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.
DoubleTree by Hilton Hotel St. Louis - Chesterfield

DoubleTree by Hilton Hotel St. Louis - Chesterfield

4 out of 5
Price was $553, price is now $461 per person
$461
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
7 indoor tennis courts, an indoor pool, and a gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool 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
Price was $713, price is now $558 per person
$558
per person
Feb 27 - Mar 2
found 1 day 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 $738, price is now $591 per person
$591
per person
Feb 27 - Mar 2
found 1 day 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.
The Cheshire

The Cheshire

4 out of 5
Price was $646, price is now $526 per person
$526
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
Hotel Saint Louis, Autograph Collection

Hotel Saint Louis, Autograph Collection

4 out of 5
Downtown St. Louis
Price was $652, price is now $545 per person
$545
per person
Feb 27 - Mar 2
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

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
$255 nightly
The price is $255 total per night
$255 total
Jan 4 - Jan 5
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
$236 nightly
The price is $247 total per night
$247 total
Jan 4 - Jan 5
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
$204 nightly
The price is $204 total per night
$204 total
Jan 4 - Jan 5
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
$218 nightly
The price is $218 total per night
$218 total
Jan 4 - Jan 5
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
Don't see what you're looking for?
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 $461. 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