Dover Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Dover Vacation
When you choose a Dover vacation package, it's all about letting go and enjoying your escape to the fullest. Discover the highlights of this exciting city knowing that all your travel needs have been taken care of before you go. Need some sightseeing ideas for your trip to Dover? Bureau County Fairgrounds and Soldiers and Sailors Memorial are two leading attractions here. Don't delay visiting this city any longer. The ultimate Dover vacation is just a few clicks away with Expedia.
Top Dover Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
CA $704
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,698
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
Freehand Chicago
Downtown Chicago
CA $2,050
per person
Oct 9 - Oct 13
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
7.8/10 Good! (3,367 reviews)
Pros - this hotel is conveniently located and its less expensive than some others in the area.
Cons - the first room I was given had water damage in the ceiling and did not smell good. I also checked the AC unit and the filter was completely clogged with dust, this type of washable filter is supposed to be cleaned every month and it looks like it has at least 9+ months of dust on it. I complained about the water damage and they moved me to another room. The next room didn't have soap or shampoo in the bathroom for some reason, and I checked the air filter in this room also and it clearly hasn't been cleaned in forever. In addition to cleaning the air filters, this type of AC unit is supposed to be professionally cleaned once per year. This one has clearly not been cleaned in years.
If you want a well maintained hotel, try somewhere else.
Reviewed on Sep 2, 2026
Ready to book your vacation to Dover?
Dover Hotel Deals
La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
CA $151
CA $171 total
Sep 14 - Sep 15
includes taxes & fees
Super 8 by Wyndham Peru Starved Rock State Park
1851 May Rd La Salle IL
Fully refundableReserve now, pay when you stay
CA $91
CA $103 total
Sep 13 - Sep 14
includes taxes & fees
7/10 Good! (937 reviews)
"It was everything I needed, thanks!"
Reviewed on Aug 28, 2026
AmericInn by Wyndham Princeton IL
2120 Claude Bailey Pkwy Princeton IL
Fully refundableReserve now, pay when you stay
CA $168
CA $187 total
Oct 4 - Oct 5
includes taxes & fees
9/10 Wonderful! (559 reviews)
"It was way overpriced. The breakfast was good. Everything was okay, but the price was comparable to a much nicer hotel."
Reviewed on Sep 2, 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.
Frequently asked questions
How much does a Dover vacation package cost?
You'll find cheap prices from CA $704 on Expedia for your Dover break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Dover costs.
What are the cheapest months to go to Dover?
You can generally find lower prices and greater availability in January, February and November. Explore our cheap Dover vacation packages and you could score some excellent off-season deals.
How many days is enough for Dover?
The ideal length of your Dover vacation depends on what you'd like to do. Generally, a few days to a week will give you enough time to go to all the top attractions and explore some hidden spots along the way.
How to find the best Dover package deals?
Finding a cheap Dover package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Dover package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Dover vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking hotels and flights individually. Better still, you can personalize your Dover getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Dover?
If you're planning a spur-of-the-moment Dover adventure, check out 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 land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Dover?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Dover.
- Budget wisely: Besides the price of your hotel, you'll need to factor in other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Dover.
- Set the duration of your trip: Start by compiling a list of the attractions you want to get to in Dover. Then, estimate how long you'll need at each, including any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Dover vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
