---
title: "New Windsor Vacation Packages & Trips 2026 from CA $881 | Expedia"
description: "FREE cancellation on select hotels Bundle New Windsor flight and hotel to build your own New Windsor vacation package & you can 𝘀𝗮𝘃𝗲 with Expedia! Choose from thousands of New Windsor holiday trips & travel deals."
canonical: "https://www.expedia.ca/New-Windsor.d6122933.Destination-Travel-Guides"
language: en-CA
market: CA
currency: CAD
prices_as_of: 2026-11-14T17:35:28Z
---

# New Windsor Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ## Plan, book, travel with confidence
- ### Better together
Save up to CA $4,200 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 New Windsor Vacation

Food, history, entertainment and more … There's so much to discover with a New Windsor vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. Make sure to spend some time sightseeing during your trip to New Windsor. [Old Westminster Winery](https://www.expedia.ca/Old-Westminster-Winery-New-Windsor.d553248621561182366.Vacation-Attraction) and [Elk Run Vineyards](https://www.expedia.ca/Elk-Run-Vineyards-Mount-Airy.d6091699.Vacation-Attraction) are some favorite places to check out. Whoever you're escaping with and whatever your bank balance, your dream New Windsor vacation is just a few clicks away with Expedia.

## Top New Windsor vacation deals

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A bar area with stools, a counter, and shelves with bottles.](https://images.trvl-media.com/lodging/129000000/128880000/128878500/128878499/4d58c1fa.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern breakfast bar with a variety of food items and beverages, surrounded by shelves with books and decorative items.](https://images.trvl-media.com/lodging/129000000/128880000/128878500/128878499/6828cef5.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 25 - Dec 31**

### [citizenM Washington DC Georgetown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=128878499&dealMarker=&paandie=true&cabinClass=e)
Northwest
6 nights

**9.0/10** \- Wonderful (218 reviews)
"As this was my first trip, I worried a lot about choosing the right place to stay. But this hotel gave me such a comfortable and restful stay. Everything was spotless, I had everything I needed, and I couldn’t have been happier with my experience. If I visit Washington, D.C. again, I will definitely choose this hotel. I would like to express my heartfelt thanks once again to the management for maintaining such high standards, to the housekeeping team for the care and dedication they put into..."
Reviewed November 14, 2026
Roundtrip • Halifax (YHZ) - Baltimore (BWI)
YHZ - DCA • 1 stop IAD - YHZ • 1 stop
[~~CA $1,228~~](https://www.expedia.ca/)

**CA $881**
per traveller
found 1 day ago
- ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/b59a239c.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![Outdoor seating with wicker chairs and tables, blue awnings, and hanging lights.](https://images.trvl-media.com/lodging/1000000/860000/856600/856597/ded8616b.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 25 - Dec 31**

### [Sofitel Washington DC Lafayette Square + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=856597&dealMarker=&paandie=true&cabinClass=e)
Downtown Washington D.C.
6 nights

**9.0/10** \- Wonderful (1,286 reviews)
Roundtrip • Halifax (YHZ) - Baltimore (BWI)
YHZ - DCA • 1 stop IAD - YHZ • 1 stop
[~~CA $2,003~~](https://www.expedia.ca/)

**CA $1,295**
per traveller
found 1 day ago
- ![A modern hotel entrance with a glass canopy, large windows, and potted plants.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/9d56ef4f.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern interior with a fireplace, seating area, and staircase leading to upper levels.](https://images.trvl-media.com/lodging/1000000/480000/470900/470863/25821c34.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 25 - Dec 31**

### [Eurostars Saint Gregory Dupont Circle Georgetown + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=470863&dealMarker=&paandie=true&cabinClass=e)
Downtown Washington D.C.
6 nights

**8.6/10** \- Excellent (1,002 reviews)
Roundtrip • Halifax (YHZ) - Baltimore (BWI)
YHZ - DCA • 1 stop IAD - YHZ • 1 stop
[~~CA $1,425~~](https://www.expedia.ca/)

**CA $964**
per traveller
found 1 day ago
- ![A spacious living area with a large window, a sofa, a coffee table, and a TV.](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/fea78b04.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A person holding a drink with a slice of fruit, sitting on a deck with a view of a marina and boats.](https://images.trvl-media.com/lodging/17000000/16030000/16024200/16024166/bde033bd.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 25 - Dec 31**

### [InterContinental Washington D.C. - The Wharf by IHG + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=16024166&dealMarker=&paandie=true&cabinClass=e)
The Wharf
6 nights

**9.4/10** \- Exceptional (1,232 reviews)
"This is an exelent hotel and great service"
Reviewed November 13, 2026
Roundtrip • Halifax (YHZ) - Baltimore (BWI)
YHZ - DCA • 1 stop IAD - YHZ • 1 stop
[~~CA $1,847~~](https://www.expedia.ca/)

**CA $1,334**
per traveller
found 1 day ago
- ![A large, multi-story hotel with a classic architectural style, featuring a prominent entrance and a well-lit facade.](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/16925b43.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A spacious living room with two sofas, a chandelier, a flat-screen TV, and large windows offering city views.](https://images.trvl-media.com/lodging/2000000/1050000/1044300/1044257/730ddaab.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Dec 25 - Dec 31**

### [The Potomac Hotel, Autograph Collection + Flight](https://www.expedia.ca/go/package/search/FlightHotel/2026-12-25/2026-12-31/?FromAirport=YHZ&Destination=BWI&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1044257&dealMarker=&paandie=true&cabinClass=e)
Southwest
6 nights

**9.4/10** \- Exceptional (1,065 reviews)
Roundtrip • Halifax (YHZ) - Baltimore (BWI)
YHZ - DCA • 1 stop IAD - YHZ • 1 stop
[~~CA $1,738~~](https://www.expedia.ca/)

**CA $1,288**
per traveller
found 1 day ago

## Discover the most popular places to visit in New Windsor

### Old Westminster Winery

Rating: 6.8/10 (11 reviews)

You can enjoy a tasting or tour at Old Westminster Winery during your travels to New Windsor. While in this family-friendly area, you can enjoy the restaurants.

[See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621561182366)

## New Windsor Hotel Deals

### [Sunday Morning at Savannahs](https://www.expedia.ca/New-Windsor-Hotels-Sunday-Morning-At-Savannahs.h133957088.Hotel-Information)

![A cozy indoor seating area with wooden tables and chairs, a bookshelf, and a large window with a view of greenery outside.](https://images.trvl-media.com/lodging/134000000/133960000/133957100/133957088/9bc612f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 111 South Springdale Avenue, New Windsor, New Windsor, MD, 21776, US
- Location: 1 km from New Windsor
- Star rating: 4/5
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: CA $245, CA $286 total, includes taxes & fees, Nov 17 - Nov 18
- Review: We had a girls night here. Everything was excellent. It was a beautiful facility. It has lots of charming character. You feel like you have simply left home and went to stay at your grandmother's house, which is a very good thing In my book I felt right at home. When we arrived there were snacks and fresh baked chocolate chip cookies water The owner was very accommodating and pleasant. Everything was great. Food and accommodations highly recommend. Definitely plan to go back

### [Best Western Westminster Hotel](https://www.expedia.ca/Frederick-Hotels-Best-Western-Westminster-Hotel.h5535.Hotel-Information)

![A spacious living room with a central fireplace, large windows, and a view of the outside.](https://images.trvl-media.com/lodging/1000000/10000/5600/5535/6d07b7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 451 WMC Drive, Westminster, MD, 21158, US
- Location: 9.8 km from New Windsor
- Star rating: 2.5/5
- Guest rating: 8.6/10 (Excellent, 1001 reviews)
- Price: CA $166, CA $184 total, includes taxes & fees, Nov 29 - Nov 30
- Review: The room was clean and comfortable. The staff was friendly and courteous. No complaints.

### [Days Inn by Wyndham Westminster](https://www.expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Westminster.h4343.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/1000000/10000/4400/4343/6a9c7c07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 25 South Cranberry Road, Westminster, MD, 21157, US
- Location: 11.4 km from New Windsor
- Star rating: 2/5
- Guest rating: 7.2/10 (Good, 1000 reviews)
- Price: CA $104, CA $115 total, includes taxes & fees, Dec 13 - Dec 14

### [Boston Inn](https://www.expedia.ca/Frederick-Hotels-Boston-Inn.h1219619.Hotel-Information)

![A hotel room with a large bed, two bedside lamps, a painting on the wall, and towels arranged on the bed.](https://images.trvl-media.com/lodging/2000000/1220000/1219700/1219619/8c5df3ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 533 Baltimore Blvd, Westminster, MD, 21157, US
- Location: 11.4 km from New Windsor
- Star rating: 2/5
- Guest rating: 5.6/10 (1000 reviews)
- Price: CA $105, CA $117 total, includes taxes & fees, Dec 1 - Dec 2
- Review: Where do I start? Cigarette burn holes in the blankets, or the dangling wires where the smoke alarm wasn’t. Perhaps the tiled shower holes, or the exposed fixtures that added the charm. The proprietor tried to charge me again- even though they found me in their system.

### [SpringHill Suites by Marriott Frederick](https://www.expedia.ca/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information)

![A rooftop terrace with outdoor seating, a fire pit, and a view of the sunset over a mountainous landscape.](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 111 Byte Drive, Frederick, MD, 21702, US
- Location: 27.2 km from New Windsor
- Star rating: 2.5/5
- Guest rating: 9.4/10 (Exceptional, 973 reviews)
- Price: CA $166, CA $184 total, includes taxes & fees, Dec 6 - Dec 7

### [Country Inn & Suites by Radisson, Frederick, MD](https://www.expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information)

![A Country Inn & Suites building with a stone entrance, large windows, and a sign above the door.](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/50409ffb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 5579 Spectrum Dr, Frederick, MD, 21703, US
- Location: 31 km from New Windsor
- Star rating: 3/5
- Guest rating: 8.2/10 (Very good, 1380 reviews)
- Price: CA $126, CA $139 total, includes taxes & fees, Dec 5 - Dec 6
- Review: Staff was incredibly friendly and the hotel was small and was very quiet throughout the night.

### [Holiday Inn Express and Suites Gettysburg by IHG](https://www.expedia.ca/Gettysburg-Hotels-Holiday-Inn-Express-And-Suites-Gettysburg.h19561848.Hotel-Information)

![A Holiday Inn Express & Suites with a covered entrance and stone pillars.](https://images.trvl-media.com/lodging/20000000/19570000/19561900/19561848/20ce9dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1871 Gettysburg Village Drive, Gettysburg, PA, 17325, US
- Location: 29.1 km from New Windsor
- Star rating: 2.5/5
- Guest rating: 9.2/10 (Wonderful, 1002 reviews)
- Price: CA $141, CA $157 total, includes taxes & fees, Dec 13 - Dec 14

### [Hampton Inn & Suites Frederick-Fort Detrick](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information)

![A Hampton Inn & Suites hotel with a modern facade, large columns, and a well-lit entrance.](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1565 Opossumtown Pike, Frederick, MD, 21702, US
- Location: 28.5 km from New Windsor
- Star rating: 2.5/5
- Guest rating: 8.8/10 (Excellent, 1000 reviews)
- Price: CA $156, CA $174 total, includes taxes & fees, Dec 6 - Dec 7
- Review: It was clean, comfortable, and breakfast was better than expected for a continental breakfast. From my understanding, the menu varies day to day but I only had it for one morning. There was cheese and southwestern style omelets plus the usual stuff (yogurt. cereal, pastries, juice, fruit, waffle station). The staff was limited but when they were available, they were very helpful and friendly. Would stay again.

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.

[See all properties in New Windsor](https://www.expedia.ca/Hotel-Search?startDate=2026-11-28&endDate=2026-11-29&regionId=6122933&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Frequently Asked Questions

### How much does a New Windsor vacation package cost?

You can pick up a vacation package to this top destination from CA $881 on Expedia. But how much your vacation to New Windsor costs will depend on factors like the length of stay, hotel choice and season.

### What are the cheapest months to go to New Windsor?

If you'd like to snag a cheap New Windsor vacation package, consider travelling in January, February and April. You'll usually find better prices on airfares and hotels during these months — perfect for a budget-friendly getaway.

### How many days is enough for New Windsor?

Usually, a handful of days is enough to check out the top attractions during your New Windsor vacation. However, if you want to have more time to relax or go on day tours, consider extending your trip.

### How to find the best New Windsor package deals?

Begin your search for a New Windsor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect New Windsor package deal right away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your New Windsor getaway off to a flying start.

### Is it cheaper to book a New Windsor vacation as a package?

You can enjoy significant savings on your New Windsor escape by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.

### When to book a vacation package to New Windsor?

If you've got your New Windsor vacation dates finalized, book as early as you can to bag some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous adventures? Our last-minute deals are ideal for travelling on a whim.

### How to plan a trip to New Windsor?

1. Choose your travel dates: The things you want to do in New Windsor and your preferred season can help you decide when to go.
2. Calculate your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will probably be the biggest expense during your trip to New Windsor.
3. Decide your trip length: Think about how much time you want to spend discovering New Windsor. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a New Windsor vacation package that brings all your bookings together.

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

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