The Best Hotels Closest to Caldwell Square in Pittsboro - 2026 Updated Prices

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Caldwell Square hotels

A modern living room with a sofa, coffee table, and a view of a deck.

A cabin with a small waterfall, surrounded by rocks and trees.

A modern kitchen with dark cabinetry, a stone backsplash, and a central island.

A modern kitchen with a black marble countertop, a built-in sink, and a wooden accent wall.

1. Two Tree Houses - Beehive & H20

3.2 km from Caldwell Square

7.451.136 ₫

16.124.583 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern building with a 'welcome' sign, large windows, and a covered entrance area.

An outdoor patio area with tables and chairs, large umbrellas, and potted plants.

A modern breakfast area with a wooden table, a coffee station, and a sign that says "Happy Breakfast Starts Here."

2. Hampton Inn & Suites Pittsboro

8 km from Caldwell Square

Kevin

3.056.777 ₫

3.362.454 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A multi-story hotel with a prominent 'Hyatt Place' sign, a covered entrance, and a parking area.

A modern kitchen with beige cabinets, a buffet counter with food and drinks, and neatly stacked plates on the floor.

A hotel room with a desk, two beds, a sofa, a bench, and a large window.

A modern hotel lobby with a seating area, a television, and a bookshelf.

3. Hyatt Place Chapel Hill / Southern Village

9.7 km from Caldwell Square

Christine

3.492.720 ₫

3.964.236 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A spacious lobby with wooden ceiling beams, a central bar area, multiple seating options including sofas and chairs, and framed pictures on the walls.

A spacious indoor area with high ceilings, modern lighting fixtures, and a mix of seating arrangements including sofas and chairs.

A spacious lobby with a reception desk, comfortable seating, and a large window.

A Hampton Inn Suites hotel with a stone facade, large entrance doors, and a welcoming sign.

4. Hampton Inn & Suites Chapel Hill/Durham, Area

15.9 km from Caldwell Square

Laura

3.056.777 ₫

3.469.442 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A Courtyard by Marriott hotel with multiple floors, a covered outdoor seating area, and a well-lit entrance.

A modern lobby with a sofa, chairs, a coffee table, a fireplace, and a large screen displaying information.

A modern bar area with a wooden bar counter, multiple screens, and a variety of beverages.

An indoor swimming pool with metal ladders, a tiled wall, and a window with a view of greenery.

5. Courtyard by Marriott Raleigh Cary/Parkside Town Commons

19.3 km from Caldwell Square

Judith

4.156.337 ₫

4.707.051 ₫ total

includes taxes & fees

30 Oct - 31 Oct

A conference room with a long table, blue chairs, and a large screen on the wall.

A modern hotel lobby with a long reception desk, teal chairs, and a large TV on the wall.

A modern hotel with a prominent curved sculpture in the foreground and a well-lit building with a visible sign.

6. Hampton Inn & Suites By Hilton Pittsboro

8 km from Caldwell Square

Thomas

3.078.763 ₫

3.386.628 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A bar area with wooden chairs, a bar counter, and shelves with bottles.

A spacious lobby with multiple seating areas, including sofas and chairs, and a central coffee table.

A multi-level hotel lobby with a central seating area featuring blue armchairs and a round table.

A gym with exercise equipment, mirrors, and a patterned floor.

7. Fairfield Inn & Suites by Marriott Durham Southpoint

16.7 km from Caldwell Square

Tracy

2.946.821 ₫

3.344.642 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An outdoor seating area with a circular fire pit surrounded by wicker chairs and a table.

An indoor swimming pool with a 3 FT depth marker, a wheelchair-accessible chair, a potted plant, and a view of the outside through large windows.

A reception area with a large screen displaying a sea view, a bench, and a sign indicating the location as Marriott Bonvoy.

A modern hotel lobby with a mix of seating areas, a bar, and a large wall-mounted TV.

8. SpringHill Suites by Marriott Durham Chapel Hill

19.4 km from Caldwell Square

Logan

3.056.777 ₫

3.469.442 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A brick pathway flanked by neatly trimmed hedges leading to a building with a red facade and a grey roof.

A modern living room with two sofas facing a glass coffee table, a large window with curtains, and a brick wall.

An outdoor dining area with tables set for four, surrounded by a brick pathway and lush greenery.

A spacious lobby with a long corridor, comfortable seating areas, and large windows providing natural light.

9. Rizzo Center, a Destination by Hyatt Hotel

14.8 km from Caldwell Square

Andrea

5.070.912 ₫

5.755.485 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern hotel with a glass facade, multiple floors, and a central staircase.

A modern café interior with a wooden table and benches, a refrigerated display case, and a view of the street outside.

A swimming pool with colorful inflatable toys, a lifeguard chair, and a view of the outdoors through large windows.

A modern lounge area with sofas, armchairs, and ottomans, a flat-screen TV, and a dartboard.

10. Aloft by Marriott Chapel Hill

13.7 km from Caldwell Square

Michelle

3.166.733 ₫

3.594.242 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A restaurant with tables set for dining, a wine wall, and a chandelier.

A spacious lobby with a central food kiosk, seating areas, and a high ceiling with hanging lights.

A modern hotel lobby with a coffee station, snack bar, and a view of the outside.

An outdoor patio with modern furniture, including sofas and tables, under a green roof.

11. Hilton Garden Inn Durham Southpoint

18 km from Caldwell Square

R Kaye

3.716.513 ₫

4.218.241 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a sofa, chairs, and a table.

An outdoor seating area with a sofa, chairs, and tables, overlooking a brick building and trees.

A modern hotel building with a prominent 'tru by Hilton' sign, large windows, and a parking lot.

A modern restaurant with a long wooden bench seating area, multiple tables, and chairs.

12. Tru by Hilton Chapel Hill

17.1 km from Caldwell Square

Merial

3.166.733 ₫

3.594.243 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A swimming pool with lounge chairs and a wooden fence.

A modern bar area with a refrigerated display, wooden bar counter, and seating.

A multi-story hotel with a modern design, featuring a prominent entrance with a glass canopy and an American flag.

A hotel room with a bed, a sofa, a desk with a chair, a television, and a painting on the wall.

13. Hyatt Place Durham Southpoint

16.5 km from Caldwell Square

Jessica

3.492.720 ₫

3.964.238 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A modern hotel room with a large bed, wooden headboard, bedside tables with lamps, a bench, and a wardrobe.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

A reception desk area with a Holiday Inn Express sign, two receptionists, and a guest with a suitcase.

A modern hotel room with a blue sofa, a wooden coffee table, a framed abstract painting, and a flat-screen TV mounted on the wall.

14. Holiday Inn Express Chapel Hill by IHG

15.8 km from Caldwell Square

Jenna

2.638.944 ₫

2.995.200 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A modern hotel with a flat facade, large windows, and a sign reading "ACHOTEL CHAPEL HILL".

A modern breakfast bar with a glass top, various breakfast items, and a coffee machine.

An outdoor patio area with a brick wall, modern furniture, and string lights.

A modern living room with a sectional sofa, a coffee table, and a fireplace. There are shelves with decorative items and a large window with curtains.

15. AC Hotel by Marriott Chapel Hill Downtown

13.3 km from Caldwell Square

Michael

4.167.979 ₫

4.730.655 ₫ total

includes taxes & fees

18 Oct - 19 Oct

An outdoor patio area with wooden pergolas, seating arrangements, and a view of the adjacent building.

A hotel with a prominent entrance, multiple floors, and a flag.

A breakfast bar with a stone accent wall, a coffee station, and a display of pastries.

A modern lobby with a curved sofa, a round coffee table, and a chandelier. There are stone pillars and a staircase in the background.

16. Homewood Suites by Hilton Durham-Chapel Hill / I-40

19 km from Caldwell Square

Shannon

3.373.191 ₫

3.828.573 ₫ total

includes taxes & fees

28 Oct - 29 Oct

A modern indoor space with a sofa, chairs, and a coffee table.

A modern lounge area with sofas, a coffee table, and pendant lighting.

A modern gym with various exercise equipment, including treadmills and dumbbells, and a large mirror wall.

A modern living room with a sofa, coffee table, and a TV mounted on a blue wall.

17. Sheraton Chapel Hill Hotel

17.2 km from Caldwell Square

Laurel

3.285.744 ₫

3.729.321 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a clear edge and a shallow end, surrounded by lounge chairs and a covered area.

A modern hotel lobby with a bar area, seating, and a large screen.

A modern dining area with a long table, chairs, and a TV mounted on the wall.

A hotel room with a kitchenette, a large mirror, a flat-screen TV, a sofa, and a dining table.

18. Hampton Inn & Suites Chapel Hill-Carrboro/Downtown

12.8 km from Caldwell Square

Robert

3.254.698 ₫

3.694.084 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious, elegantly decorated interior with a central round table, high ceilings, and classic architectural columns.

A banquet hall with round tables, chandeliers, and floral centerpieces.

A large, historic building with a central courtyard, columns, and a brick facade.

A spacious living room with a sofa, armchairs, a coffee table, and a chandelier.

19. The Carolina Inn, a Destination by Hyatt Hotel

13 km from Caldwell Square

Stephanie Pauline

9.883.104 ₫

11.217.323 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with tables and chairs, umbrellas, and potted plants.

A restaurant with a large dining area, a counter with a menu, and large windows.

A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

A lobby with seating, a fireplace, and a view of the dining area.

20. Residence Inn by Marriott Chapel Hill

17.5 km from Caldwell Square

LeRoi

3.056.777 ₫

3.469.441 ₫ total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top Caldwell Square Hotel Reviews

Microtel Inn by Wyndham Raleigh Durham Airport

8/10 Good

"Nice hotel close to airport. Friendly staff. Problem with AC unit reported to staff. Fixed while out eating dinner. Simple breakfast with minimal options."

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

10/10 Excellent

"I would say do more with the breakfast, have more options available."

Sonesta Select Raleigh Durham Airport Morrisville

10/10 Excellent

"We were looking for a hosel where we spend the night before our early flight, get an airport transfer, and could leave our car while we were gone fir a week, it was beautiful and the best $ for parking. Looks like they’re still doing some painting touch ups, but we enjoyed our stay,"

Quality Inn & Suites Raleigh Durham Airport

8/10 Good

"It was an older hotel repainted but very clean. Staff excellent"

Sonesta Select Durham Research Triangle Park

10/10 Excellent

"Excellent stay ,and a great location in the center of everything from food to entertainment. Great atmosphere rooms and room service was excellent. Looking forward to return in the near future."

La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

8/10 Good

"Room clean but a bit of moldy smell. Hotel needs renovation. OK for price."

Candlewood Suites Durham by IHG

8/10 Good

"Clean room and parking kitchen clean"

Other attractions near Caldwell Square

Camden Park

After visiting Camden Park, make a plan to see the other sights and activities in Fearrington.

See properties

Yancey Square

After visiting Yancey Square, make a plan to see the other sights and activities in Fearrington.

See properties

McDowell Square

After visiting McDowell Square, make a plan to see the other sights and activities in Fearrington.

See properties

McIntyre's Fine Books and Bookends

Enjoy a stop at McIntyre's Fine Books and Bookends, an entertaining place to visit in Fearrington. Attend a sporting event or simply visit the area's stunning cathedral.

See properties

Park at Briar Chapel

Park at Briar Chapel is just one of the places to see in Pittsboro, so why not enjoy the other things to explore during your travels? Take in the art scene while you're in the area.

See properties

Great Meadow Park

After visiting Great Meadow Park, make a plan to see the other sights and activities in Chapel Hill. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

The Preserve at Jordan Lake

8.8/10 (15 reviews)

Enjoy a round of golf in Chapel Hill at The Preserve at Jordan Lake. Attend a sporting event or visit the stunning cathedral in this family-friendly area.

See properties

Boulder Park

After visiting Boulder Park, make a plan to see the other sights and activities in Chapel Hill. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

See properties

Frequently asked questions

What's the area like around Caldwell Square?

Caldwell Square is located in Fearrington. You'll find 38 hotels and other accommodations within a few miles for a convenient home base.

How many hotels will I be able to find close to Caldwell Square?

Expedia has 38 hotels and other accommodation options a few miles from Caldwell Square.

If I need to cancel the hotel reservation for my stay near Caldwell Square, will I receive a refund?

Yes, most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a non-refundable reservation, it may still be possible to cancel it and receive a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then filter by "fully refundable" to view the top deals on offer near Caldwell Square.

What can I see and do near Caldwell Square?

Enjoy the outdoors at Grovepark, Park at Briar Chapel or Great Meadow Park. Explore nature at Constellation Park and Parker's Creek Beach. You might plan a visit to The Preserve at Jordan Lake or Governor's Club while you're in the area.

Search Hotels Near Caldwell Square, Pittsboro

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Caldwell Square hotels

1. Two Tree Houses - Beehive & H20

2. Hampton Inn & Suites Pittsboro

3. Hyatt Place Chapel Hill / Southern Village

4. Hampton Inn & Suites Chapel Hill/Durham, Area

5. Courtyard by Marriott Raleigh Cary/Parkside Town Commons

6. Hampton Inn & Suites By Hilton Pittsboro

7. Fairfield Inn & Suites by Marriott Durham Southpoint

8. SpringHill Suites by Marriott Durham Chapel Hill

9. Rizzo Center, a Destination by Hyatt Hotel

10. Aloft by Marriott Chapel Hill

11. Hilton Garden Inn Durham Southpoint

12. Tru by Hilton Chapel Hill

13. Hyatt Place Durham Southpoint

14. Holiday Inn Express Chapel Hill by IHG

15. AC Hotel by Marriott Chapel Hill Downtown

16. Homewood Suites by Hilton Durham-Chapel Hill / I-40

17. Sheraton Chapel Hill Hotel

18. Hampton Inn & Suites Chapel Hill-Carrboro/Downtown

19. The Carolina Inn, a Destination by Hyatt Hotel

20. Residence Inn by Marriott Chapel Hill

Top Caldwell Square Hotel Reviews

Microtel Inn by Wyndham Raleigh Durham Airport

La Quinta Inn & Suites by Wyndham Univ Area Chapel Hill

Sonesta Select Raleigh Durham Airport Morrisville

Quality Inn & Suites Raleigh Durham Airport

Sonesta Select Durham Research Triangle Park

La Quinta Inn & Suites by Wyndham Raleigh/Durham Southpoint

Candlewood Suites Durham by IHG

Other attractions near Caldwell Square

Camden Park

Yancey Square

McDowell Square

McIntyre's Fine Books and Bookends

Park at Briar Chapel

Great Meadow Park

The Preserve at Jordan Lake

Boulder Park

Frequently asked questions