Bailieboro Vacation Packages

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Your Bailieboro Vacation

Amazing adventures await when you lock in a vacation package to Bailieboro. Whether you're a history buff, foodie or just a traveler who appreciates new places, there's something for everyone in this exciting city. If your trip to Bailieboro includes some sightseeing, check out well-known attractions like Escape Maze, ZimArts Rice Lake Gallery and Squirrel Creek Conservation Area. Browse Expedia's wide range of travel options and start planning your dream vacation to Bailieboro now.

Top Bailieboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cribs On The Hill

Cribs On The Hill

4 out of 5
Price was CA $1,107, price is now CA $1,022 per person
CA $1,022
per person
Oct 10 - Oct 13
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Belleville (XVV)
9.2/10 Wonderful! (235 reviews)
The host was very nice and helpful with all our needs. The place was very clean

Reviewed on Aug. 21, 2025

Cribs on Main

Cribs on Main

3 out of 5
Price was CA $1,339, price is now CA $1,237 per person
CA $1,237
per person
Oct 10 - Oct 13
found 20 hours ago
Roundtrip flight included
Winnipeg (YWG) to Belleville (XVV)
9.8/10 Exceptional! (178 reviews)
The room was very modern and very clean. Property was well maintained. Would definitely come back.

Reviewed on Aug. 25, 2025

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Bailieboro Hotel Deals

Best Western Plus Cobourg Inn & Convention Centre

Best Western Plus Cobourg Inn & Convention Centre

2.5 out of 5
930 Burnham St, Cobourg, ON
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Sep 13 to Sep 14
CA $195
CA $221 total
Sep 13 - Sep 14
includes taxes & fees
Best Western Plus Cobourg Inn & Convention Centre
Port Hope Inn

Port Hope Inn

2.5 out of 5
Route 2211 County Road 28, Port Hope, ON
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Aug 31 to Sep 1
CA $135
CA $153 total
Aug 31 - Sep 1
includes taxes & fees
Port Hope Inn
Holiday Inn Peterborough-Waterfront, ON by IHG

Holiday Inn Peterborough-Waterfront, ON by IHG

3.5 out of 5
150 George St N, Peterborough, ON
Fully refundable
The price is CA $156 per night from Sep 21 to Sep 22
CA $156
CA $200 total
Sep 21 - Sep 22
includes taxes & fees
Holiday Inn Peterborough-Waterfront, ON by IHG
See all 252 properties in Bailieboro
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

Discover the most popular places to visit in Bailieboro

4th Line Theatre

You can make plans for a show at 4th Line Theatre during your stay in Millbrook. While in this family-friendly area, you can savor the top-notch restaurants.

4th Line Theatre

Keystone Links Golf and Country Club

Enjoy a round of golf in Cavan-Monaghan at Keystone Links Golf and Country Club. Amble around this family-friendly area's riverfront or attend a hockey game.

Keystone Links Golf and Country Club

Heron Landing Golf Club

Enjoy a round of golf in Cavan-Monaghan at Heron Landing Golf Club. Stroll along the riverfront or attend a hockey game in this family-friendly area.

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