Annapolis Vacations
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Your Annapolis Vacation
With a vacation package to Annapolis, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your journey has been taken care of before you go, so you can get on with experiencing this exciting city. When the time comes to head out and see the sights, be sure to include Turkey Run State Park and Narrows Bridge on the to-do list for your trip to Annapolis. Expedia is here to help you escape the everyday. Tailor your vacation to Annapolis to suit your travel style, whatever that may look like.
Annapolis Hotel Deals
Royal Inn Rockville IN by Hotel O
1659 E US Highway 36 Rockville IN
Fully refundableReserve now, pay when you stay
$100 nightly
$114 total
Oct 18 - Oct 19
Total with taxes and fees
7.2/10 Good! (384 reviews)
"Very outdated. Had to get our own towels and toilet paper. Toilet ran and shower turned to cool water very quickly."
Reviewed on Oct 16, 2026
Turkey Run Retreat - Fire Pit - Sauna - Sleeps 12
Marshall IN
$470 nightly
$541 total
Nov 2 - Nov 3
Total with taxes and fees
9.4/10 Exceptional! (41 reviews)
"Fun decor. Nice and close to hiking. We had a great time."
Reviewed on Jul 28, 2026
The Rustic Retreat - 1 mile from Turkey Run State Park
Marshall IN
$245 nightly
$249 total
Nov 15 - Nov 16
Total with taxes and fees
9.8/10 Exceptional! (37 reviews)
"The house was very clean, but upon arrival to what is listed as a smoke free home when entering home we could smell smoke. Once In the home you could not smell the smoke. This could be smelled whenever we left for the day and came back in. The home is beautifully decorated in a rustic style. We did ..."
Reviewed on Oct 16, 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 Annapolis Vacation Packages
Annapolis Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Top Sights | Turkey Run State Park, Shades State Park and Lake Waveland |
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Frequently asked questions
How much does an Annapolis vacation package cost?
You'll find cheap prices on Expedia for your Annapolis escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Annapolis costs.
What are the cheapest months to go to Annapolis?
November, December and January are great times to look for cheap Annapolis vacation packages. Traveling in quieter periods means you can typically find better prices on flights and hotels.
How many days is enough for Annapolis?
The ideal duration of your Annapolis vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you enough time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Annapolis package deals?
Start your search for an Annapolis package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Annapolis package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Annapolis getaway off to a flying start.
Is it cheaper to book an Annapolis vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Annapolis vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Annapolis?
If you have your Annapolis travel dates locked in, book as soon as you can to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Annapolis vacation packages?
Secure your perfect escape to Annapolis with our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next paycheck — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snag great deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
