Summerhill Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Summerhill

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,322, price is now CA $716 per person
CA $716
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (1,979 reviews)
It should be noted that you have to pay an extra fee to go to the waterpark there, but the staff was very helpful and we enjoyed our stay.

Reviewed on Jul 9, 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Price was CA $2,237, price is now CA $1,090 per person
CA $1,090
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9/10 Wonderful! (1,275 reviews)
Dryer and washer had hair in them poor Internet connection needs extra parking spaces for customers

Reviewed on Jul 8, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,744, price is now CA $1,000 per person
CA $1,000
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (1,806 reviews)
As a solo traveler I truly enjoyed my time here. The resort had everything you need within close proximity and the room was an unbeatable price.

Reviewed on Jul 8, 2026

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was CA $1,773, price is now CA $1,063 per person
CA $1,063
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
7.8/10 Good! (524 reviews)
Overall, we had a great stay. The rooms were clean, the staff was welcoming and friendly, the pool was beautiful, and the lake view was amazing. The only downside was the breakfast, which was a huge disappointment. It offered only a few hard-boiled eggs, sliced bread, very poor-quality coffee, and a limited selection of fruit. On top of that, there was always a long line of guests waiting. We stayed for five nights but had breakfast at the hotel only once because it simply wasn’t worth it. For a hotel of this standard, I expected a much better breakfast. Improving the breakfast would make this hotel even better.

Reviewed on Jul 9, 2026

Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
International Drive District
Price was CA $1,286, price is now CA $836 per person
CA $836
per person
Sep 23 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.4/10 Very good! (1,002 reviews)
Staff was great. Room was very clean. Quiet leisurely resort.

Reviewed on Jul 8, 2026

Where to stay in Summerhill

Find the best Summerhill areas and neighborhoods for the activities you enjoy most. Learn more about Summerhill
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

While visiting Lake Sumter Landing, you might make a stop by sights like The Villages Market Square and Lake Sumter.

Find hotels in Lake Sumter Landing

Summerhill Hotel Deals

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd Ocala FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Jul 21 to Jul 22
CA $100
CA $112 total
Jul 21 - Jul 22
includes taxes & fees
9/10 Wonderful! (2,277 reviews)
"Really good hotel, very big and spacious. Big refrigerator and the beds were very comfortable. Best hotel for its price."

Reviewed on Jul 8, 2026

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $139 per night from Jul 14 to Jul 15
CA $139
CA $149 total
Jul 14 - Jul 15
includes taxes & fees
9.2/10 Wonderful! (1,444 reviews)
"The pool area was great, location of property was convenient walking to local restaurants and shops"

Reviewed on Jul 9, 2026

The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Jul 21 to Jul 22
CA $151
CA $162 total
Jul 21 - Jul 22
includes taxes & fees
9.8/10 Exceptional! (1,265 reviews)
"Difficulty using TV. Some instructions should be provided."

Reviewed on Jul 9, 2026

Brownwood Hotel & Spa
See all 2,387 properties in Summerhill
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
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Frequently asked questions

How much does a Summerhill vacation package cost?
Handcraft your Summerhill package from as low as CA $716. Choose from any combination of rental cars, flights and hotels to create the trip you've been dreaming about for ages. Be sure to add on a few experiences or tours!
How do I get a cheap travel package to Summerhill?
If you love getting an amazing deal, combine your bookings into a Summerhill vacation package. Whether you're looking for hotels, flights, tours or rental cars, you can browse and book them all in one place. You'll have loads of choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 properties around the globe to take your pick of. Fly with who you prefer, stay anywhere you like and save a pretty penny — now that's the perfect getaway!
Where should I stay in Summerhill?
A trip to Summerhill wouldn't be complete without seeing The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club. Spend your nights close to these top attractions and make sightseeing simple.
How far in advance should I book my Summerhill vacation?
It depends on the airline, but you can usually compare international flights on Expedia up to a year in advance. While it's generally a good idea to book ahead of time, lucky customers will sometimes find a cheaper seat only weeks before the date of departure.
What does an Expedia Summerhill travel package include?
Expedia has everything you need to plan your Summerhill getaway, but what your package looks like is entirely up to you. Pick from a combination of hotels, rental cars and flights. Searching for some experiences or tours to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package deal to suit your needs.
What should I know before booking a Summerhill travel package?
A travel package can be easier on the bank balance than separately booking all you need for your getaway. For example, combine your hotels, flights and rental cars and score big savings. Whatever sort of vacation you're planning, you're bound to find a package that fits your budget.
Can I choose my airline with a Summerhill Expedia vacation package?
Yes, and with more than 550 airlines to choose from all over the world, you're spoiled for choice. Search the available options and find out which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Summerhill vacation package?
We understand — unexpected stuff happens. If you've booked a Summerhill vacation package and have to cancel or change it, we're here to help. We suggest visiting our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel and rebook for free. If it's been more than 24 hours, your airline, hotel or car rental company may impose a charge.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

CA $78
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.