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Bolton Vacation Packages

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Bolton Flight + Hotel Packages

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

The Waterside Inn

3.5 out of 5
Price was $780, price is now $561 per person
$561
per person
Jul 31 - Aug 4
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.
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $1,673, price is now $1,094 per person
$1,094
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Price was $1,656, price is now $1,111 per person
$1,111
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Casa Loma and CF Toronto Eaton Centre are located nearby.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Price was $1,098, price is now $767 per person
$767
per person
Aug 8 - Aug 11
found 12 hours ago
Roundtrip non-stop flight included
Washington (IAD) 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.
124 on Queen Hotel & Spa

124 on Queen Hotel & Spa

4 out of 5
Save 100% on your flight
Price was $1,527, price is now $1,111 per person
$1,111
per person
Sep 21 - Sep 25
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this spa hotel in Niagara-on-the-Lake. Enjoy a full-service spa, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shaw Festival Theatre and Jackson-Triggs Winery are located nearby.
Cambridge Suites Toronto

Cambridge Suites Toronto

4 out of 5
Price was $1,105, price is now $821 per person
$821
per person
Aug 8 - Aug 11
found 12 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Price was $959, price is now $717 per person
$717
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Washington (IAD) 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.
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Price was $789, price is now $597 per person
$597
per person
Sep 21 - Sep 25
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
Book a stay at this business-friendly apartment in Thorold. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Niagara Regional Fairgrounds and Seaway Mall are located nearby.

Bolton Vacation Packages 3-4 Night Stays

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

The Waterside Inn

3.5 out of 5
Port Credit
Price was $780, price is now $561 per person
$561
per person
Jul 31 - Aug 4
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,673, price is now $1,094 per person
$1,094
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Toronto (YYZ)
The Hazelton Hotel Toronto

The Hazelton Hotel Toronto

5 out of 5
Old Toronto
Price was $1,656, price is now $1,111 per person
$1,111
per person
Sep 3 - Sep 6
found 1 day 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 $1,098, price is now $767 per person
$767
per person
Aug 8 - Aug 11
found 12 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Toronto (YYZ)

Bolton Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Price was $1,386, price is now $941 per person
$941
per person
Aug 12 - Aug 18
found 7 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 $2,383, price is now $1,421 per person
$1,421
per person
Sep 14 - Sep 20
found 4 hours ago
Roundtrip non-stop flight included
Washington (IAD) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $3,488, price is now $2,096 per person
$2,096
per person
Aug 14 - Aug 21
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Toronto (YYZ)
TOOR Hotel Toronto, part of JdV by Hyatt

TOOR Hotel Toronto, part of JdV by Hyatt

4 out of 5
Downtown Toronto
Price was $1,846, price is now $1,241 per person
$1,241
per person
Aug 14 - Aug 21
found 17 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Toronto (YYZ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flair Airlines
Tue, Sep 8 - Tue, Sep 15
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$269 Roundtrip, found 1 hour ago
$269
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Tue, Sep 8 from Abbotsford Intl. to Pearson Intl., returning Tue, Sep 15, priced at $269 found 1 hour ago
Flair Airlines
Tue, Sep 8 - Tue, Sep 15
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$304 Roundtrip, found 1 hour ago
$304
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Tue, Sep 8 from Vancouver Intl. to Pearson Intl., returning Tue, Sep 15, priced at $304 found 1 hour ago
WestJet
Thu, Nov 19 - Tue, Nov 24
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$396 Roundtrip, found 21 hours ago
$396
Roundtrip
found 21 hours ago
Select WestJet flight, departing Thu, Nov 19 from Los Angeles Intl. to Pearson Intl., returning Tue, Nov 24, priced at $396 found 21 hours ago
Porter Airlines
Tue, Jul 7 - Thu, Jul 23
YVR
Vancouver Intl.
YHM
John C. Munro Hamilton Intl.
$414 Roundtrip, found 14 hours ago
$414
Roundtrip
found 14 hours ago
Select Porter Airlines flight, departing Tue, Jul 7 from Vancouver Intl. to John C. Munro Hamilton Intl., returning Thu, Jul 23, priced at $414 found 14 hours ago