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Lester Beach Vacation Packages

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Lester Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Price was $918, price is now $838 per person
$838
per person
Nov 28 - Dec 1
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Club Regent Casino are located nearby.

Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Price was $1,321, price is now $1,126 per person
$1,126
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby.

Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park

3 out of 5
Price was $1,188, price is now $1,023 per person
$1,023
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Canada Life Centre and Polo Park are located nearby.

Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Price was $1,386, price is now $1,235 per person
$1,235
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.
Convenient

Reviewed on Oct 19, 2026

Wyndham Garden Winnipeg Airport

Wyndham Garden Winnipeg Airport

3 out of 5
Price was $1,549, price is now $1,383 per person
$1,383
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Stay at this hotel in Winnipeg. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.

Days Inn & Suites by Wyndham Winnipeg Airport Manitoba

Days Inn & Suites by Wyndham Winnipeg Airport Manitoba

2.5 out of 5
Price was $1,398, price is now $1,262 per person
$1,262
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.
There was nothing I didn’t like! But wishing I had made breakfast lol

Reviewed on Oct 19, 2026

Super 8 by Wyndham Winnipeg East MB

Super 8 by Wyndham Winnipeg East MB

2 out of 5
Price was $1,198, price is now $1,082 per person
$1,082
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Book a stay at this business-friendly motel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Canada Life Centre and Grand Prix Amusements are located nearby.
Awesome clean room very helpful and friendly staff ..

Reviewed on Oct 20, 2026

Victoria Inn Hotel and Convention Centre Winnipeg

Victoria Inn Hotel and Convention Centre Winnipeg

3 out of 5
Price was $1,102, price is now $1,006 per person
$1,006
per person
Dec 4 - Dec 9
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Polo Park and Canada Life Centre are located nearby.
Crayon scribbled all over the wall in the entrance of room. Mould in the shower door track. Then they charged me $550 for an apparent stain on a sheet. Waiting to speak to the manager as front desk had zero answers and first started to say it was for a sheet I asked housekeeping for at check in? Which never happened.

Reviewed on Oct 20, 2026

Lester Beach Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
Price was $918, price is now $838 per person
$838
per person
Nov 28 - Dec 1
found 22 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Canad Inns Destination Centre Fort Garry

Canad Inns Destination Centre Fort Garry

3 out of 5
Fort Garry
Price was $925, price is now $839 per person
$839
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Canad Inns Destination Centre Transcona

Canad Inns Destination Centre Transcona

3 out of 5
Transcona
Price was $902, price is now $838 per person
$838
per person
Nov 28 - Dec 1
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Sandman Signature Winnipeg Airport Hotel & Suites

Sandman Signature Winnipeg Airport Hotel & Suites

4 out of 5
St. James
Price was $1,003, price is now $946 per person
$946
per person
Nov 28 - Dec 1
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)

Lester Beach Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
Transcona
Price was $1,111, price is now $953 per person
$953
per person
Dec 4 - Dec 9
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Winnipeg (YWG)
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
Downtown Winnipeg
Price was $1,321, price is now $1,126 per person
$1,126
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Canad Inns Destination Centre Windsor Park

Canad Inns Destination Centre Windsor Park

3 out of 5
Windsor Park
Price was $1,188, price is now $1,023 per person
$1,023
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)
Canad Inns Destination Centre Polo Park

Canad Inns Destination Centre Polo Park

3 out of 5
Polo Park
Price was $1,386, price is now $1,235 per person
$1,235
per person
Nov 21 - Nov 28
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Winnipeg (YWG)

Top Flight Deals

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

Flair Airlines
Sat, Nov 28 - Fri, Dec 11
YVR
Vancouver Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$211 Roundtrip, just found
$211
Roundtrip
just found
Select Flair Airlines flight, departing Sat, Nov 28 from Vancouver Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Dec 11, priced at $211 just found
Flair Airlines
Thu, Dec 17 - Fri, Dec 25
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$228 Roundtrip, found 2 hours ago
$228
Roundtrip
found 2 hours ago
Select Flair Airlines flight, departing Thu, Dec 17 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Dec 25, priced at $228 found 2 hours ago
Air Canada
Tue, Dec 15 - Wed, Dec 16
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$319 Roundtrip, found 5 hours ago
$319
Roundtrip
found 5 hours ago
Select Air Canada flight, departing Tue, Dec 15 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, Dec 16, priced at $319 found 5 hours ago
WestJet
Tue, Dec 15 - Thu, Dec 24
YOW
Macdonald-Cartier Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$381 Roundtrip, found 4 hours ago
$381
Roundtrip
found 4 hours ago
Select WestJet flight, departing Tue, Dec 15 from Macdonald-Cartier Intl. to Winnipeg James Armstrong Richardson Intl., returning Thu, Dec 24, priced at $381 found 4 hours ago