Parole Vacation Packages

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Your Parole Vacation

Save time and energy on your travel planning with a Parole vacation package. A good neighborhood to stay in this fascinating city is Historic District, which is good for history and more. U.S. Naval Academy, Maryland State House and William Paca House are just a few of the many sights worth visiting during your trip to Parole. Don't delay your visit to this destination any longer. Your dream Parole vacation is a few quick clicks away with Expedia.

Top Parole Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 By Wyndham Baltimore Northwest

Super 8 By Wyndham Baltimore Northwest

2 out of 5
Woodlawn
Price was CA $1,347, price is now CA $944 per person
CA $944
per person
Sep 25 - Sep 30
found 12 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.2/10 Very good! (1,047 reviews)
It was a wonderful experience.

Reviewed on Jun 30, 2026

Salamander Washington DC

Salamander Washington DC

5 out of 5
Southwest
Price was CA $2,769, price is now CA $1,751 per person
CA $1,751
per person
Sep 2 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,106 reviews)
Great experience overall. Wonderful room - excellent bed, bathroom, amenities. Housekeeping missed the mark one just one day - But overall great place to stay

Reviewed on Jun 30, 2026

Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Price was CA $1,778, price is now CA $1,179 per person
CA $1,179
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,000 reviews)
The Sheraton is in a great location, we were there for a family wedding and close to everything. Parking was very easy on site (for a fee). There was no breakfast included so we didn’t make it down to the restaurant but there is a very convenient Starbucks in the lobby. The only negative I would say is when you get off the elevator on the floor it felt very humid and hot bc there seemed to always be someone doing laundry. Highly recommend

Reviewed on Jul 2, 2026

Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Price was CA $1,652, price is now CA $1,145 per person
CA $1,145
per person
Aug 21 - Aug 25
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (78 reviews)
Great place

Reviewed on Jul 1, 2026

DoubleTree Hotel Baltimore - BWI Airport

DoubleTree Hotel Baltimore - BWI Airport

4 out of 5
Price was CA $1,485, price is now CA $1,055 per person
CA $1,055
per person
Sep 17 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8.4/10 Very good! (1,168 reviews)
My first room, in B Tower, was a disaster... it was very musty, most of the plugs didn't work, and the AC unit was very loud. The bed was hard as slate. The kind staff moved me to another room in A tower. The air was much better, the plugs worked, but the AC was again very loud. The bathtub had random dirty brown water. I had to run the bath a few times to get clean water. It was, though, better than the first I was given. Other pros: TV system is better than most hotels, and the food at dinner downstairs is excellent. Staff were all very nice and helpful.

Reviewed on Jul 1, 2026

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Parole Hotel Deals

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 5 to Jul 6
CA $135
CA $154 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Check in was smooth, typical. Room was located on a wing away from the lobby which we liked b/c we could access directly from the parking lot. We were in and out a lot during our stay so that was nice. Room was clean with your usual amenities nothing outstanding. Bathroom again fairly clean but the ..."

Reviewed on Jul 1, 2026

DoubleTree by Hilton Hotel Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
The price is CA $162 per night from Jul 12 to Jul 13
CA $162
CA $185 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (1,009 reviews)
"Never stayed at a Crowne Plaza before, I was thoroughly impressed!"

Reviewed on Jul 2, 2026

Crowne Plaza Annapolis by IHG
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

3 out of 5
2600 Housley Road Annapolis MD
Fully refundable
The price is CA $147 per night from Jul 26 to Jul 27
CA $147
CA $167 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (1,038 reviews)
"Nothing really. There was not much going on"

Reviewed on Jul 1, 2026

Country Inn & Suites by Radisson, Annapolis, MD
See all 1,748 properties in Parole
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.
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Stay near popular Parole attractions

Westfield Annapolis Mall

8.8/10 (394 reviews)
During your trip to Parole, you can enjoy retail therapy at Westfield Annapolis Mall. Amble around the area's waterfront or attend a sporting event.
See properties

What to do in Parole

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

Annapolis: Historical Treasures of the City with Self-Guided Audio Tour

CA $14
per traveller
80% of travellers recommend
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
Ashes and Apparitions of Annapolis Ghost Tour

Ashes and Apparitions of Annapolis Ghost Tour

CA $44
per adult
100% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl

CA $42
per adult
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
See all activities in Parole

Frequently asked questions

How much does a Parole vacation package cost?
You'll find cheap prices from CA $944 on Expedia for your Parole break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Parole costs.
What are the cheapest months to go to Parole?
January, March and December are the best times to look for cheap Parole vacation packages. Travelling in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Parole?
Parole vacations can be as short or long as you like, but to get a real feel for this place, we'd say 2 days is about right. This will mean you can visit headline attractions like Westfield Annapolis Mall and Maryland Quiet Waters Park and track down some lesser-known spots. Don't forget to visit cool areas such as Historic District and Eastport either. If you're smart with your time, you can even schedule a day trip or two from Parole too.
Is it worth booking a vacation package to Parole?
Parole offers everything you need for an amazing escape. Begin your Parole vacation on a high note by visiting popular attractions like Westfield Annapolis Mall.
How to find the best Parole package deals?
Use Expedia's handy filters to find some fabulous Parole package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Parole package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Parole vacation as a package?
You can enjoy significant savings on your Parole break by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to view the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Parole?
Secure amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Parole getaway.
How to plan a trip to Parole?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Parole.
  2. Set a budget: Factor in costs like flights, food and transportation when calculating how much to save for your trip to Parole. Then, select a property that fits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Set the duration of your trip: Start by listing all the sights and activities you'd like to experience in Parole. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Parole vacation package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.