Title: Annapolis Vacation Packages & Trips 2026 from CA $1,019 | 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.

![Malolo Bed and Breakfast](https://images.trvl-media.com/lodging/13000000/12460000/12453700/12453655/5285a7ab_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Malolo Bed and Breakfast

Southeast

CA $1,019

per person

May 14 - May 18

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

9.8/10 Exceptional! (74 reviews)

Jorge and Dave are excellent hosts and shared lots of dining and activity suggestions. We would stay again.

Reviewed on Jun 8, 2025

![Placemakr Dupont Circle](https://images.trvl-media.com/lodging/31000000/30300000/30293200/30293145/f6acc2d9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Placemakr Dupont Circle

Northwest

CA $1,588

per person

May 14 - May 18

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

8.4/10 Very Good! (750 reviews)

I had a great overall experience at this hotel. The room was very comfortable, clean, and well maintained, which made my stay relaxing and enjoyable. Good amenities and atmosphere. The only downside was the check-in process, which was delayed and took longer than expected. Overall, I would still recommend this hotel for its comfort and quality for long trips.

Reviewed on Mar 27, 2026

![Your DC Comfort Apartments](https://images.trvl-media.com/lodging/104000000/103930000/103920200/103920164/4e65d887_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Your DC Comfort Apartments

Groveton

CA $1,233

per person

May 14 - May 18

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

9.6/10 Exceptional! (4 reviews)

Parking was different but once I figured it out, everything from there was smooth.

Reviewed on Aug 25, 2025

![Charming DC Area Apartments](https://images.trvl-media.com/lodging/112000000/111540000/111532200/111532195/550e7680_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Charming DC Area Apartments

Groveton

CA $1,181

per person

May 14 - May 18

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

No reviews

![Thompson Washington D.C., by Hyatt](https://images.trvl-media.com/lodging/42000000/41510000/41504700/41504609/25e69fb6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Thompson Washington D.C., by Hyatt

Navy Yard

CA $1,824

per person

May 14 - May 18

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

9.2/10 Wonderful! (1,004 reviews)

It was truly a great stay

Reviewed on Mar 29, 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)

![Historic District](https://images.trvl-media.com/place/6034082/2b01751c-68de-4cfb-8793-7bb41aa7e0cc.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Historic District

2 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)

![Aerial view of colorful sailboat moorings and docks on Spa Creek, in historic downtown Annapolis Maryland on a fall day](https://images.trvl-media.com/place/553248635976473127/b398174a-daca-40f4-a397-3fb8131cb169.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)

![Aerial Panoramic View Annapolis Maryland State House Capital City](https://images.trvl-media.com/place/553248635976473392/a966ad13-e020-4793-8ec0-28b9baceedd9.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)

![Arundel on the Bay](https://images.trvl-media.com/place/553248635976475949/61cf5ce6-9cd3-4874-b58b-70899de17ca2.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Arundel on the Bay

 Former post village turned residential area, Arundel-on-the-Bay boasts a private beach, pier, boat ramp, and boat launch for community use, with the picturesque Thomas Point Lighthouse just a short boat ride away. 

[Find hotel + flight trips in Arundel on the Bay](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Arundel%20on%20the%20Bay&DestID=553248635976475949&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Beach chairs by Chesapeake Bay at Robert Morris Inn, Oxford, Maryland](https://images.trvl-media.com/place/553248635976473205/7ef36c40-395b-4d01-a365-bac3c392bbb1.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

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_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 $279

CA $318 total

Apr 12 - Apr 13

includes taxes & fees

9.4/10 Exceptional! (1,000 reviews)

Staff was great! Nick, Nicki, and Angela went above and beyond. We stayed in the cute PT boat room. They were a little noisy but comfortable. Down the street we had the best pizza called Timber that had a gluten free option with no cross contamination. Pizza place is a must while staying at the ...

Reviewed on Apr 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=12%2F04%2F2026&endDate=13%2F04%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true&regionId=6034082)

![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/e84869d1_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Historic Inns of Annapolis

58 State Circle Annapolis MD

Fully refundableReserve now, pay when you stay

CA $179

CA $252 total

Apr 19 - Apr 20

includes taxes & fees

9/10 Wonderful! (1,865 reviews)

Always love the Maryland Inn

Reviewed on Apr 3, 2026

[](https://expedia.ca/Hotel-Search?startDate=19%2F04%2F2026&endDate=20%2F04%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=6034082)

![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/0f404f98_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crowne Plaza Annapolis by IHG

173 Jennifer Rd Annapolis MD

Fully refundable

CA $159

CA $181 total

Apr 14 - Apr 15

includes taxes & fees

8.8/10 Excellent! (1,000 reviews)

The rooms are very comfortable and the hotel near a mall with a cinema multiplex. The night we stayed thete were groups of students that rose at 4 am on Monday morning making the corridor on the 2nd floor a bit noisy school break on calendar).

Reviewed on Mar 31, 2026

[](https://expedia.ca/Hotel-Search?startDate=14%2F04%2F2026&endDate=15%2F04%2F2026&selected=7668&PinnedHotelID=7668&HadPinnedHotel=true&regionId=6034082)

[See all 563 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=04%2F04%2F2026&endDate=05%2F04%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](https://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.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://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.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://images.trvl-media.com/place/6163398/25cdf98e-7f7f-4ea3-9c64-b269190b9929.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

![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 $41

per adult

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

![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/44904461/8f8fc7ed-806b-48a3-b59a-973b562911cf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Ashes and Apparitions of Annapolis Ghost Tour

CA $55

per adult

**100%** of travellers recommend

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

![Historic Annapolis Food Tour](https://mediaim.expedia.com/localexpert/46405193/a95ba50e-7ba4-4054-bcbc-b797bb1a5cb7.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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