwy Alton IL
Fully refundableReserve now, pay when you stay
$80 nightly
$92 total
Oct 7 - Oct 8
Total with taxes and fees
Baymont by Wyndham Litchfield
1405 W Hudson Dr Litchfield IL
Fully refundableReserve now, pay when you stay
$99 nightly
$109 total
Oct 1 - Oct 2
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
"Had to keep pointing out to the staff when they ran out of coffee and some food items in the breakfast area. Breakfast area was rather congested no more than a couple people could be fixing a plate at the same time."
Reviewed on Sep 27, 2026
The Great Rivers, an Ascend Collection Hotel
3559 College Avenue Alton IL
Fully refundable
$87 nightly
$99 total
Oct 25 - Oct 26
Total with taxes and fees
7.8/10 Good! (809 reviews)
"I so wanted to give a five star review because the staff was so very nice and helpful. The lady at front desk was so sweet and the ladies working breakfast were very pleasant and helpful. However, we were there all weekend and planned to watch college football and the NFL games but they let subscription ..."
Reviewed on Sep 29, 2026
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.
Find the Best Dorchester Vacation Packages
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 |
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Frequently asked questions
How much does a Dorchester vacation package cost?
You can grab a vacation package to this destination from $402 on Expedia. However, how much your vacation to Dorchester costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Dorchester?
You can typically find lower rates and better availability in November, December and January. Browse our cheap Dorchester vacation packages and you could score some great off-season discounts.
How many days is enough for Dorchester?
The ideal length for your Dorchester vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you time to hit all the leading attractions and explore some hidden treasures along the way.
How to find the best Dorchester package deals?
Start your search for a Dorchester package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the ideal Dorchester package deal right away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Dorchester adventure underway.
Is it cheaper to book a Dorchester vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll usually get a better deal than booking each component individually. And you'll still have the flexibility to create a personalized Dorchester vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Dorchester?
If you're planning a spur-of-the-moment Dorchester adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Dorchester vacation packages?
Your Dorchester trip is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you that extra flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
