Gilchrist Vacations from $259

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Your Gilchrist Vacation

Reserving a Gilchrist vacation package is an ideal way to become familiar with this neighborhood. From its well-known places to its lesser-known treasures, there's a lot to delve into. Can't wait to explore the sights during your trip to Gilchrist? Don't miss nearby attractions such as Continental Country Club, Miona Lake Golf Club and Lake Deaton. Whatever your dream Gilchrist vacation may look like, you can make it a reality with Expedia.

The Latest Gilchrist Vacation Packages

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 $589, price is now $259 per person
$259
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,703 reviews)
It was a beautiful place

Reviewed on Feb 4, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $634, price is now $270 per person
$270
per person
Apr 8 - Apr 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,367 reviews)
Room was amazing, all though the jacuzzi jets were dirty so once i turned them on the water got really gross. They need to do better at cleaning. I was certainly disappointed because i got the room for the jacuzzi and didn’t get to use it because it was filthy.

Reviewed on Feb 5, 2026

Flamingo Inn Beachfront

Flamingo Inn Beachfront

2 out of 5
Price was $795, price is now $346 per person
$346
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.6/10 Excellent! (978 reviews)
It was clean and although it looks a little older everything was very well taken care off and everything worked perfectly. I can honestly say it was the best hotel I’ve stayed where the AC worked extremely well. For the first time I had to actually turn off cause I was too cold which is odd to say. The property manager was very nice and helpful.

Reviewed on Jan 26, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $1,514, price is now $671 per person
$671
per person
Mar 8 - Mar 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Orlando (MCO)
8.8/10 Excellent! (500 reviews)
Clean rooms, nice staff, good amenities!

Reviewed on Jan 25, 2026

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Save 100% on your flight
Price was $923, price is now $437 per person
$437
per person
Mar 20 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
9/10 Wonderful! (1,681 reviews)
Great experience. Friendly staff. Room was amazing with a huge balcony.

Reviewed on Feb 3, 2026

Where to stay in Gilchrist

Find the best Gilchrist areas and neighborhoods for the activities you enjoy most. Learn more about Gilchrist
Pano Sunrise Over American Beach Florida

Fernandina

While there might not be top attractions in Fernandina, you can explore the larger area and discover places like Lake Deaton and Lake Okahumpka Park.

Find hotels in Fernandina

Gilchrist Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$204 nightly
The price is $218 total per night from Feb 8 to Feb 9
$218 total
Feb 8 - Feb 9
Total with taxes and fees
9.2/10 Wonderful! (1,315 reviews)
I had a wonderful experience ❤️❤️❤️

Reviewed on Feb 4, 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
$204 nightly
The price is $218 total per night from Mar 1 to Mar 2
$218 total
Mar 1 - Mar 2
Total with taxes and fees
9.6/10 Exceptional! (1,102 reviews)
I travel to The Villages every other month and I always stay at The Brownwood. From the minute I arrive, I feel pampered. The rooms are beautiful, the food from Wolfgang Puck is deicious, the pool and spa are delightful, and the service from staff members like Gabriella in the lively lobby lounge ...

Reviewed on Feb 5, 2026

Brownwood Hotel & Spa
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $91 total per night from Feb 8 to Feb 9
$91 total
Feb 8 - Feb 9
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Bathroom tub faucet dripped all night. Shower curtain did not go to edge of tub preventing water from hitting bathroom floor making it a dangerous situation.

Reviewed on Jan 21, 2026

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
See all 2,234 properties in Gilchrist
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
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Gilchrist

Lake Okahumpka Park

Explore the great outdoors at Lake Okahumpka Park, a lovely green space in Wildwood. Discover the entertainment venues in this quaint area, or seek out its golf courses.

Lake Okahumpka Park

Continental Country Club

5/5(2 reviews)

Enjoy a round of golf in Wildwood at Continental Country Club. Discover the coffeehouses and entertainment venues in this quaint area.

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