Title: Annapolis Vacation Packages & Trips 2026 from CA $724 | Expedia.ca

[Annapolis Travel Guide](https://expedia.ca/Annapolis.dx6034082)[Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6034082.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6034082.Travel-Guide-VacationRentals)[Flights to Annapolis](https://expedia.ca/Cheap-Flights-To-Annapolis.d6034082.Travel-Guide-Flights)[Things to do in Annapolis](https://expedia.ca/Things-To-Do-In-Annapolis.d6034082.Travel-Guide-Activities)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d6034082.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6034082/a3002046-1aee-4bd3-be34-8475c830687e.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Annapolis Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

#### Your Annapolis Vacation

Book a custom vacation package to Annapolis and get ready to experience this fascinating city how you like. Consider spending time in the neighborhood of Historic District, which is good for history and tons more. If a sightseeing tour is part of the program during your trip to Annapolis, stop by leading attractions like [U.S. Naval Academy](https://www.expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction), [Maryland State House](https://www.expedia.ca/Maryland-State-House-Historic-District.d6077394.Vacation-Attraction) and [William Paca House](https://www.expedia.ca/William-Paca-House-Historic-District.d6077398.Vacation-Attraction). Check out Expedia's wide range of travel options and book your ideal vacation to Annapolis now.

## Top Annapolis Vacation Deals

Price found within the past 48 hours. Click for updated prices.

![SIXTY DC](https://images.trvl-media.com/lodging/113000000/112940000/112935000/112934988/de097099_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### SIXTY DC

Downtown Washington D.C.

CA $724

per person

Mar 5 - Mar 8

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

9.4/10 Exceptional! (76 reviews)

Awesome stay and friendly staff

Reviewed on Dec 13, 2025

![Baltimore executive Furnished rentals](https://images.trvl-media.com/lodging/111000000/110820000/110810400/110810356/7abc61ad_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Baltimore executive Furnished rentals

Downtown Baltimore

CA $1,019

per person

Feb 3 - Feb 10

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

8/10 Very Good! (2 reviews)

![DoubleTree by Hilton Baltimore North - Pikesville](https://images.trvl-media.com/lodging/1000000/20000/16300/16288/1e483187_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Baltimore North - Pikesville

CA $951

per person

Feb 3 - Feb 10

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

8/10 Very Good! (1,002 reviews)

The room was good- clean and smelled fresh. I could not check in on time. I waited till 4:15pm to check in which wasnt ideal. Hotel location was ok. Parking was limited. I did not feel like I got my money's worth.

Reviewed on Dec 13, 2025

![Riggs Washington DC](https://images.trvl-media.com/lodging/38000000/37200000/37192100/37192042/41fa239f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Riggs Washington DC

Downtown Washington D.C.

CA $915

per person

Mar 5 - Mar 8

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

9.2/10 Wonderful! (1,438 reviews)

Very clean and unique hotel. Centrally located.

Reviewed on Dec 21, 2025

![DoubleTree by Hilton Columbia](https://images.trvl-media.com/lodging/1000000/20000/17700/17692/0873b2bb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Columbia

Oakland Mills

CA $932

per person

Feb 3 - Feb 10

found 21 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Baltimore (BWI)

9/10 Wonderful! (1,001 reviews)

Extremely clean and superb customer service!

Reviewed on Dec 16, 2025

## Where to stay in Annapolis

Find the best Annapolis areas and neighborhoods for the activities you enjoy most. [Learn more about Annapolis](https://expedia.ca/Annapolis.dx6034082)

![Annapolis showing street scenes and a city as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/146000/146977-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic District

1 out of top 10 points of interest in this area

 Discover a well-preserved historic district with elements of the original town plan, featuring landmarks like the Maryland State House, St. Ann's Church, and Paca House and Gardens. The neighborhood features prestigious educational institutions like St. John's College and the U.S. Naval Academy. 

[Find hotel + flight trips in Historic District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Historic%20District&DestID=553248635976472706&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Eastport

 While visiting Eastport, you might make a stop by sights like Annapolis Maritime Museum and Annapolis Harbor. 

[Find hotel + flight trips in Eastport](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Eastport&DestID=553248635976473127&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Murray Hill

 While visiting Murray Hill, you might make a stop by sights like Spa Creek and Ballet Theater of Maryland. 

[Find hotel + flight trips in Murray Hill](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Murray%20Hill&DestID=553248635976473392&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Cape Saint Claire

 Boasting three marinas, multiple parks and beaches, Cape St. Claire offers a shopping center and various churches, with easy access to Annapolis and the Chesapeake Bay Bridge via U.S. Route 50\. 

[Find hotel + flight trips in Cape Saint Claire](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Cape%20Saint%20Claire&DestID=3000440447&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Maryland Quiet Waters Park showing a garden and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134444-Annapolis.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Hillsmere

 If you're spending some time in Hillsmere, Maryland Quiet Waters Park and Great Frogs Winery are top sights worth seeing. 

[Find hotel + flight trips in Hillsmere](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Hillsmere&DestID=553248635976473205&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Ready to book your vacation to Annapolis?

Choose your dates

## Annapolis Hotel Deals

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

Fully refundableReserve now, pay when you stay

CA $102

CA $116 total

Jan 4 - Jan 5, 2026

includes taxes & fees

8.6/10 Excellent! (1,024 reviews)

Overall great experience

Reviewed on Dec 23, 2025

[](https://expedia.ca/Hotel-Search?startDate=04%2F01%2F2026&endDate=05%2F01%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true&regionId=6034082)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

8.8/10 Excellent! (1,907 reviews)

Best place to stay is the main building

Reviewed on Dec 22, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=6034082)

[](https://expedia.ca/Hotel-Search?startDate=08%2F01%2F2026&endDate=09%2F01%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=6034082)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Fully refundable

CA $145

CA $165 total

Jan 25 - Jan 26, 2026

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Very clean room, breakfast was delicious and parking was safe On thing that bothered me though… I visited the gym three days in a row and all three days there were no wipes for the machines and nothing to clean the machines with. It a post-covid world that is not acceptable.

Reviewed on Dec 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=25%2F01%2F2026&endDate=26%2F01%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true&regionId=6034082)

[See all 556 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F12%2F2025&endDate=27%2F12%2F2025&regionId=6034082)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

### Discover the most popular places to visit in Annapolis

![U.S. Naval Academy featuring military items, interior views and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134417-Annapolis.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### U.S. Naval Academy

4.5/5(8 reviews)

See where future generations of Navy and Marine Corps officers are trained at this historic federal service academy within a former fort in Annapolis harbor.

[](https://expedia.ca/US-Naval-Academy-Annapolis.d6077390.Vacation-Attraction)

![Chesapeake Bay Bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253322-Chesapeake-Bay-Bridge.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chesapeake Bay Bridge

4.5/5(2 reviews)

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

[](https://expedia.ca/Chesapeake-Bay-Bridge-Annapolis.d6077400.Vacation-Attraction)

![Sandy Point State Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253523-Sandy-Point-State-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

[](https://expedia.ca/Sandy-Point-State-Park-Annapolis.d6163398.Vacation-Attraction)

### What to do in Annapolis

![Phantoms of Annapolis Ghost Tour By US Ghost Adventures](https://mediaim.expedia.com/localexpert/44904461/2bebaee9-ed7e-48e0-9f09-73c80ece8b0b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ashes and Apparitions of Annapolis Ghost Tour

CA $40

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/ashes-and-apparitions-of-annapolis-ghost-tour.a44904461.activity-details)

![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

CA $42

per adult

[](https://expedia.ca/things-to-do/annapolis-ghosts-spirits-spirits-haunted-pub-crawl.a48353835.activity-details)

![Food Tour Plate ](https://mediaim.expedia.com/localexpert/46405193/fcd4d961-b3fd-4595-8cb2-8aa4cdef6f43.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Historic Annapolis Food Tour

CA $110

per adult

[](https://expedia.ca/things-to-do/historic-annapolis-food-tour.a46405193.activity-details)

[See all activities in Annapolis](https://expedia.ca/things-to-do/search?rid=6034082)

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