Package deals near Port of Leonardtown Winery

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Top Port of Leonardtown Winery vacation deals

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
2.0-star property

Hotel Arboretum

Northeast
8/10 Very Good! (848 reviews)

Oct 9 - Oct 14

5 night stay

Atlanta (ATL) to Washington (DCA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
parking so expensive !! Rooms are not clean !! bathroom tub is so bad

Reviewed on Jul 1, 2025

SIXTY DC
2.0-star property

SIXTY DC

Downtown Washington D.C.
10/10 Exceptional! (12 reviews)

Oct 9 - Oct 14

5 night stay

Atlanta (ATL) to Washington (DCA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Hamilton Hotel Washington DC
4.0-star property

Hamilton Hotel Washington DC

Downtown Washington D.C.
8.6/10 Excellent! (2,460 reviews)

Oct 9 - Oct 14

5 night stay

Atlanta (ATL) to Washington (DCA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Great location. Nice hotel. Helpful and friendly staff.

Reviewed on Apr 21, 2025

Omni Shoreham Hotel
4.0-star property

Omni Shoreham Hotel

Northwest
8.8/10 Excellent! (1,981 reviews)

Oct 9 - Oct 14

5 night stay

Atlanta (ATL) to Washington (DCA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Beautiful lobby, and gardens. Only issue was our bathroom was very small. We expected a larger bath like their other resorts we have stayed with.

Reviewed on Jul 6, 2025

Hilton McLean Tysons Corner
4.0-star property

Hilton McLean Tysons Corner

8.6/10 Excellent! (1,002 reviews)

Oct 10 - Oct 14

4 night stay

Dallas (DFW) to Washington (DCA)

Spirit Airlines • Coach

Washington (DCA) to Dallas (DFW)

Southwest Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Loved staying at this hotel. Very convenient- best local shuttle service I’ve ever experienced. Enjoyed having a Peloton in my room.

Reviewed on Sep 29, 2024

Lyle Washington D.C.
4.5-star property

Lyle Washington D.C.

Northwest
9.4/10 Exceptional! (1,488 reviews)

Oct 9 - Oct 14

5 night stay

Atlanta (ATL) to Washington (DCA)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Staff was incredible

Reviewed on Jun 30, 2025

Hotel deals near Port of Leonardtown Winery

The Inn at Leonardtown, Ascend Hotel Collection

The Inn at Leonardtown, Ascend Hotel Collection

2.5 out of 5
41655 Park Avenue, Leonardtown, MD
Free Cancellation
Reserve now, pay when you stay
1.51 mi from Port of Leonardtown Winery
$123 nightly
The price is $137 total per night
$137 total
Aug 3 - Aug 4
Total includes taxes and fees
The Inn at Leonardtown, Ascend Hotel Collection features free WiFi in public areas and a banquet hall. There's free parking if you drive. The front desk is staffed 24/7 to help with luggage storage, and answer any questions about the accommodations.
Parking included
Free WiFi
Solomons Inn Resort & Marina

Solomons Inn Resort & Marina

2.5 out of 5
155 Holiday Dr. P.O. Box 1099, Solomons, MD
Free Cancellation
Reserve now, pay when you stay
10.73 mi from Port of Leonardtown Winery
$200 nightly
The price is $222 total per night
$222 total
Jul 31 - Aug 1
Total includes taxes and fees
Guests of Solomons Inn Resort & Marina have access to an outdoor pool, a gym, and a sauna. There's free parking and an airport shuttle. The front desk has multilingual staff on hand 24/7 to help with concierge services, securing valuables, and luggage storage. Additional amenities include free WiFi in public areas, an outdoor tennis court, and meeting rooms.
Pool
Breakfast included
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent

3 out of 5
22769 Three Notch Rd, California, MD
Free Cancellation
Reserve now, pay when you stay
8.77 mi from Port of Leonardtown Winery
$99 nightly
The price is $109 total per night
$109 total
Aug 2 - Aug 3
Total includes taxes and fees
La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent features a 24-hour gym, free WiFi in public areas, and conference space. 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 business center, a seasonal outdoor pool, and coffee/tea in a common area.
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 Port of Leonardtown Winery vacation package

Stop dreaming and start traveling. If you’ve always wanted to see Port of Leonardtown Winery, now is the perfect time. Book your getaway to Leonardtown 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 Leonardtown sights. Because travel is all about investing in experiences, not things!

If you’re hoping to stay close to Port of Leonardtown 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 Port of Leonardtown Winery vacation. Book your Leonardtown 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 Port of Leonardtown Winery any longer. Save a bundle and book your Leonardtown 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.