Deals on vacations and trips to Annapolis

Save when you book Annapolis package deals

Choose two or more items and save on your trip:

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
Save 100% on your flight
Price was $559, price is now $340 per person
$340
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) 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.
Hilton Garden Inn Chesterfield

Hilton Garden Inn Chesterfield

3 out of 5
Save 100% on your flight
Price was $663, price is now $447 per person
$447
per person
Nov 6 - Nov 10
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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 and free WiFi in public areas. Enjoy the 24-hour gym and perks like 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
Save 100% on your flight
Price was $683, price is now $463 per person
$463
per person
Nov 6 - Nov 10
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) 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.
Crowne Plaza St. Louis Airport by IHG

Crowne Plaza St. Louis Airport by IHG

3.5 out of 5
Price was $556, price is now $410 per person
$410
per person
Nov 6 - Nov 10
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to St. Louis (STL)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the gym and perks like a free area shuttle.
Hilton St. Louis Airport

Hilton St. Louis Airport

3.5 out of 5
Woodson Terrace
Price was $632, price is now $468 per person
$468
per person
Nov 6 - Nov 10
found 14 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to St. Louis (STL)
This hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the express check-in, express check-out, and free airport shuttle. A free area shuttle is offered as well.

Top Annapolis hotels deals

Rustic River Cabin Getaway

Rustic River Cabin Getaway

Get rates
This cabin features barbecue grills.
Kitchen
Pet friendly
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

$214 nightly
The price is $214 total per night
$214 total
Oct 6 - Oct 7
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
New Cabin Just Minutes from Black River

New Cabin Just Minutes from Black River

$252 nightly
The price is $252 total per night
$252 total
Oct 10 - Oct 11
Total with taxes and fees
This cabin featured 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.

Get rates
This cabin featured laundry facilities and barbecue grills.
Kitchen
Washer
Completely Renovated in May 2023

Completely Renovated in May 2023

$205 nightly
The price is $205 total per night
$205 total
Oct 6 - Oct 7
Total with taxes and fees
This cabin features free WiFi in public areas, laundry facilities, and barbecue grills.
Kitchen
Washer
Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River

$196 nightly
The price is $196 total per night
$196 total
Oct 6 - Oct 7
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Annapolis
View all properties
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 $340. 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