Rutland Vacation Packages
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Top Rutland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Price was CA $1,338, price is now CA $701 per person
CA $701
per person
Jun 6 - Jun 13
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (1,633 reviews)
Lovely resort and wonderful service. Renovated rooms are beautiful
Reviewed on Apr 26, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $1,634, price is now CA $758 per person
CA $758
per person
Jun 6 - Jun 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,243 reviews)
Stay was great, it was smaller than what was pictured but still enough for the three of us. We were looking forward to the free transportation to Universal however it only runs a few hours in am and pm(odd times) and had to reserve 24hours in advance, which didn’t not work for us. So we had to pay for parking at the parks which house hours would’ve been mentioned beforehand.
Reviewed on Apr 22, 2026
Westgate Blue Tree Resort in Lake Buena Vista
Price was CA $1,459, price is now CA $782 per person
CA $782
per person
Jun 6 - Jun 13
found 8 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
This was our first stay here and it was wonderful. We had a ground level 1 bedroom next to one of the 4 pools. Our room came with a pull out couch, queen or king bed, washer + dryer and kitchen and patio. Everything we could ever need. Lots of towels which we washed when needed. We used the heated pools most. The hotel is close to alot of stores ect. We would deff stay again it was very clean, updated and lots of pools for the kids.
Reviewed on Apr 24, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was CA $1,780, price is now CA $1,007 per person
CA $1,007
per person
Jul 2 - Jul 9
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (457 reviews)
Hotel was decent for the price. Room was clean. Breakfast was chaotic.
Reviewed on Apr 26, 2026
Rutland Hotel Deals
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from May 17 to May 18
CA $165
CA $177 total
May 17 - May 18
includes taxes & fees
9.8/10 Exceptional! (1,166 reviews)
Did not have the Breakfast or go to the bar
Reviewed on Apr 26, 2026
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
The price is CA $159 per night from May 3 to May 4
CA $159
CA $170 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,387 reviews)
The property was great. Rooms were clean and comfortable. Located central to all restaurants and entertainment in Sumpter Landing.
Reviewed on Apr 27, 2026
Holiday Inn Express & Suites Wildwood The Villages by IHG
928 East State Road 44 Wildwood FL
Fully refundable
The price is CA $133 per night from May 4 to May 5
CA $133
CA $142 total
May 4 - May 5
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
Staff was great, rooms were ok. The need some updating or deep cleaning. There were stains on our top sheet, stains on the carpet and something growing out of the corners of the shower doors. Beds were comfortable but can tell are getting worn out
Reviewed on Apr 26, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
