---
title: "Montgomery County Vacation Packages 2026 from $325 | Expedia"
description: "Bundle your Montgomery County flight + hotel & save up to 100% off your flight with Expedia. FREE cancellation on select hotels ✅"
canonical: "https://www.expedia.com/Montgomery-County.d553248635976434299.Destination-Travel-Guides"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-15T16:15:22Z
---

![A rustic wooden cabin with a red roof, surrounded by a grassy field and trees.](https://images.trvl-media.com/place/3000444135/1894dec7-6fd9-45b0-a9a7-a7288200a30b.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

Photo by Martin Tucker

# Montgomery County Vacations & Trips from $325

## Book a Hotel + Flight or Car together to unlock savings

- ## Plan, book, travel with confidence
- ### Better together
Save up to $2,000 when you book a flight and hotel together\*
- ### Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ### Rest easy
Plan, book, and manage your trip all in one place

### Your Montgomery County Vacation

Make organizing your next big adventure a piece of cake with a Montgomery County vacation package. Whether it's nature, history or something else entirely that lures you to this destination, our package deals will help you discover it all. A trip to Montgomery County offers so much to see and do. Not sure where to kick off your itinerary? [Winona](https://www.expedia.com/Winona.d7891.Destination-Travel-Guides) is one of the most popular cities to stay here. Stop dreaming and start packing, because your Montgomery County vacation is only a few clicks away with Expedia.

### Top destinations in Montgomery County

![A brick building with the inscription "WINONA" and an arched window.](https://images.trvl-media.com/place/7891/b3b72a30-23b0-47ea-9ca6-24f691d30997.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### [Winona](https://www.expedia.com/Winona.d7891.Destination-Travel-Guides)

#### [Duck Hill](https://www.expedia.com/Duck-Hill.d553248635974904562.Destination-Travel-Guides)

#### [Kilmichael](https://www.expedia.com/Kilmichael.d553248635126128521.Destination-Travel-Guides)

#### [Hendrix](https://www.expedia.com/Hendrix.d553248635975868244.Destination-Travel-Guides)

## The Latest Montgomery County Vacation Packages

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

Trip length

3 nights4 nights5 nights6-7 nights

Stars

5 star4 star & up3 star & up2 star & up

Flight class

EconomyPremium economyBusinessFirst class

Remove all filters

- ![A hotel sign with a large 'H' and a light fixture on the left.](https://images.trvl-media.com/lodging/1000000/810000/807600/807514/946b0159.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A hotel reception area with a marble counter, potted plants, and a black carpet with a logo.](https://images.trvl-media.com/lodging/1000000/810000/807600/807514/5be1c5b6.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Hu. Hotel + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=DFW&Destination=MEM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=807514&dealMarker=&paandie=true&cabinClass=e)
Downtown Memphis
3 nights

**8.4/10** \- Very good (2,511 reviews)
Roundtrip • Dallas (DFW) - Memphis (MEM)
DAL - MEM • Nonstop MEM - DFW • 1 stop
[~~$414~~](https://www.expedia.com/)

**$325**
per traveler
found 21 hours ago
- ![A spacious lobby with a high ceiling, a mezzanine level, and a seating area with sofas and armchairs.](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056627/3c7380ba.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A gazebo with a table and chairs on a balcony overlooking a sunset over a body of water.](https://images.trvl-media.com/lodging/2000000/1060000/1056700/1056627/c9953012.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 16 - Jan 19**

### [Residence Inn by Marriott Memphis Downtown + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-16/2027-01-19/?FromAirport=DFW&Destination=MEM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1056627&dealMarker=&paandie=true&cabinClass=e)
Downtown Memphis
3 nights

**9.2/10** \- Wonderful (1,002 reviews)
Roundtrip • Dallas (DFW) - Memphis (MEM)
DAL - MEM • Nonstop MEM - DFW • 1 stop
[~~$456~~](https://www.expedia.com/)

**$358**
per traveler
found 21 hours ago
- ![A backyard with a pool, dining area, and outdoor seating.](https://images.trvl-media.com/lodging/135000000/134320000/134312200/134312142/1f6aaf21.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![An outdoor patio area with a pool, seating, and string lights.](https://images.trvl-media.com/lodging/135000000/134320000/134312200/134312142/dcc03090.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Feb 6 - Feb 10**

### [6BR Home Private Pool Spa Games Gazebo + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-06/2027-02-10/?FromAirport=PHL&Destination=MEM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=134312142&dealMarker=&paandie=true&cabinClass=e)
Midtown
4 nights
Roundtrip • Philadelphia (PHL) - Memphis (MEM)
PHL - MEM • Nonstop MEM - PHL • 1 stop
[~~$2,377~~](https://www.expedia.com/)

**$1,991**
per traveler
found 1 day ago
- ![A restaurant entrance with a sign, outdoor seating, and a covered patio area.](https://images.trvl-media.com/lodging/2000000/1860000/1856000/1855988/9c68992a.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A restaurant with a view of a bridge and sunset.](https://images.trvl-media.com/lodging/2000000/1860000/1856000/1855988/a4c87aaf.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Jan 7 - Jan 10**

### [River Inn of Harbor Town + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-01-07/2027-01-10/?FromAirport=JFK&Destination=MEM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1855988&dealMarker=&paandie=true&cabinClass=e)
Mud Island
3 nights

**9.6/10** \- Exceptional (834 reviews)
Roundtrip • New York (JFK) - Memphis (MEM)
JFK - MEM • 1 stop MEM - JFK • 1 stop
[~~$768~~](https://www.expedia.com/)

**$657**
per traveler
found 1 day ago
- ![A multi-level hotel lobby with a central open space, seating areas, and a ceiling with string lights.](https://images.trvl-media.com/lodging/1000000/20000/19000/18987/8c918054.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)
![A modern hotel entrance with a large glass door, a black metal light fixture, and a brick-paved area with potted plants.](https://images.trvl-media.com/lodging/1000000/20000/19000/18987/d7dd29c4.jpg?impolicy=fcrop&w=500&h=333&p=1&q=medium)

**Feb 6 - Feb 10**

### [Embassy Suites by Hilton Memphis East Germantown Area + Flight](https://www.expedia.com/go/package/search/FlightHotel/2027-02-06/2027-02-10/?FromAirport=PHL&Destination=MEM&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18987&dealMarker=&paandie=true&cabinClass=e)
Memphis
4 nights

**8.6/10** \- Excellent (478 reviews)
"Great breakfast and staff maintaining it"
Reviewed November 11, 2026
Roundtrip • Philadelphia (PHL) - Memphis (MEM)
PHL - MEM • Nonstop MEM - PHL • 1 stop
[~~$1,029~~](https://www.expedia.com/)

**$884**
per traveler
found 1 day ago

## Discover the most popular places to visit in Montgomery County

### Winona Country Club

Rating: 6.4/10 (26 reviews)

Enjoy a round of golf in Winona at Winona Country Club.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6312808)

### Montgomery County Performing Arts Center

Rating: 7.0/10 (20 reviews)

Enjoy an outing to Montgomery County Performing Arts Center during your stay in Winona. Take in the theater scene while you're in the area.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532653595)

### Winona City Hall

After visiting Winona City Hall, make a plan to see the other sights and activities in Winona.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932034598314213376)

### Winona - Montgomery County Library

After visiting Winona - Montgomery County Library, make a plan to see the other sights and activities in Winona.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=932034640087384064)

## Montgomery County Hotel Deals

### [Holiday Inn Express and Suites Winona North by IHG](https://www.expedia.com/Grenada-Hotels-Holiday-Inn-Express-And-Suites-Winona-North.h3557655.Hotel-Information)

![A Holiday Inn Express hotel with a covered entrance, a brick facade, and a clear sky.](https://images.trvl-media.com/lodging/4000000/3560000/3557700/3557655/9e81ec4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 413 SE Frontage Road, Winona, MS, 38967, US
- Location: 8.3 mi from Montgomery County
- Star rating: 2.5/5
- Guest rating: 8.2/10 (Very good, 756 reviews)
- Price: $111 nightly, $121 total, Dec 16 - Dec 17, Total with taxes and fees

### [Americas Best Value Inn Winona](https://www.expedia.com/Grenada-Hotels-Americas-Best-Value-Inn-Winona.h8564.Hotel-Information)

![A breakfast bar with coffee makers, a sign for fresh orange juice, and a display case with pastries.](https://images.trvl-media.com/lodging/1000000/10000/8600/8564/d78224fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 301 SE Frontage Road, Winona, MS, 38967, US
- Location: 8.2 mi from Montgomery County
- Star rating: 2/5
- Guest rating: 8/10 (Very good, 531 reviews)
- Price: $99 nightly, $108 total, Nov 16 - Nov 17, Total with taxes and fees
- Review: Not good

### [Relax Inn & Suites](https://www.expedia.com/Grenada-Hotels-RELAX-INN-SUITES.h42123835.Hotel-Information)

![A hotel room with two beds, a desk, a chair, a TV, and a small cabinet.](https://images.trvl-media.com/lodging/43000000/42130000/42123900/42123835/ce249d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 328 US-82, Winona, MS, 38967, US
- Location: 8.1 mi from Montgomery County
- Star rating: 2/5
- Guest rating: 6/10 (71 reviews)
- Price: $70 nightly, $76 total, Nov 16 - Nov 17, Total with taxes and fees
- Review: Not the best

### [Hampton Inn & Suites Grenada](https://www.expedia.com/Grenada-Hotels-Hampton-Inn-Suites-Grenada.h1784928.Hotel-Information)

![A hotel lobby with multiple seating areas, including sofas and tables, and a reception desk.](https://images.trvl-media.com/lodging/2000000/1790000/1785000/1784928/7ce591bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1545 Jameson Dr, Grenada, MS, 38901, US
- Location: 23.4 mi from Montgomery County
- Star rating: 2.5/5
- Guest rating: 9/10 (Wonderful, 726 reviews)
- Price: $128 nightly, $141 total, Nov 22 - Nov 23, Total with taxes and fees
- Review: Very friendly staff and clean rooms.

### [Holiday Inn Express & Suites Grenada by IHG](https://www.expedia.com/Grenada-Hotels-Holiday-Inn-Express-Suites-Grenada.h1348603.Hotel-Information)

![A building entrance with a central door, flanked by columns, and a tiled floor.](https://images.trvl-media.com/lodging/2000000/1350000/1348700/1348603/d6b0d765.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1540 Sunset Dr, Grenada, MS, 38901, US
- Location: 23.5 mi from Montgomery County
- Star rating: 2.5/5
- Guest rating: 8.6/10 (Excellent, 623 reviews)
- Price: $135 nightly, $149 total, Nov 22 - Nov 23, Total with taxes and fees

### [Comfort Inn & Suites Grenada](https://www.expedia.com/Grenada-Hotels-Comfort-Inn-Suites-Grenada.h597225.Hotel-Information)

![A spacious lobby with a wooden floor, red armchairs, a coffee station, and a large window.](https://images.trvl-media.com/lodging/1000000/600000/597300/597225/a67b1bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 255 Sw Frontage Rd, Grenada, MS, 38901, US
- Location: 24 mi from Montgomery County
- Star rating: 2.5/5
- Guest rating: 8/10 (Very good, 874 reviews)
- Price: $111 nightly, $122 total, Dec 6 - Dec 7, Total with taxes and fees

### [Econo Lodge Grenada](https://www.expedia.com/Grenada-Hotels-Econo-Lodge-Grenada.h4260.Hotel-Information)

![A deck with outdoor seating, a view of a building with a red sign, and a clear sky.](https://images.trvl-media.com/lodging/1000000/10000/4300/4260/4f62d5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1552 Sunset Dr, Grenada, MS, 38901, US
- Location: 23.6 mi from Montgomery County
- Star rating: 2/5
- Guest rating: 7.8/10 (Good, 291 reviews)
- Price: $76 nightly, $83 total, Dec 6 - Dec 7, Total with taxes and fees

### [Baymont by Wyndham Grenada](https://www.expedia.com/Grenada-Hotels-Baymont-By-Wyndham-Grenada.h525715.Hotel-Information)

![A hotel room with a bed, a desk, a television, and a bathroom with a mirror and sink.](https://images.trvl-media.com/lodging/1000000/530000/525800/525715/e66171d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Address: 1575 Jamison Drive, Grenada, MS, 38901, US
- Location: 23.5 mi from Montgomery County
- Star rating: 2.5/5
- Guest rating: 6.2/10 (724 reviews)
- Price: $62 nightly, $68 total, Dec 6 - Dec 7, Total with taxes and fees
- Review: The rooms were updated and modern, with laminate flooring, which is a huge plus, as I cannot do carpet due to dust allergies. Staff was exceptional.

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.

[See all properties in Montgomery County](https://www.expedia.com/Hotel-Search?startDate=2026-11-29&endDate=2026-11-30&regionId=553248635976434299&adults=2&sort=RECOMMENDED&openPlayBack=true)

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

## Other language versions

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hreflang:
  x-default: https://www.expedia.com/
  fr-FR: https://www.expedia.fr/Comte-De-Montgomery.d553248635976434299.Reservation-Sejours-Voyages
```