Wayside Inn | Hotel in Middletown

| 9.2 (444 Reviews) | 1 Bathroom Wedding Venue

What Makes Wayside Inn Perfect for Weddings

Wayside Inn is an ideal choice for couples seeking a romantic and charming wedding stay. With its unique blend of amenities, this venue offers everything you need for a memorable celebration.

Scenic Garden Setting: The beautifully landscaped garden provides a picturesque backdrop for wedding ceremonies and photo opportunities, allowing you to capture the essence of your special day.
Diverse Accommodations: Offering 22 individually furnished and decorated rooms, Wayside Inn can comfortably host your bridal party and close family members, ensuring everyone stays together in style.
Onsite Dining Options: Enjoy delectable meals at the inn's restaurant or unwind with a drink at the bar/lounge, making it convenient for you and your guests to celebrate without leaving the property.
Convenient Amenities: Free WiFi and self-parking ensure hassle-free access for your guests, while the option for housekeeping on request guarantees a comfortable experience throughout your stay.
Dedicated Wedding Services: Whether you're planning a small intimate gathering or a larger celebration, the expert wedding services available at Wayside Inn will help bring your vision to life seamlessly.

style

Hotel

Guest Capacity

2 Guests

Services

Highchair, Front desk (limited hours), Housekeeping (on request)

7783 Main St, Middletown, 22645, USA

Discover the Perfect Wedding Accommodation at Wayside Inn, Middletown, Virginia

Wayside Inn is an enchanting colonial hotel that serves as a dreamy backdrop for your special day in Middletown, Virginia. With its charming décor and romantic atmosphere, this property offers everything you need to plan the perfect wedding celebration. The inn's stunning garden, combined with personalized wedding services, makes it an ideal choice for couples seeking a memorable venue for their nuptials.

Your stay at Wayside Inn comes with a plethora of amenities designed to enhance your experience. Featuring a delightful on-site restaurant and a cozy bar/lounge, you and your guests can indulge in exquisite dining options. The property also boasts complimentary WiFi, a library for quiet moments, and well-appointed accommodations—each uniquely furnished and equipped with modern conveniences such as hair dryers, irons, and televisions. Whether you're hosting an intimate gathering or a larger celebration, the dedicated meeting room provides versatile space tailored to your needs.

Nestled in the heart of Virginia, Wayside Inn offers convenient access to nearby attractions and scenic spots. You're just moments away from exploring the picturesque surroundings, making it easy for your guests to enjoy local sights before or after the wedding. This prime location allows you to create unforgettable memories while ensuring your big day runs smoothly in the serene environment of this charming inn.

Amenities

wedding services
dance floor
full kitchen
bar/lounge
meeting room
garden venue
complimentary WiFi
library access
air-conditioned rooms
free self parking
individually decorated accommodations
hair dryers
ironing facilities
bathtubs/showers
televisions with cable
complimentary toiletries

Restrictions

Check-in: 1-2 PM
Check-out: before 11 AM
Children welcome
Rollaway beds available
Early check-in fee
Late check-out fee
No cribs available
Pet-free property
Special requests may incur fees
ID required at check-in

Policies

Check-in Check-in start time: 3:00 pm; check-in end time: 9:00 pm early check-in fee: usd 50.00 early check-in subject to availability minimum check-in age: 18

Check-out Check-out before 11:00 am express check-out available late check-out fee: usd 50.00 late check-out subject to availability

Payment Policy Pet fee: usd 50 per accommodation, per night service animals are exempt from fees early check-in fee: usd 50.00 (subject to availability) late check-out fee: usd 50.00 (subject to availability) housekeeping fee: usd 5.00 per night rollaway bed fee: usd 25.0 per day the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.

Child Policy Children are welcome. rollaway/extra beds are available for usd 25.0 per day. cribs (infant beds) are not available.

Pet Policy Pets allowed for an extra charge of usd 50 per accommodation, per night service animals are welcome, and are exempt from fees welcoming dogs and cats only

Other Policy Extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges safety features at this property include a fire extinguisher, a security system, and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property accepts credit cards, debit cards, and cash

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Reviews

Raleigh Jul 15, 2026 04:37:58 AM

Summary: Historic, charming, relaxing.

Mary Barbara Jun 15, 2026 06:33:51 PM

Summary: A historical inn with charming features and friendly, helpful staff.

JyiQuan May 18, 2026 03:51:34 AM

Summary: was nice and my gf enjoyed it

Chris May 8, 2026 08:55:19 AM

Summary: This hotel was an amazing experience. You really can feel the history there. So much better to stay there than one of the chain hotels we would normally stay at. The restaurant was fantastic. Food was incredible for breakfast and dinner. Everything is made from scratch. Staff really cares about the quality and service. Dinner on the patio Friday night with live music was a nice added touch also. We will definitely be back

Sigrid Apr 22, 2026 12:42:58 AM

Summary: The Wayside more than met our expectations for early American historic properties. It has a broad selection of antique-filled bedrooms that are clean and comfortable. The public spaces vary from an 18th century log tavern encased in the younger early 19th century spaces with elegant Victorian parlors, all immaculately dusted. The floors are likewise beautifully kept up. The staff is welcoming and kindly and eager to talk about the Inn and its history. The restaurant Clem's Kitchen has a charming, attentive staff and excellent food with a vegetarian polenta that far surpassed the pasta option usually found in meat predominant restaurants. Their cocktails were superior. We plan to stay there any time we are in the Shenandoah Valley and will recommend it to friends and family who like to travel historic byways.

Ninad Mar 16, 2026 11:15:08 PM

Summary: Nostalgia and history are prime attractions of this lovely inn. The barkeep Justin was friendly and helpful

Caroline Mar 10, 2026 05:15:02 AM

Summary: Old building but clean and very comfortable. Perfect spot and price.

jeff Feb 27, 2026 03:05:03 AM

Summary: Interesting unique place. We explored the different rooms, will definitely be back. With ghost hunting equipment.

Donald Feb 20, 2026 07:33:52 AM

Summary: Spotless room , incredibly friendly staff

Megan Feb 1, 2026 01:12:26 AM

Summary: Room 14 was great for spirit activity as well as the rest of the property! Highly recommend ghost hunters to explore the inn. Food at their Larick’s tavern was delish!! Overall service and staff were knowledgeable and friendly! We had a great experience for our anniversary!

Entertainment and Activities for your Middletown guests

Hiking: Explore the scenic trails of the nearby George Washington National Forest, where you can enjoy stunning views and serene nature. This ideal location near Middletown, Virginia, offers a perfect backdrop for couples seeking a romantic outdoor adventure.
Historical Tours: Immerse yourself in history at the Cedar Creek and Belle Grove National Historical Park, just a short drive away from Wayside Inn. Discover the rich Civil War heritage of the area as you stroll through this beautifully preserved landscape.
Wine Tasting: Delight your palate with a visit to the local wineries, such as Shenandoah Vineyards, which are conveniently located near Middletown. Enjoy a romantic afternoon sampling exquisite wines and taking in picturesque vineyard views that provide an unforgettable experience.
Shopping: Spend a leisurely day exploring the charming shops and boutiques in downtown Middletown. This quaint area offers unique finds that make for perfect wedding favors or unforgettable gifts for your special day.
Scenic Drives: Take a relaxing drive along the breathtaking Skyline Drive, known for its sweeping vistas of the Blue Ridge Mountains. It's a lovely way to celebrate your love while taking in the natural beauty surrounding the Wayside Inn.
Outdoor Picnics: Pack a romantic picnic and head to the lovely local parks, like the nearby Fort Valley Ranch. With beautiful settings and tranquil surroundings, it’s a wonderful opportunity to unwind and connect with nature during your wedding getaway.

FAQ's

Is this Wayside Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Wayside Inn have a swimming pool?

No, this Wayside Inn does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Wayside Inn?

Best-rates for the Wayside Inn starts from $180 per night with includes Air Conditioner, Parking, Designated Smoking Area, TV, Balcony/Terrace, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace/Heating, Restaurant, Toiletries, Guest Services, Entertainment, Child Friendly, Internet, Laundry with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Wayside Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 3 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Wayside Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Wayside Inn has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Wayside Inn?

Based on the information reported by the owner or manager, the Wayside Inn indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Wayside Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the Wayside Inn are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

Check Hotel Availability

Nightly rates from:

US $180