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 $579, price is now $393 per person
$393
per person
Dec 19 - Dec 21
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) 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 $836, price is now $585 per person
$585
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) 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.
Courtyard by Marriott St. Louis Downtown/Convention Center

Courtyard by Marriott St. Louis Downtown/Convention Center

3 out of 5
Downtown St. Louis
Price was $956, price is now $686 per person
$686
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a business center, and a coffee shop are also offered.
Hampton Inn By Hilton St Louis Airport

Hampton Inn By Hilton St Louis Airport

2.5 out of 5
Woodson Terrace
Price was $808, price is now $583 per person
$583
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to St. Louis (STL)
Self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate freebies like continental breakfast, WiFi in public areas, and a roundtrip airport shuttle. Express check-in and express check-out are also provided.
Marriott St. Louis West

Marriott St. Louis West

3.5 out of 5
Price was $891, price is now $654 per person
$654
per person
Nov 11 - Nov 16
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) 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 and free WiFi in public areas. Enjoy the gym and perks like free self parking.

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 5 - Oct 6
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 5 - Oct 6
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 5 - Oct 6
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 5 - Oct 6
Total with taxes and fees
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
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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 $393. 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