Summerhill Vacations from $256

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Your Summerhill Vacation

Take all the hassle out of planning your next adventure by booking a Summerhill vacation package. Take in the sounds and sights of this appealing neighborhood and enjoy all it has to offer. When it's time to head out and explore, you'll find plenty of big-name attractions nearby including The Villages Market Square, Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club. Visit one or all during your trip to Summerhill. Stop daydreaming and start doing. When you're ready to book your next vacation to Summerhill, Expedia will help get you there.

The Latest Summerhill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $604, price is now $256 per person
$256
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.6/10 Exceptional! (3,229 reviews)
Housekeeping was at 2nd day of our stay. Air conditioning worked great.

Reviewed on Nov 22, 2025

Residence Inn by Marriott Daytona Beach Oceanfront

Residence Inn by Marriott Daytona Beach Oceanfront

3 out of 5
Price was $1,894, price is now $621 per person
$621
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.2/10 Exceptional! (1,002 reviews)
Clean room expected amenities

Reviewed on Nov 12, 2025

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,249, price is now $437 per person
$437
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
18.4/10 Exceptional! (2,232 reviews)
We had a great time.

Reviewed on Nov 20, 2025

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Price was $1,017, price is now $387 per person
$387
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
18/10 Exceptional! (1,681 reviews)
From the minute we checked in and Michelle greeted us, we knew we picked the right spot! Since it’s quiet season, they were able to upgrade our room to double balcony oceanfront. It felt like we were right over the beach! Very clean rooms and facilities. We were visiting my nephew who goes to school at DSC and the valet guys were so accommodating, allowing us to leave the car out front for a few hours here and there without charging us the parking fee. Sore isl shout out to Dom from valet. The pool area was great and we loved the tiki bar (shout out to Doug the bartender!) he even gave me a special drink for my bday!!! They give s’mores kits at night to use at the pool side fire pits too! When we come back to visit, we will definitely rebook at the Shores!!!

Reviewed on Nov 16, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $778, price is now $333 per person
$333
per person
Jan 14 - Jan 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
16/10 Exceptional! (1,367 reviews)
from the staff to the clean rooms and all the fun things in the resort... WAS GREAT!!!!

Reviewed on Nov 18, 2025

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Where to stay in Summerhill

Find the best Summerhill areas and neighborhoods for the activities you enjoy most. Learn more about Summerhill
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Lake Sumter Landing

1 out of top 10 points of interest in this area
4.5/5(30 area reviews)

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

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
$57 nightly
The price is $64 total per night from Dec 2 to Dec 3
$64 total
Dec 2 - Dec 3
Total with taxes and fees
8.8/10 Excellent! (1,703 reviews)
I didn’t have breakfast csuse I left early but I love everything

Reviewed on Nov 19, 2025

Equus Inn Ocala
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$119 nightly
The price is $127 total per night from Dec 15 to Dec 16
$127 total
Dec 15 - Dec 16
Total with taxes and fees
9/10 Wonderful! (1,255 reviews)
Great stay!

Reviewed on Nov 18, 2025

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
$169 nightly
The price is $181 total per night from Nov 30 to Dec 1
$181 total
Nov 30 - Dec 1
Total with taxes and fees
9.6/10 Exceptional! (1,057 reviews)
Clean rooms, polite staff, bar has good food

Reviewed on Nov 20, 2025

Brownwood Hotel & Spa
See all 2,319 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.
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Discover the most popular places to visit in Summerhill

The Villages Market Square

4.5/5(174 reviews)

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Nancy Lopez Legacy Golf & Country Club

Enjoy a round of golf in The Villages at Nancy Lopez Legacy Golf & Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Nancy Lopez Legacy Golf & Country Club

Cane Garden Country Club

5/5(3 reviews)

Enjoy a round of golf in The Villages at Cane Garden Country Club. Discover the coffeehouses and entertainment venues in this family-friendly area.

Cane Garden Country Club

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

$55
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.