Dorchester Vacations from $347

Book a Hotel + Flight or Car together to unlock savings

The Latest Dorchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Price was $512, price is now $347 per person
$347
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8.2/10 Very Good! (762 reviews)
I booked online and paid via the app. When I arrived on site they explained they had overbooked and had no rooms available. The staff was amazing and went above and beyond and secured a room at another location. Thank you to the staff for taking care of us.

Reviewed on Jul 26, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $764, price is now $408 per person
$408
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
9.2/10 Wonderful! (1,561 reviews)
Always comfortable, always convenient and reliable when I'm visiting the area. It's my go-to hotel in the area.

Reviewed on Aug 25, 2025

Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Save 100% on your flight
Price was $602, price is now $426 per person
$426
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8.6/10 Excellent! (1,005 reviews)
Ample free self parking. Friendly staff. Clean. Free bottled water.

Reviewed on Aug 16, 2025

DoubleTree by Hilton St. Louis Forest Park

DoubleTree by Hilton St. Louis Forest Park

4 out of 5
Central West End
Price was $566, price is now $403 per person
$403
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Austin (AUS) 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

The Cheshire

The Cheshire

4 out of 5
Save 100% on your flight
Price was $709, price is now $508 per person
$508
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip flight included
Austin (AUS) to St. Louis (STL)
8.6/10 Excellent! (1,007 reviews)
The Cheshire kept well from of old! We felt back in to the ages yet very 21C amenities. The location is perfect to explore St. Louis. We'd like to come back!

Reviewed on Aug 23, 2025

Don't see what you're looking for?
See all available trips from Columbus to Dorchester
View all trips

Dorchester Hotel Deals

The Great Rivers, Ascend Hotel Collection

The Great Rivers, Ascend Hotel Collection

3 out of 5
3559 College Avenue, Alton, IL
$89 nightly
The price is $101 total per night from Sep 21 to Sep 22
$101 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (731 reviews)
"Nice place, fairly clean, friendly staff. They could use to put a trash can in the bathroom, and the water pressure is weak. (Laugh if you want to, but that will always cost a hotel points in my book)"

Reviewed on Aug 20, 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
$89 nightly
The price is $98 total per night from Aug 31 to Sep 1
$98 total
Aug 31 - Sep 1
Total with taxes and 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
$121 nightly
The price is $137 total per night from Sep 7 to Sep 8
$137 total
Sep 7 - Sep 8
Total with taxes and 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.

More vacations you might like

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?
You can grab a vacation package to this destination from $347 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.