Title: Highland Beach Vacation Packages & Trips 2026 from CA $827 | Expedia.ca

[Hotels in Highland Beach](https://expedia.ca/Highland-Beach-Hotels.d553248634998823058.Travel-Guide-Hotels)[Vacation Rentals in Highland Beach](https://expedia.ca/Highland-Beach-Vacation-Rentals.d553248634998823058.Travel-Guide-VacationRentals)[Highland Beach Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Beach.d553248634998823058.Car-Rental-Guide)

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# Highland Beach Vacation Packages

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#### Your Highland Beach Vacation

Planning your next adventure is a walk in the park with a Highland Beach vacation package. The neighborhood of Historic District, which is good for history, makes a terrific base to discover the delights of this unique city. Fill up your itinerary with tours of [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), some of the top attractions you really should see during your trip to Highland Beach. Whatever your travel plans or budget, putting together a tailored Highland Beach vacation is a piece of cake with Expedia.

## Top Highland Beach Vacation Deals

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

![Crowne Plaza College Park - Washington DC by IHG](https://images.trvl-media.com/lodging/1000000/30000/24400/24323/d62e82a1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Crowne Plaza College Park - Washington DC by IHG

CA $827

per person

May 14 - May 18

found 15 hours ago

Roundtrip flight included

Toronto (YTO) to Baltimore (BWI)

8.4/10 Very Good! (2,116 reviews)

I enjoyed my night stay, very comfortable environment.

Reviewed on Feb 16, 2026

![Sandaway Suites & Beach](https://images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/c47b7f6e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sandaway Suites & Beach

CA $1,210

per person

Apr 10 - Apr 14

found 15 hours ago

Roundtrip flight included

Toronto (YYZ) to Baltimore (BWI)

9.4/10 Exceptional! (155 reviews)

The Sandaway is a very peaceful and relaxing place to stay. We chose to stay there while attending the Waterfowl Festival in Easton. Oxford is a quiet town and we enjoyed coming back to the Sandaway to relax and watch the sunset over the river. We also loved the antique furniture in the common areas, as well as in our room. We had a room on the second floor with a porch overlooking the river. One night, it was fairly mild, so we kept the door open so we could hear the waves washing up to the shore. The owners are very nice and helpful, and work hard to ensure their guests are happy. We will definitely come back to stay here.

Reviewed on Nov 19, 2025

![Sheraton Baltimore North Hotel](https://images.trvl-media.com/lodging/1000000/20000/13900/13890/dc4fe95a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sheraton Baltimore North Hotel

CA $971

per person

May 9 - May 13

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Baltimore (BWI)

8.2/10 Very Good! (1,001 reviews)

Clean room. I didn't like that there was not a microwave in the room. Staff wasn't very knowledgeable about breakfast. Also didn't give information on where anything was at ex/ gym, pool, breakfast. It was still enjoyable.

Reviewed on Feb 17, 2026

![Renaissance Baltimore Harborplace Hotel](https://images.trvl-media.com/lodging/1000000/10000/10000/9973/26332e58_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Renaissance Baltimore Harborplace Hotel

Inner Harbor

CA $1,438

per person

Mar 27 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Baltimore (BWI)

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

Lovely hotel, convenient and accessible for what we needed. The walking distance to the stadium was very short. We stayed an extra day after the game, and it was pretty dull around the hotel. Not much is happening in November, but catching the Thanksgiving game was energetic.

Reviewed on Feb 17, 2026

![Marriott Owings Mills Metro Centre](https://images.trvl-media.com/lodging/68000000/67300000/67292300/67292291/ea8319b2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Marriott Owings Mills Metro Centre

CA $1,405

per person

Mar 27 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Baltimore (BWI)

9.2/10 Wonderful! (428 reviews)

Absolutely lovely hotel

Reviewed on Feb 2, 2026

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

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[Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_553248634998823058)

## Ready to book your vacation to Highland Beach?

Choose your dates

## Highland Beach Hotel Deals

![Sonesta ES Suites Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Sonesta ES Suites Annapolis

170 Admiral Cochrane Dr Edgewater MD

Fully refundableReserve now, pay when you stay

CA $124

CA $141 total

Mar 9 - Mar 10

includes taxes & fees

8.8/10 Excellent! (988 reviews)

Water would not get hot. Other than that it was perfect. Z

Reviewed on Feb 11, 2026

[](https://expedia.ca/Hotel-Search?startDate=09%2F03%2F2026&endDate=10%2F03%2F2026&selected=2982&PinnedHotelID=2982&HadPinnedHotel=true&regionId=553248634998823058)

![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 $221

CA $252 total

Mar 1 - Mar 2

includes taxes & fees

9.4/10 Exceptional! (1,005 reviews)

Nice room, enjoyed the hotel bar and restaurant and staff were friendly and helpful

Reviewed on Feb 16, 2026

[](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=846&PinnedHotelID=846&HadPinnedHotel=true&regionId=553248634998823058)

![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

9/10 Wonderful! (1,880 reviews)

Beautiful historic hotel in downtown Annapolis. Staff were great, hotel was very clean.

Reviewed on Feb 16, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=553248634998823058)

[](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=42068&PinnedHotelID=42068&HadPinnedHotel=true&regionId=553248634998823058)

[See all 1,227 properties in Highland Beach](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=18%2F02%2F2026&endDate=19%2F02%2F2026&regionId=553248634998823058)

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 Highland Beach

![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

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 Highland Beach

![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)

![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 $55

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 Highland Beach](https://expedia.ca/things-to-do/search?rid=553248634998823058)

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