Champagne Celebration

New Year’s Eve Cabaret 2020

New Year’s Eve Roaring 20’s Cabaret

Swing into 2020 at the Inn on the Square featuring

The Jake Bartley Band and Steven Galloway

We are excited to officially announce Greenwood’s Premier New Year’s Eve Event.  Swing into 2020 with big band jams from the Jake Bartley Band along with some of our all time favorite tunes.

We encourage everyone to start planning now for New Year’s Eve the “Best Dressed of 2020”.

Steven Galloway will be in the Fox and Hound Lounge, beginning at 7pm and will help ease us into the evening while we enjoy sharing memories of the year to pass and the year to come.  Beginning at 9pm The Jake Bartley Band will get us swinging into the New Year. There will be a champagne toast and balloon drop with prizes at midnight to swing in the New Year.

Dinner reservations will be required, and the menu will be posted within the upcoming weeks.

If anyone knows how to throw a New Year’s Eve Cabaret, it’s your friends at the Inn on the Square. Join us Celebrating our 5th Annual New Year’s Eve in Uptown Greenwood.  Start making your plans now!

Tickets to the Roaring 20’s Cabaret will be limited and are sure to go fast.  Call the Inn on the Square at (864) 330-1010 to reserve yours now.

Tickets are $40.00 per person

or $70.00 per couple

Hotel Accommodations are still available online at or by calling directly.

Don’t forget. Included with your stay is a cooked to order, hot breakfast.  No better way to start 2020.

Let’s Party like Gatsby.



Black eyed Pea Hummus paired with grilled pita bread 

Pickled white shrimp topped with cilantro, fennel and served with cocktail sauce

Soup or Salad: 

Salad of grilled Hendersonville apples, mixed greens, roasted pecans, and feta cheese, served with a homemade apple cider vinaigrette

Crab Bisque Soup

Main Course: 

Petit Filet and 6oz Lobster Tail topped with a Demi glaze sauce, rosemary mashed potatoes, and grilled asparagus

Bone in, Pork-Chop grilled and topped with apple butter, served with mashed sweet potatoes topped with nutmeg roasted pecans, and bacon vinegar collard greens

Pan seared Sea Scallops with a pancetta cream sauce paired with roasted red pepper Roth® smoked gouda grits and lemon Sarvecchio® parmesan asparagus

Pistachio crusted rack of New Zealand Lamb with a rosemary grain mustard cream sauce over mashed potatoes and grilled asparagus. 

Oven roasted Chicken Breast with lemon garlic sauce paired with blended wild rice and bacon vinegar collard greens

Arugula pesto primavera with wild mushrooms, asparagus and blistered tomatoes served over linguini with garlic bread

Dessert Course: 

Creme brûlée made with Madagascar vanilla beans garnished with red raspberries 

Chocolate (It’s just) chess pie topped with whipped cream and shaved Godiva® Belgian chocolate

Pomegranate Champagne sorbet topped with fresh sweet whipped cream

Christmas Uptown Greenwood

Christmas Uptown Greenwood is our favorite time of year!

Each Holiday season beginning just before Thanksgiving Uptown becomes to stir with wonder.  Christmas Uptown Greenwood, SC is a winter wonderland. We are committed to bringing Christmas Magic to Uptown Greenwood for families near and far to share and enjoy.  The Inn on the Square has a display of themed Christmas Trees in each common area.  One of the Inn’s owners, Jim McGuinness, brings gingerbread building to another level.  Come Uptown and enjoy a stroll along the dazzling display of lit trees, join us for one of many featured dinners, and finish in the Fox & Hound Lounge for an evening nightcap before you head upstairs to one of our beautifully appointed guest rooms.

Introducing Greenwood Inn Gingerbread

Join us this holiday season and enjoy a display of community participation, highlighting Greenwood and the surrounding areas, made of Gingerbread.   It is our goal to encourage individuals and community groups and organizations to re-create, from gingerbread, homes/buildings/and landmarks in Greenwood.

HOW IT BEGAN – Three years ago when we first opened the hotel we knew that we needed a signature fundraising event.  Jim McGuinness, owner and operator, has always loved Christmas and began building gingerbread houses with his boys when they were just children.  We decided to incorporate this family memory into building new ones in Greenwood. With the help of the Bowers Rodgers Children’s Home, the Inn on the Square has continued to develop this event year after year.

In the past two years the event was limited to one gingerbread house on display made by McGuinness himself and the gingerbread building event for the children.  This year we invite you to join us in growing greater as we introduce “Greenwood Inn Gingerbread”.

Come check out this year’s construction of our very own Mayor’s home.


BBQ, Blues, & Beers, oh my!

We Love Wedding Season!

“You must stop by the Carriage House Restaurant”



Just Peachy Blogger, Rachel Regal, had the opportunity to visit our quaint uptown area over the summer. She then wrote about her experience. Being from Atlanta and a fashionista, we were sure she would find some greatness in our town. We, at the Inn, are fortunate in that we get to host awesome traveling writers in our beautiful hotel, thanks to the ladies at the Old 96 District Tourism Commission. We appreciate you helping the Inn get its name out there to otherwise unknown travelers!

Ok, back to Just Peachy. Rachel was able to experience our Fryday Fish Special:  “If you’re in Greenwood on a Friday night, you must stop by the Carriage House restaurant at Inn on the Square, right in Uptown Greenwood. “Fryday” means you can get a huge plate of fresh fish (shrimp, cod, catfish, etc.) plus a potato, plus coleslaw, plus dessert for less than $10!” Whoa! Thank you, Rachel, for telling your followers how great of a deal it really is! It is the best in town! (You will not see Outback offering anything like it!) After enjoying our Fryday, she got to experience the Topiaries & Tasting Wine Walk, Festival of Flowers, The Mill House’s awesome pizza, shopping Uptown Greenwood and Emerald Farms before heading north to Greenville. Here is her entire entry. Read it.

Thanks again, Rachel, for enjoying our hotel & beautiful Uptown area. Please let us know when you can visit again!

Topiaires & Wine Tasting

Bearcat Topiary






We had an amazing turn out for the Festival of Flowers Topiaires & Tasting Wine Walk. Thanks for everyone who participated in the Last Glass Party!



“This cozy boutique hotel is the quintessential way to start your trip in the south.”

Luisa at the Entrance

Exploring South Carolina: An Agricultural Adventure

Click above to read about another beautiful guest who blogged about her stay with us and her adventure exploring the agriculture scene in and around Greenwood, SC. She mentions the Inn on the Square numerous times and shows how delicious our Bourbon Bacon Cheesecake is (made in house by our talented Pastry Chef). We were so thrilled to find out we were mentioned in Luisa’s Blog: Peaches to Pearls, Food meets Fashion. Thank you, thank you, Luisa, for staying with us and your kind words! Please come back to see us when you’re in Greenwood again!


“Karen and I fell in love with Inn on the Square”


Road Trip: Lake Greenwood South Carolina

Take a look at how amazing our guests are! We had the pleasure of having Captain Ron Presley and his wife stay & dine at the Inn on the Square. They were a pleasure to serve and hope to have them back with us as soon as possible! Click the link above to read his article on his fun fishing trip to Lake Greenwood and how much enjoyed his stay with us!