Title: Annapolis Vacation Packages & Trips 2026 from CA $845 | 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.

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Graduate by Hilton Annapolis

CA $845

per person

Apr 2 - Apr 6

found 2 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

9.4/10 Exceptional! (1,000 reviews)

Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on Dec 30, 2025

![Hilton Washington DC Capitol Hill](https://images.trvl-media.com/lodging/1000000/20000/11300/11216/da79e2b1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Washington DC Capitol Hill

Northwest

CA $1,009

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Baltimore (BWI)

9/10 Wonderful! (1,002 reviews)

Room was clean and staff was friendly

Reviewed on Jan 12, 2026

![Lyle Washington D.C.](https://images.trvl-media.com/lodging/1000000/10000/6700/6619/e9a034ed_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Lyle Washington D.C.

Northwest

CA $1,012

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Baltimore (BWI)

9.4/10 Exceptional! (1,603 reviews)

Friendly staff and excellent rooms

Reviewed on Jan 17, 2026

![The Georgetown House](https://images.trvl-media.com/lodging/18000000/17160000/17154200/17154105/14ddf067_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Georgetown House

Northwest

CA $862

per person

Apr 10 - Apr 13

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Baltimore (BWI)

9/10 Wonderful! (569 reviews)

Very clean and quiet place.

Reviewed on Jan 12, 2026

![Global Luxury Suites at Capitol Hill](https://images.trvl-media.com/lodging/84000000/83570000/83561700/83561623/babb4b37_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Global Luxury Suites at Capitol Hill

Northeast

CA $1,126

per person

Apr 3 - Apr 6

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Baltimore (BWI)

8.2/10 Very Good! (682 reviews)

That’s actually the only reason i gave a 4/5\. There wasn’t any staff. There was nobody we could ask questions or anything on site. Everything was only through phone.

Reviewed on Jan 12, 2026

## 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

1 out of top 10 points of interest in this area

 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 Ballet Theater of Maryland and Spa Creek. 

[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

![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 $147

CA $168 total

Feb 15 - Feb 16

includes taxes & fees

8.6/10 Excellent! (1,002 reviews)

The room was great and the staff was super nice.

Reviewed on Jan 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=15%2F02%2F2026&endDate=16%2F02%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true&regionId=6034082)

![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 $104

CA $118 total

Feb 8 - Feb 9

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Clean and we moved to a quiet room as well

Reviewed on Jan 8, 2026

[](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=3040&PinnedHotelID=3040&HadPinnedHotel=true&regionId=6034082)

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Graduate by Hilton Annapolis

126 West St Annapolis MD

Fully refundableReserve now, pay when you stay

CA $204

CA $232 total

Jan 26 - Jan 27

includes taxes & fees

9.2/10 Wonderful! (1,006 reviews)

Pleasant staff. Good location to walk to restaurants, shops.

Reviewed on Dec 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F01%2F2026&endDate=27%2F01%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true&regionId=6034082)

[See all 562 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F01%2F2026&endDate=19%2F01%2F2026&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

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

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 $44

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 $56

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 $109

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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