Annapolis Vacation Packages

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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.

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Annapolis Hotel Deals

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

Marshall
The price is CA $194 per night from Sep 1 to Sep 2
CA $194
CA $471 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (30 reviews)
"Perfect size for our family, dogs included! Great location!"

Reviewed on Jul. 19, 2025

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna
Cozy Lakefront Cabin on Raccoon Lake, near Turkey Run State Park

Cozy Lakefront Cabin on Raccoon Lake, near Turkey Run State Park

Rockville
8.8/10 Excellent! (14 reviews)
Perfect getaway
"Great location with a beautiful lake view."

Reviewed on May 25, 2025

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Cozy Lakefront Cabin on Raccoon Lake, near Turkey Run State Park
Royal Inn Rockville

Royal Inn Rockville

3 out of 5
1659 E US Highway 36, Rockville, IN
"Saw the 2024 eclipse there. Room was spacious and clean. Shower had hot water with good pressure."

Reviewed on Apr. 9, 2024

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Royal Inn Rockville
See all 43 properties in Annapolis
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
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does an Annapolis vacation package cost?
You can snap up a vacation package to this top destination on Expedia. However, how much your vacation to Annapolis costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Annapolis?
If you're hoping to snag a cheap Annapolis vacation package, consider planning a trip in January, February and November. You'll generally find better prices on flights and accommodations during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Annapolis?
With a well-organized itinerary, you can easily hit the most popular Annapolis sights in a few days. But if you prefer to discover hidden gems or go on day tours, consider booking your Annapolis vacation for longer.
How to find the best Annapolis package deals?
Use Expedia's filters to help you find some unbeatable Annapolis package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or search for Annapolis package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book an Annapolis vacation as a package?
You can enjoy significant savings on your next Annapolis getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Annapolis?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Annapolis vacation.
How to plan a trip to Annapolis?

  1. Choose when to travel: Check your schedule and get your bags packed. Your favourite time of year and the activities available will also help you decide when to escape to Annapolis.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will likely be the largest expense during your trip to Annapolis.
  3. Decide your trip length: Think about how much time you want to spend exploring Annapolis. Plan your days so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose an Annapolis vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.