Glen St. Mary Vacations from $356

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Your Glen St. Mary Vacation

Excellent adventures await when you reserve a vacation package to Glen St. Mary. Whether you're a history buff, foodie or just a traveler who appreciates new places, there's something for everyone in this lively city. Fill your itinerary with tours of Macclenny Park, Baker County Historical Society and Heritage Park Village, some of the attractions you really should see during a trip to Glen St. Mary. A couple of clicks is all it takes to create your dream Glen St. Mary vacation on Expedia.

The Latest Glen St. Mary vacation packages

Price found within the past 48 hours. Click for updated prices.
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
Price was $503, price is now $356 per person
$356
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9/10 Wonderful! (3,345 reviews)
Everything was great, beautiful property!!!

Reviewed on Dec 13, 2025

Amelia by the South

Amelia by the South

4 out of 5
Save 100% on your flight
Price was $5,413, price is now $3,358 per person
$3,358
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Amelia by the Sea

Amelia by the Sea

4 out of 5
Save 100% on your flight
Price was $5,440, price is now $3,385 per person
$3,385
per person
Feb 15 - Feb 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
No reviews
Omni Amelia Island Resort & Spa

Omni Amelia Island Resort & Spa

4 out of 5
Save 100% on your flight
Price was $783, price is now $560 per person
$560
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
8.8/10 Excellent! (1,003 reviews)
The room was beautifully cleaned all the amenities you could want were there. The people were incredibly helpful at the hotel and super friendly!

Reviewed on Nov 21, 2025

Hilton Jacksonville At Mayo Clinic

Hilton Jacksonville At Mayo Clinic

4.5 out of 5
Save 100% on your flight
Price was $796, price is now $570 per person
$570
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (JAX)
9.4/10 Exceptional! (22 reviews)
Very clean nice rooms! Beds are terrible. It’s like someone slept on one side of the bedroom for 20 years without turning the bed….it goes uphill from one side to the other! Very nice room though with great facilities!

Reviewed on Dec 12, 2025

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Glen St. Mary Hotel Deals

Island Oaks

Island Oaks

2 out of 5
9664 Nursery Road Boulevard Glen St. Mary FL
Get rates
Island Oaks
Holiday Inn Express Starke by IHG

Holiday Inn Express Starke by IHG

2.5 out of 5
15111 S.Highway 301 Starke FL
Fully refundable
$95 nightly
The price is $105 total per night from Dec 22 to Dec 23
$105 total
Dec 22 - Dec 23
Total with taxes and fees
9.4/10 Exceptional! (393 reviews)
Need to upgrade their facial tissue....rough and irritating. Staff fr

Reviewed on Dec 6, 2025

Holiday Inn Express Starke by IHG
Hampton Inn & Suites MacClenny I-10

Hampton Inn & Suites MacClenny I-10

2.5 out of 5
5242 GEORGE HODGES ROAD MacClenny FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $92 total per night from Dec 22 to Dec 23
$92 total
Dec 22 - Dec 23
Total with taxes and fees
9.2/10 Wonderful! (739 reviews)
Very clean, very quiet with a very friendly staff

Reviewed on Dec 10, 2025

Hampton Inn & Suites MacClenny I-10
See all 102 properties in Glen St. Mary
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.

Find the Best Glen St. Mary Vacation Packages

Glen St. Mary Essential Information

Language
English
Currency
U.S dollars
Top Sights
Baker County Historical Society, Heritage Park Village and Macclenny Park

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Frequently asked questions

How much does a Glen St. Mary vacation package cost?
Offering great value package deals from $356 on Expedia, you'll be thrilled with how little a vacation to Glen St. Mary costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Glen St. Mary?
You can usually find lower rates and better availability in September, October and December. Browse our cheap Glen St. Mary vacation packages and you could get some excellent off-season deals.
How many days is enough for Glen St. Mary?
The ideal length for your Glen St. Mary vacation depends on what you'd like to do and see. Typically, a few days to a week will give you plenty of time to go to all the main attractions and discover some hidden treasures along the way.
How to find the best Glen St. Mary package deals?
Bagging a cheap Glen St. Mary package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Glen St. Mary package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Glen St. Mary vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still have the freedom to create a personalized Glen St. Mary vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Glen St. Mary?
If you're considering a spur-of-the-moment Glen St. Mary getaway, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Glen St. Mary vacation packages?
If you're like us, you love traveling the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Glen St. Mary break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.