Summerfield Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Summerfield Vacation

With everything planned before you go, our Summerfield vacation packages mean you can simply focus on having a good time. Whether you're staying in the neighborhood of Chatham, which is great for golfing, or someplace else, this exciting city offers a world of discoveries. Lake Weir, Stonecrest Country Club and Spruce Creek Country Club are just some of the sights you'll want to see during your trip to Summerfield. Stop daydreaming and start traveling. Explore the broad range of options on Expedia today and put your Summerfield vacation plans into motion!

Top Summerfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,072, price is now CA $597 per person
CA $597
per person
Jan 7 - Jan 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (2,033 reviews)

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,890, price is now CA $1,516 per person
CA $1,516
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was CA $5,055, price is now CA $2,951 per person
CA $2,951
per person
Dec 27 - Jan 2
found 14 hours ago
Roundtrip flight included
Ottawa (YOW) to Orlando (MCO)
8.6/10 Excellent! (572 reviews)
Great place!

Reviewed on Nov 2, 2026

Evermore Orlando Resort

Evermore Orlando Resort

4 out of 5
Save 100% on your flight
Price was CA $3,927, price is now CA $2,370 per person
CA $2,370
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (840 reviews)

Oceanique Resort

Oceanique Resort

3.5 out of 5
Price was CA $2,139, price is now CA $1,320 per person
CA $1,320
per person
Jan 19 - Jan 25
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
9.2/10 Wonderful! (462 reviews)
Beautiful view of the ocean, small resort style , quiet and peaceful. Large shopping center is a 10 minute speed walk.

Reviewed on Nov 6, 2026

Ready to book your vacation to Summerfield?

 

Choose your dates

Summerfield 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 Nov 30 to Dec 1
CA $100
CA $111 total
Nov 30 - Dec 1
includes taxes & fees
9/10 Wonderful! (2,518 reviews)
"I love Texas Roadhouse, not only are you the most convenient location. Your room and property surprised me. Great rate, great service. Thanks."

Reviewed on Nov 6, 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 $153 per night from Dec 2 to Dec 3
CA $153
CA $164 total
Dec 2 - Dec 3
includes taxes & fees
The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
The price is CA $189 per night from Nov 12 to Nov 13
CA $189
CA $202 total
Nov 12 - Nov 13
includes taxes & fees
9.8/10 Exceptional! (1,494 reviews)
"Wonderful stay. 10 Star"

Reviewed on Nov 6, 2026

Brownwood Hotel & Spa
See all 3,254 properties in Summerfield
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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Summerfield attractions

Little Lake Weir

10.0/10 (1 review)
Commune with nature and explore the great outdoors at Little Lake Weir during your travels in Summerfield. Make some time to visit the shops while you're in the area.
See properties

Frequently asked questions

How much does a Summerfield vacation package cost?
You'll find cheap prices from CA $597 on Expedia for your Summerfield break. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Summerfield costs.
What are the cheapest months to go to Summerfield?
Plan your getaway for the off-peak season and you're likely to find cheap Summerfield vacation packages. Remember that school vacation periods and major events and festivals can impact prices, so do a little research before you go.
How many days is enough for Summerfield?
With around 3 days, you'll have enough time to experience popular neighbourhoods like Sunset Harbour and Belleview Heights during your Summerfield vacation. Make sure to also add Spruce Creek Country Club and Stonecrest Country Club to your sightseeing list. In the mood for more adventures? Consider exploring outside of Summerfield on day trips and tours.
How to find the best Summerfield package deals?
Bagging a cheap Summerfield package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most economical Summerfield package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Summerfield vacation as a package?
You can enjoy significant savings on your next Summerfield escape by booking a tailored vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Summerfield?
If you're planning a spur-of-the-moment Summerfield adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Summerfield?

  1. Choose when to get away: Check your calendar and get packing. Your favourite season and the type of activities on offer will also help you decide when to visit Summerfield.
  2. Calculate your budget: Ensure you have enough money to pay for everything from transportation and food to activities and flights. Your hotel will likely be the biggest expense during your trip to Summerfield.
  3. Decide how long to go for: Now that you're more familiar with Summerfield, you can figure out the ideal length of your break. Put together a draft plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a tailored Summerfield vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.