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.
Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

Larkspur Landing Extended Stay Suites St. Louis Riverport - Airport West

3 out of 5
Riverport
Price was $437, price is now $373 per person
$373
per person
Nov 20 - Nov 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Save 100% on your flight
Price was $768, price is now $467 per person
$467
per person
Nov 20 - Nov 23
found 6 hours ago
Roundtrip flight included
Orlando (MCO) 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.
The Cheshire

The Cheshire

4 out of 5
Price was $652, price is now $505 per person
$505
per person
Nov 20 - Nov 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free English breakfast each morning.
The Royal Sonesta Chase Park Plaza St. Louis

The Royal Sonesta Chase Park Plaza St. Louis

4.5 out of 5
Central West End
Price was $621, price is now $495 per person
$495
per person
Nov 20 - Nov 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
This luxury hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the seasonal outdoor pool, poolside bar, and concierge services.
Marriott St. Louis Airport

Marriott St. Louis Airport

4 out of 5
Edmundson
Price was $515, price is now $424 per person
$424
per person
Nov 20 - Nov 23
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to St. Louis (STL)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the business center, express check-in, and free airport shuttle. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

Top Annapolis hotels deals

Panther Den Cabin is located 4 miles from Hwy K Campground

Panther Den Cabin is located 4 miles from Hwy K Campground

Annapolis. MO
Get rates
This cottage features barbecue grills.
Kitchen
Pet friendly
Hunters/Floaters Welcome! Creekside Missouri Cabin

Hunters/Floaters Welcome! Creekside Missouri Cabin

Annapolis MO
Get rates
This cabin includes a garden and barbecue grills.
Kitchen
Air conditioning
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

Annapolis MO
$217 nightly
The price is $217 total per night
$217 total
Oct 12 - Oct 13
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
Relaxing 3B Log Home-15 min walk to the Black River!

Relaxing 3B Log Home-15 min walk to the Black River!

Annapolis MO
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River

Annapolis MO
$208 nightly
The price is $208 total per night
$208 total
Oct 12 - Oct 13
Total with taxes and fees
This cabin features free WiFi in public areas, laundry facilities, and barbecue grills.
Kitchen
Washer
Small Town Lodge - Annapolis, MO Black River

Small Town Lodge - Annapolis, MO Black River

Annapolis MO
$251 nightly
The price is $251 total per night
$251 total
Oct 12 - Oct 13
Total with taxes and fees
This cabin featured 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.

Stay near popular Annapolis attractions

K Bridge Recreation Area

9.6/10 (4 reviews)
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.
See properties

Frequently asked questions

How much are vacation packages to Annapolis?
You can score a fantastic hotel and flight bundle from just $373. 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