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Pleasant Beach Vacation Packages

Pleasant Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026

3 out of 5
Price was $597, price is now $499 per person
$499
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Stay at this guesthouse in Richmond Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Summit Golf & Country Club and Lake Wilcox Park are located nearby.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was $1,104, price is now $835 per person
$835
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Square One Shopping Centre and Lakefront Promenade Park are located nearby.
Sheraton Toronto Airport Hotel & Conference Centre

Sheraton Toronto Airport Hotel & Conference Centre

4 out of 5
Price was $1,267, price is now $966 per person
$966
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this golf hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Woodbine Racetrack and Casino Woodbine are located nearby.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Price was $699, price is now $555 per person
$555
per person
Jun 24 - Jun 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Square One Shopping Centre and Woodbine Racetrack are located nearby.
Planet Traveler Suite DT

Planet Traveler Suite DT

2 out of 5
Price was $1,552, price is now $1,286 per person
$1,286
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, an in-room espresso maker, and air conditioning. Popular attractions CF Toronto Eaton Centre and Rogers Centre are located nearby.
Palmerston Luxe Hotel

Palmerston Luxe Hotel

2 out of 5
Price was $1,346, price is now $1,126 per person
$1,126
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Rogers Centre and CN Tower are located nearby.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,711, price is now $1,082 per person
$1,082
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions CN Tower and Rogers Centre are located nearby.
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Price was $1,531, price is now $974 per person
$974
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Price was $1,593, price is now $1,023 per person
$1,023
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Popular attractions Rogers Centre and CN Tower are located nearby.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $1,125, price is now $837 per person
$837
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, room service, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Scotiabank Arena and CF Toronto Eaton Centre are located nearby.
Hilton Toronto/Markham Suites Conference Centre & Spa

Hilton Toronto/Markham Suites Conference Centre & Spa

4 out of 5
Price was $989, price is now $737 per person
$737
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this spa hotel in Markham. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Flato Markham Theatre and First Markham Place are located nearby.

3-4 Night Vacations in Pleasant Beach

Price found within the past 48 hours. Click for updated prices.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Price was $1,125, price is now $837 per person
$837
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,711, price is now $1,082 per person
$1,082
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Canopy By Hilton Toronto Yorkville

Canopy By Hilton Toronto Yorkville

4.5 out of 5
Downtown Toronto
Price was $1,531, price is now $974 per person
$974
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $1,593, price is now $1,023 per person
$1,023
per person
Jul 1 - Jul 5
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)

5-7 Night Vacations in Pleasant Beach

Price found within the past 48 hours. Click for updated prices.
Sandman Signature Mississauga Hotel

Sandman Signature Mississauga Hotel

4 out of 5
Northeast Mississauga
Price was $898, price is now $680 per person
$680
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Revery Toronto Downtown, Curio Collection by Hilton

Revery Toronto Downtown, Curio Collection by Hilton

4 out of 5
Downtown Toronto
Price was $2,317, price is now $1,421 per person
$1,421
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
The Sutton Place Hotel Toronto

The Sutton Place Hotel Toronto

4.5 out of 5
Downtown Toronto
Price was $2,070, price is now $1,542 per person
$1,542
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $1,104, price is now $835 per person
$835
per person
Jun 17 - Jun 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)

Pleasant Beach Last Minute Hotel Deals

Comfort Inn

Comfort Inn

2.5 out of 5
1 Hospitality Drive Fort Erie ON
Book a stay at this business-friendly hotel in Fort Erie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn
Oakes Hotel Overlooking the Falls

Oakes Hotel Overlooking the Falls

3.5 out of 5
6546 Fallsview Blvd Niagara Falls ON
Stay at this hotel in Niagara Falls. Enjoy a sauna, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in ...
Oakes Hotel Overlooking the Falls
Hilton Niagara Falls/Fallsview Hotel & Suites

Hilton Niagara Falls/Fallsview Hotel & Suites

4 out of 5
6361 Fallsview Blvd Niagara Falls ON
Book a stay at this business-friendly hotel in Niagara Falls. Enjoy 2 indoor pools, 4 restaurants, and a casino. Our guests praise the bar and the helpful staff ...
Hilton Niagara Falls/Fallsview Hotel & Suites
Holiday Inn Express & Suites Welland by IHG

Holiday Inn Express & Suites Welland by IHG

2.5 out of 5
224 Power Drive Welland ON
Book a stay at this business-friendly hotel in Welland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Holiday Inn Express & Suites Welland by IHG
Wyndham Grand Fallsview Hotel

Wyndham Grand Fallsview Hotel

4 out of 5
6455 Fallsview Blvd Niagara Falls ON
Book a stay at this business-friendly hotel in Niagara Falls. Enjoy free WiFi, 4 restaurants, and 2 hot tubs. Our guests praise the helpful staff and the clean ...
Wyndham Grand Fallsview Hotel
Hyatt Regency Niagara Falls Fallsview

Hyatt Regency Niagara Falls Fallsview

4 out of 5
6700 Fallsview Blvd Niagara Falls ON
Book a stay at this business-friendly hotel in Niagara Falls. Enjoy free WiFi, 2 restaurants, and 2 hot tubs. Our guests praise the restaurant and the helpful ...
Hyatt Regency Niagara Falls Fallsview
Sheraton Fallsview Hotel

Sheraton Fallsview Hotel

4 out of 5
5875 Falls Ave Niagara Falls ON
Book a stay at this spa hotel in Niagara Falls. Enjoy an outdoor pool, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in ...
Sheraton Fallsview Hotel
Niagara Falls Marriott on the Falls

Niagara Falls Marriott on the Falls

4 out of 5
6755 Fallsview Blvd Niagara Falls ON
Book a stay at this business-friendly hotel in Niagara Falls. Enjoy 2 coffee shops/cafes, breakfast (surcharge), and room service. Our guests praise the helpful ...
Niagara Falls Marriott on the Falls
See all 1,697 properties in Pleasant Beach
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.