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

Royal Inn Rockville IN by Hotel O

3 out of 5
1659 E US Highway 36 Rockville IN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $103 total per night from May 10 to May 11
$103 total
May 10 - May 11
Total with taxes and fees
7.2/10 Good! (334 reviews)
This was our first time staying at this property and this area. The staff was very helpful and friendly. The property and building needs some upkeep and work, but it seemed fairly clean. It was within walking distance of our event, so for the price and convenience, this was the place.

Reviewed on May 7, 2026

Royal Inn Rockville IN by Hotel O
The Rustic Retreat

The Rustic Retreat

Marshall IN
$226 nightly
The price is $230 total per night from May 11 to May 12
$230 total
May 11 - May 12
Total with taxes and fees
10/10 Exceptional! (12 reviews)
Everything was amazing! We loved the space, the thoughtful decor, and the quietness of the property. It was such a restful spot for our family, and just a mile down the road from hiking and horseback riding at Turkey Run. We especially loved the front porch! Hope to be back again sometime!

Reviewed on Apr 13, 2026

The Rustic Retreat
Sleeps 12 • Sauna • Firepit • Minutes to Turkey Run

Sleeps 12 • Sauna • Firepit • Minutes to Turkey Run

Marshall IN
$358 nightly
The price is $412 total per night from May 25 to May 26
$412 total
May 25 - May 26
Total with taxes and fees
9.4/10 Exceptional! (36 reviews)
Not much to do in Marshall but drive 20 minutes and go see the historic Sanatorium!

Reviewed on Dec 16, 2025

Sleeps 12 • Sauna • Firepit • Minutes to Turkey Run
See all 48 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.

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.