Middleton Vacation Packages

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Your Middleton Vacation

Our vacation packages to Middleton give you endless opportunities to immerse yourself in new sights, sounds and activities. And with all of the travel arrangements worked out, you can chill out and enjoy your city break in the way that you deserve. If your trip to Middleton includes some sightseeing, hit up major attractions such as Tatamagouche Provincial Park, Tatamagouche Centre and Balmoral Grist Mill. Whoever you're heading away with and whether your budget is big or small, your ultimate Middleton vacation is just a few clicks away with Expedia.

Top Middleton Vacation Deals

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

The Great George

5 out of 5
Downtown Charlottetown
Price was CA $963, price is now CA $885 per person
CA $885
per person
Jan 13 - Jan 16
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
9.6/10 Exceptional! (1,006 reviews)
Historic property with an old time feel in the downtown of Charlottetown. The atmosphere in the lobby make you want to stay and chat with friends or curl up with a good book in front of the fireplace while enjoying a glass of wine or beer from the bar. Breakfast has a vast array of options to meet any dietary need. Highly recommend.

Reviewed on Nov 4, 2026

What a View Cheticamp

What a View Cheticamp

2 out of 5
Price was CA $2,488, price is now CA $1,993 per person
CA $1,993
per person
Dec 26 - Jan 2
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
7.6/10 Good! (121 reviews)

Skyline Terrace Cottages

Skyline Terrace Cottages

3 out of 5
Price was CA $1,408, price is now CA $1,259 per person
CA $1,259
per person
Dec 24 - Dec 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown Alexander B. Campbell Airport (YYG)
7.4/10 Good! (44 reviews)
Clean room and fit for family,

Reviewed on Aug 31, 2026

The Sydney Boutique Inn

The Sydney Boutique Inn

5 out of 5
Downtown Charlottetown
Price was CA $1,362, price is now CA $1,218 per person
CA $1,218
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottetown Alexander B. Campbell Airport (YYG)
9.8/10 Exceptional! (1,006 reviews)

Island Sunset Resort

Island Sunset Resort

2 out of 5
Price was CA $1,881, price is now CA $1,690 per person
CA $1,690
per person
Jan 12 - Jan 19
found 20 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Charlottetown Alexander B. Campbell Airport (YYG)
6.6/10 (64 reviews)

Ready to book your vacation to Middleton?

 

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Middleton Hotel Deals

Smith Rock Chalets & Retreat

Smith Rock Chalets & Retreat

3 out of 5
310 Fitzpatrick Mountain Road Scotsburn NS
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Nov 23 to Nov 24
CA $129
CA $151 total
Nov 23 - Nov 24
includes taxes & fees
Smith Rock Chalets & Retreat
Fox Harb' r Resort

Fox Harb' r Resort

4 out of 5
1337 Fox Harbour Road Fox Harbour NS
The price is CA $329 per night from Nov 8 to Nov 9
CA $329
CA $408 total
Nov 8 - Nov 9
includes taxes & fees
9.4/10 Exceptional! (147 reviews)
"A consistent 5 star experience that literally never disappoints. We cannot wait to return to this stellar gem. Our annual visit always somehow manages to be better than the last and this year was no exception. Much thanks to the entire Fox Harb'r framily for facilitating yet another stay full of ..."

Reviewed on Oct 29, 2026

Fox Harb' r Resort
Riverfront Chalet in Tatamagouche. Fireplace, Firepit, BBQ + Soaker Tub

Riverfront Chalet in Tatamagouche. Fireplace, Firepit, BBQ + Soaker Tub

Waughs River NS
Fully refundable
The price is CA $221 per night from Nov 9 to Nov 10
CA $221
CA $334 total
Nov 9 - Nov 10
includes taxes & fees
10/10 Exceptional! (17 reviews)
"This property exceeded expectations. Fireplace was the best focal point of the space, allowing comfort, relaxation and socializing. Climate control very appropriate for our 4 seasons (infloor heat and ductless heat pump). Great beds, exceptionally stocked kitchen, and we enjoyed the added touch of ..."

Reviewed on Nov 2, 2026

Riverfront Chalet in Tatamagouche. Fireplace, Firepit, BBQ + Soaker Tub
See all 52 properties in Middleton
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Middleton vacation package cost?
Offering excellent value package deals from CA $885 on Expedia, you'll be thrilled with how little a vacation to Middleton costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Middleton?
January, February and November are great times to search for cheap Middleton vacation packages. Opting to travel in quieter months means you'll typically find better prices on accommodations and flights.
How many days is enough for Middleton?
With a well-planned itinerary, you can easily visit the main Middleton sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Middleton vacation for longer.
How to find the best Middleton package deals?
Use Expedia's filter tool to find some terrific Middleton package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Middleton package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Middleton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Middleton vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Middleton?
If you've got your Middleton vacation dates confirmed, book as early as you can to score some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Middleton?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Middleton.
  2. Set a budget: Factor in costs like food, flights and transportation when calculating how much to put aside for your trip to Middleton. Then, choose a hotel that suits your budget, whether that's an economical option or a swankier retreat.
  3. Decide how long to go away for: Now that you're up to speed on Middleton, you can figure out the right length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Middleton 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.