Deals on vacations and trips to Annapolis

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Annapolis flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $697, price is now $444 per person
$444
per person
Feb 27 - Mar 2
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

Angad Arts Hotel St. Louis, Tapestry Collection by Hilton

4 out of 5
Grand Center
Price was $713, price is now $557 per person
$557
per person
Feb 27 - Mar 2
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 6 conference rooms, along with free WiFi in public areas. There's a rooftop terrace on site, and a 24-hour front desk and a snack bar/deli are also provided.
Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was $745, price is now $591 per person
$591
per person
Feb 27 - Mar 2
found 20 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This luxury hotel features a casino, a full-service spa, and 6 restaurants. Enjoy the 2 hot tubs and 24-hour gym, and unwind with a drink at the poolside bar.
Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,473, price is now $1,169 per person
$1,169
per person
Feb 6 - Feb 10
found 9 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This bed & breakfast features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free full breakfast each morning. A garden and a picnic area are also provided.
21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
Downtown West
Price was $990, price is now $802 per person
$802
per person
Mar 17 - Mar 22
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the gym and conveniences like a 24-hour front desk and concierge services.

Top Annapolis hotels deals

Rustic River Cabin Getaway

Rustic River Cabin Getaway

Annapolis MO
Get rates
This cabin features barbecue grills.
Kitchen
Pet friendly
Hillside Cabin #1 Annapolis, MO Black River

Hillside Cabin #1 Annapolis, MO Black River

Annapolis MO
$254 nightly
The price is $254 total per night
$254 total
Jan 5 - Jan 6
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Make your reservation fast as inquiries are coming in daily.

Make your reservation fast as inquiries are coming in daily.

Redford MO
Get rates
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub

Fredericktown MO
$238 nightly
The price is $249 total per night
$249 total
Jan 5 - Jan 6
Total with taxes and fees
Stay at this cabin in Annapolis. Enjoy patios and air conditioning.
Air conditioning
Outdoor Space
Completely Renovated in May 2023

Completely Renovated in May 2023

Annapolis MO
$205 nightly
The price is $205 total per night
$205 total
Jan 5 - Jan 6
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Washer
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

Annapolis MO
$219 nightly
The price is $219 total per night
$219 total
Jan 5 - Jan 6
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
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See all available properties in Annapolis
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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.

Popular places to visit

K Bridge Recreation Area

Explore the great outdoors at K Bridge Recreation Area, a lovely green space in Annapolis. While you're in the area, stroll along the riverfront.

K Bridge Recreation Area

Walnut Hollow Lake

Commune with nature and explore the great outdoors at Walnut Hollow Lake during your travels in Annapolis. Wander the parks and riverfront while you're in the area.

Walnut Hollow Lake

Frequently asked questions

How much are vacation packages to Annapolis?
You can score a fantastic hotel and flight bundle from just $444. With one of our Travelocity vacation packages, a visit to Annapolis has never looked more irresistible! Save your time and money and then get a start on packing those bags.
How long should my Annapolis vacation be?
On average, people stay 5 nights in Annapolis. Although, that might not be anywhere near enough for you. If your aim is to explore some of the area's off-the-beaten-path treasures, how about adding another few nights to your itinerary?
Where can I get the best vacation package deals for Annapolis?
You'll come across a tempting selection of Annapolis package deals on Travelocity. With as many as 400 air carriers and 1,000,000 properties around the globe, piecing together the ultimate escape will be a piece of cake.
Why should I purchase my Annapolis vacation bundle with Travelocity?
Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to 24/7 customer support. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.
Can I save money on my Annapolis car rental if I combine it with a hotel or flight?
With an Annapolis vacation package, you can bundle your car, hotel and flight bookings and save a ton. If you'd love to uncover the best of this fabulous region, why not make tracks to Busch Stadium? This top attraction is 90 mi from Annapolis. With a rental car, you'll be there before you know it.
Where should I stay when visiting Annapolis?
If you're after somewhere to spend your nights, have a look at the FS Cabin #4 - Close to Black River. It's the top choice for many travelers.

Photos of local treasures

Browse Annapolis vacation photos for more inspiration