Dorchester Vacation Packages

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Top Dorchester Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hollywood Casino & Hotel St. Louis

Hollywood Casino & Hotel St. Louis

3.5 out of 5
Price was CA $786, price is now CA $659 per person
CA $659
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to St. Louis (STL)
8.4/10 Very Good! (2,083 reviews)
Have stayed her quite a few times and have been pleasantly satisfied every time.

Reviewed on Aug. 25, 2025

CentralWestEnd-WashU-STL- Euphoria

CentralWestEnd-WashU-STL- Euphoria

2 out of 5
Central West End
Price was CA $2,133, price is now CA $1,771 per person
CA $1,771
per person
Oct 10 - Oct 12
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
10/10 Exceptional! (1 review)
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $1,000, price is now CA $833 per person
CA $833
per person
Oct 10 - Oct 12
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.4/10 Very Good! (1,002 reviews)
Loved my stay here will be back

Reviewed on Aug. 13, 2025

DoubleTree by Hilton St. Louis Forest Park

DoubleTree by Hilton St. Louis Forest Park

4 out of 5
Central West End
Price was CA $872, price is now CA $731 per person
CA $731
per person
Oct 10 - Oct 12
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.2/10 Very Good! (1,000 reviews)
Parking is terrible and you shouldn’t have to pay $15 to park then charge for breakfast when your paying all that money to stay!!

Reviewed on Aug. 23, 2025

Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was CA $823, price is now CA $696 per person
CA $696
per person
Oct 10 - Oct 12
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8/10 Very Good! (490 reviews)
Loved the historical property and surrounding historical activities.

Reviewed on Aug. 23, 2025

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Dorchester Hotel Deals

The Great Rivers, Ascend Hotel Collection

The Great Rivers, Ascend Hotel Collection

3 out of 5
3559 College Avenue, Alton, IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Sep 21 to Sep 22
CA $123
CA $140 total
Sep 21 - Sep 22
includes taxes & fees
7.6/10 Good! (733 reviews)
"Nice i loved breakfast nice. Mexican restaurant attached clen rooms nice ahower"

Reviewed on Aug. 25, 2025

The Great Rivers, Ascend Hotel Collection
Baymont by Wyndham Litchfield

Baymont by Wyndham Litchfield

2.5 out of 5
1405 W Hudson Dr, Litchfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $123 per night from Aug 31 to Sep 1
CA $123
CA $136 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Clean safe for overnight stop"

Reviewed on Aug. 23, 2025

Baymont by Wyndham Litchfield
Holiday Inn Express and Suites Alton St Louis Area by IHG

Holiday Inn Express and Suites Alton St Louis Area by IHG

2.5 out of 5
2008 HOMER ADAMS PARKWAY, Alton, IL
Fully refundable
The price is CA $167 per night from Sep 7 to Sep 8
CA $167
CA $190 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (132 reviews)
"Friday night we stayed at a Holiday Inn in Effingham. It badly needed renovations and a deep scrub. This Holiday Inn in Alton/ Godfrey is fresh, lovely rooms and hospitable! Congratulations for setting the bar!!"

Reviewed on Aug. 24, 2025

Holiday Inn Express and Suites Alton St Louis Area by IHG
See all 42 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
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Frequently asked questions

How much does a Dorchester vacation package cost?
You'll find cheap prices from CA $659 on Expedia for your Dorchester getaway. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Dorchester costs.
What are the cheapest months to go to Dorchester?
You can typically find lower prices and greater availability in January, February and November. Take a look at our cheap Dorchester vacation packages and you could score some great off-season deals.
How many days is enough for Dorchester?
With a well-planned schedule, you can easily visit the most popular Dorchester sights in a handful of days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Dorchester vacation for longer.
How to find the best Dorchester package deals?
Use Expedia's handy filters to help you find some terrific Dorchester package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Dorchester package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
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 car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Dorchester vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Dorchester?
If you're planning a spontaneous Dorchester vacation, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Dorchester?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to travel to Dorchester.
  2. Set a budget: Consider expenses such as flights, transportation and food when working out how much to put aside for your trip to Dorchester. Then, pick a property that matches your budget, whether that's an affordable option or a swankier getaway.
  3. Set the duration of your trip: Start by making a list of all the attractions and activities you want to experience in Dorchester. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Dorchester 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.