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
Save 100% on your flight
Price was $683, price is now $375 per person
$375
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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
Save 100% on your flight
Price was $611, price is now $423 per person
$423
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was $560, price is now $417 per person
$417
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to St. Louis (STL)
The hotel's 24-hour gym, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.
Hotel Indigo St Louis - Central West End by IHG

Hotel Indigo St Louis - Central West End by IHG

3.5 out of 5
Central West End
Price was $601, price is now $464 per person
$464
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to St. Louis (STL)
This Art Deco hotel features 4 restaurants, a bar/lounge, and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Self parking, a coffee shop, and express check-in are also offered.
Home2 Suites by Hilton St. Louis Downtown

Home2 Suites by Hilton St. Louis Downtown

3 out of 5
Downtown West
Price was $507, price is now $398 per person
$398
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to St. Louis (STL)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. A snack bar/deli and a safe deposit box are also provided.

Top Annapolis hotels deals

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
Hillside Cabin #2 Annapolis, MO Black River

Hillside Cabin #2 Annapolis, MO Black River

Annapolis MO
$220 nightly
The price is $220 total per night
$220 total
Sep 11 - Sep 12
Total with taxes and fees
This cabin includes free WiFi in public areas and barbecue grills.
Kitchen
Pet friendly
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
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.
Hillside Cabin #3 Annapolis, MO Black River

Hillside Cabin #3 Annapolis, MO Black River

Annapolis MO
$201 nightly
The price is $201 total per night
$201 total
Sep 11 - Sep 12
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.

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.
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Frequently asked questions

How much are vacation packages to Annapolis?
You can score a fantastic hotel and flight bundle from just $375. 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

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