Package deals near Glass House Winery

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Top Glass House Winery vacation deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Staunton Conference Center by IHG
3.0-star property

Holiday Inn Staunton Conference Center by IHG

8.2/10 Very Good! (977 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Weyers Cave (SHD)

Delta • Non-stop • Coach

Weyers Cave (SHD) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
The restaurant on sight is very sporadic and depends on available employment. When the restaurant is open, this place is great! It’s our go to pit stop between Tennessee and New York. Everyone is so friendly here, and if the restaurant isn’t open, there are numerous choices just a short drive away and some even deliver to the hotel. All in all we love this place and definitely recommend it. If you have kids, they have an indoor pool and if you have pets they are welcome in certain rooms. Very convenient!

Reviewed on Dec 1, 2024

Inn and Tavern at Meander
4.0-star property

Inn and Tavern at Meander

9.2/10 Wonderful! (137 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Charlottesville (CHO)

Delta • Non-stop • Coach

Charlottesville (CHO) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
Little Mod Hotel at the University
3.0-star property

Little Mod Hotel at the University

Venable
9.2/10 Wonderful! (239 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Charlottesville (CHO)

Delta • Non-stop • Coach

Charlottesville (CHO) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
Cannot beat the location for convenience to UVA campus. Newly renovated and clean. As there are bars and restaurants nearby, those sensitive to noise might wish to bring earplugs.

Reviewed on May 19, 2025

English Inn of Charlottesville
3.0-star property

English Inn of Charlottesville

The Meadows
9.2/10 Wonderful! (2,364 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Charlottesville (CHO)

Delta • Non-stop • Coach

Charlottesville (CHO) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
This is a safe, clean well maintained three star hotel. The rooms are nice, the breakfast is awesome and the price is right.

Reviewed on Jul 21, 2025

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG
2.5-star property

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG

8.8/10 Excellent! (1,005 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Charlottesville (CHO)

Delta • Non-stop • Coach

Charlottesville (CHO) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
Everything you need in a hotel including cinnamon rolls for breakfast.

Reviewed on Jul 27, 2025

Holiday Inn Express And Suites Staunton by IHG
2.5-star property

Holiday Inn Express And Suites Staunton by IHG

9.4/10 Exceptional! (797 reviews)

Oct 24 - Oct 28

4 night stay

Boston (BOS) to Weyers Cave (SHD)

Delta • Non-stop • Coach

Weyers Cave (SHD) to Boston (BOS)

United • Non-stop • Coach
per person
found 10 hours ago
Room was very clean. We had an issue with the motorized blinds that wouldn’t close. The receptionist took care of it immediately.

Reviewed on Jun 23, 2025

Hotel deals near Glass House Winery

Extended Stay America Premier Suites - Charlottesville

Extended Stay America Premier Suites - Charlottesville

2.5 out of 5
3400 Berkmar Drive, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
9.52 mi from Glass House Winery
$78 nightly
The price is $89 total per night
$89 total
Aug 6 - Aug 7
Total includes taxes and fees
Renovated in 2025, Extended Stay America Premier Suites - Charlottesville offers a 24-hour gym, free WiFi in public areas, and coffee in a common area. If you decide to drive, there's free parking. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations. Additional amenities include laundry facilities, a vending machine, and barbecue grills.
Breakfast included
Pet friendly
DoubleTree by Hilton Hotel Charlottesville

DoubleTree by Hilton Hotel Charlottesville

4 out of 5
990 Hilton Heights Rd, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
9.42 mi from Glass House Winery
$93 nightly
The price is $107 total per night
$107 total
Aug 11 - Aug 12
Total includes taxes and fees
At DoubleTree by Hilton Hotel Charlottesville, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking, as well as a free airport shuttle (available 24 hours). Multilingual staff at the 24-hour front desk can assist with dry cleaning/laundry, luggage storage, and concierge services. Additional amenities include meeting rooms, conference space, and a computer station.
Pool
Free airport shuttle
English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive, Charlottesville, VA
Free Cancellation
Reserve now, pay when you stay
11.14 mi from Glass House Winery
$96 nightly
The price is $109 total per night
$109 total
Aug 18 - Aug 19
Total includes taxes and fees
At English Inn of Charlottesville, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. If you decide to drive, there's free parking. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a 24-hour business center, laundry facilities, and a fireplace in the lobby.
Pool
Breakfast included
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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.

Book a Glass House Winery vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Glass House Winery, now is the perfect time. Book your getaway to Free Union with Orbitz and get ready to tick this attraction off your bucket list. Plus when you lock in your package with us, you’ll have plenty of cash leftover to splash out on other amazing Free Union sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Glass House Winery, we’ve got you covered. Choose from a great range of hotels not far from this attraction. Roll out of bed, slip on your walking shoes and you’ll be there within moments. What could be more convenient than that? You won’t just be close to all the action — you’ll save money on transportation, and a hot shower and cozy bed will be within reach after a big day of exploring. Now that’s what we call a stress- free, full-of-fun getaway.

Orbitz has your ticket to a rewarding Glass House Winery vacation. Book your Free Union package with us and you’ll be able to access Orbitz Rewards. Earn Orbucks when you reserve your flights, hotels and activities with Orbitz and redeem them at over 385,000 hotels worldwide. $1 Orbuck = $1 off your next hotel. Join, earn, redeem — just like that! When you join Orbitz Rewards, you’ll also instantly unlock exclusive deals and save on thousands of properties with Insider Pricing.

We believe the best reward that you can give to yourself or others is the gift of travel. So, don’t put off exploring Glass House Winery any longer. Save a bundle and book your Free Union escape with Orbitz today.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.