Title: Annapolis Vacation Packages & Trips 2026 from CA $1,059 | 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.

![Hyatt Place Baltimore Inner Harbor](https://images.trvl-media.com/lodging/9000000/8850000/8842100/8842065/ea4ccb77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hyatt Place Baltimore Inner Harbor

Harbor East

CA $1,059

per person

May 21 - May 24

found 18 hours ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

8.4/10 Very Good! (2,459 reviews)

Pool was down for the 2 days we stayed and the elevators also went down for a couple off hours and we had to walk down and up over 6 flights of stairs

Reviewed on Mar 16, 2026

![The Westin Annapolis](https://images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/73550aaf_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Annapolis

CA $2,014

per person

Apr 21 - Apr 27

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

8.8/10 Excellent! (1,003 reviews)

Staff was awesome, shout out to Elena for all the help .

Reviewed on Feb 17, 2026

![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/ca081b22_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Graduate by Hilton Annapolis

CA $1,880

per person

Apr 21 - Apr 27

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

9.4/10 Exceptional! (1,005 reviews)

The hotel has cute and trendy decor. It’s located centrally nearby many restaurants and coffee shops around. Our room was clean and spacious. Check in was easy and on point. We had no issues with this hotel. This is my second Graduate hotel that I’m staying in and they are very efficient.

Reviewed on Mar 16, 2026

![Pendry Baltimore](https://images.trvl-media.com/lodging/18000000/17400000/17395900/17395897/89cd8abe_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pendry Baltimore

Fells Point

CA $1,561

per person

Apr 30 - May 3

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Baltimore (BWI)

9.4/10 Exceptional! (1,000 reviews)

One of best hotels I’ve stayed in. Staff, the rooms, and hotel bars are top notch!

Reviewed on Mar 11, 2026

![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/be920909_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### DoubleTree by Hilton Hotel Annapolis

CA $1,149

per person

Apr 21 - Apr 27

found 21 hours ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

8.6/10 Excellent! (1,019 reviews)

Very courteous staff. Beds were amazing. Nice meeting rooms and gym.

Reviewed on Mar 16, 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)

![Beautiful troll downtown Annapolis...
#Adventure](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)

![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)

![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 $233

CA $266 total

Mar 29 - Mar 30

includes taxes & fees

9.4/10 Exceptional! (1,003 reviews)

The hotel has cute and trendy decor. It’s located centrally nearby many restaurants and coffee shops around. Our room was clean and spacious. Check in was easy and on point. We had no issues with this hotel. This is my second Graduate hotel that I’m staying in and they are very efficient.

Reviewed on Mar 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=846&PinnedHotelID=846&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 $151

CA $172 total

Mar 22 - Mar 23

includes taxes & fees

8.8/10 Excellent! (1,005 reviews)

Clean room

Reviewed on Mar 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=7668&PinnedHotelID=7668&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 $151

CA $218 total

Apr 2 - Apr 3

includes taxes & fees

9/10 Wonderful! (1,879 reviews)

The elevator was not working the entire time.

Reviewed on Mar 13, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F04%2F2026&endDate=03%2F04%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=6034082)

[See all 556 properties in Annapolis](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F03%2F2026&endDate=19%2F03%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://images.trvl-media.com/place/6077390/365a14c8-731b-4cc4-a5d7-9baf0c5edd8f.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://images.trvl-media.com/place/6077400/4ff5201a-adee-46de-8435-a690e768b273.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://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)

![From haunted harbors to pirate hideouts, the ghosts of Annapolis await.](https://mediaim.expedia.com/localexpert/44904461/12092537-06cc-4c98-a49b-545e7c52b2fd.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)

![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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