A historic church with a tall spire, arched windows, and a clock tower.

Weekend getaways in Chesterfield

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    Check prices for these dates, December 13 – 14, 2026

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    Garner Hotel Chesterfield North by IHG

    A modern reception area with a counter, seating, and a mountain mural.

    Twin Oaks Hotel

    A cozy bar area with stone walls, wooden stools, and a hanging light fixture.

    WILDES INNS

    A restaurant interior with multiple dining tables and chairs, wooden paneling on the walls, and a sign reading "Van Dyk's Nurseries".

    Harvey House

    A modern kitchen with white cabinetry, a black backsplash, and a wooden floor.

    The Old Poets Corner

    A rural landscape with a stone bridge, a garden with a table and chairs, and a house with a sloped roof.

    Birdholme House

    A neatly made bed with a metal frame, a bedside table with a lamp, and a window with curtains.

    Dryden House

    A bedroom with a bed, a painting of a lighthouse, and a window with curtains.

    Staveley House

    A bedroom with a bed, a window with curtains, a bedside lamp, and a mirror.

    Boythorpe House

    A neatly made bed with striped bedding, two bedside lamps, and a headboard.

    Southdown House

    A hotel room with a bed, a nightstand, a window with curtains, a painting on the wall, and a television.

    Bolsover House

    A bedroom with a bed, two bedside tables, and red curtains.

    West Lea House

    A hotel room with two beds, each with a nightstand and lamp. There are framed pictures on the walls and a window with curtains.

    Holland House

    A hotel room with three beds, each with red bedding and white pillows, and a floral artwork on the wall.

    Middlecroft House

    A neatly made bed with green bedding, a window with curtains, a painting on the wall, and a bedside table with a lamp.

    Thorntree Lodge

    A cozy cabin-style interior with a kitchen, dining area, and seating space.

    Top Chesterfield Hotel Reviews

    The View at The White Horse Woolley Moor

    A modern hotel room with a large bed, a sofa, a coffee table, and a TV. The room has large windows with curtains and a view of the outdoors.

    Home Farm & Lodge

    A nighttime garden with a water feature and a decorative fountain.

    The Plough Inn

    An outdoor patio with tables and chairs, surrounded by plants and umbrellas.

    The Barrel Inn

    A bedroom with a bed, a desk, and a wardrobe.

    Biggin Hall Hotel

    A stone building with a covered patio, a lawn, and a dining area with a table and chairs.

    Pack Horse Inn

    A stone building with multiple windows and a bench in front.

    The Bull at Foolow

    A table with a coffee pot, cups, a plate of cookies, and a vase of yellow flowers by a window with curtains.

    Brocco on the Park

    A sign for "Brocco on the Park" with a staircase leading to a brick building.

    White Hart Inn

    A rustic wooden bed with a headboard, white bedding, and a fluffy white throw.

    Cavendish Hotel

    A spacious patio area with a dining table, chairs, and a sofa. There are potted plants and a large window with bamboo shades.

    Oakhill

    A large brick house with a well-maintained garden and a lawn.

    The Psalter

    A restaurant with purple booths and wooden tables, a large window with a view of parked cars, and decorative string lights.

    Morley Hayes Hotel

    A hotel entrance with a brick facade, a sign reading "Motel Inn," and a paved walkway with bollards and potted plants.

    Best Western Premier Doncaster Mount Pleasant Hotel

    A restaurant with outdoor seating and two lion statues.

    The Orchard Hotel & Restaurant

    A spacious lobby with a red sofa, wooden chairs, and a coffee table. There are large windows and a staircase in the background.

    Hex Wildlife Hotel

    An indoor dining area with bamboo plants, tables, and chairs arranged for guests.

    Find out more about Chesterfield

    Chesterfield: Your Next Relaxing Getaway

    Explore Chesterfield for a refreshing getaway. Discover historic sites like Barrow Hill Roundhouse Railway Centre or enjoy cultural venues such as Pomegranate Theatre. Several properties offer amenities like couples treatment rooms or gardens for a comfortable stay. You can find hotels with free self-parking or electric car charging stations, making it easy to explore the area.

    Getaways in Chesterfield

    Chesterfield offers a variety of attractions for a relaxing getaway, from historic sites like Bolsover Castle and Barrow Hill Roundhouse Railway Centre to cultural spots such as Pomegranate Theatre and Chesterfield Museum & Art Gallery. Several properties in the area provide comfortable stays, whether you prefer to be close to the town's activities or enjoy a more tranquil setting for your short trip.

    Casa Hotel

    This hotel is a convenient choice for travelers looking to explore Chesterfield's town center, offering 24-hour room service and a bar. Guests appreciate its comfortable air conditioning, giving it a 9.4 out of 10 guest rating.

    THE HIDE

    For a getaway in a serene rural landscape, this hotel provides a cozy stay with outdoor furniture and a restaurant. Travelers enjoy the terrace, contributing to its 8.2 out of 10 guest rating.

    WILDES INNS

    This hotel offers a relaxing getaway with a bar and a garden for guests to enjoy. Travelers can also make use of the fitness center, and it holds an 8.4 out of 10 guest rating.

    Olde House, Chesterfield by Marston's Inns

    This inn provides a charming rustic pub experience, ideal for a relaxed getaway. It features a garden, a bar, and outdoor furniture, earning a 9 out of 10 guest rating.

    Twin Oaks Hotel

    For a getaway combining modern and rustic elements, this hotel offers an electric car charging station and a bar. Guests can also relax on a furnished patio, and it has an 8.8 out of 10 guest rating.

    Frequently Asked Questions

    What amenities should I look for when booking hotels for a getaway in Chesterfield?

    For a getaway in Chesterfield, look for amenities that offer relaxation and comfort. Consider properties that provide couples treatment rooms for shared experiences, a garden for peaceful moments, or a massage service to unwind.

    When is the best time to plan a short getaway to Chesterfield?

    August is a good time to plan a short getaway to Chesterfield, with daytime highs in the 60s to 70s Fahrenheit. For a quieter experience, consider January, when daytime highs are around 40°F.


    On weekend nights, prices average around $165, with prices typically starting from $95.

    What types of food can I find in Chesterfield on a short getaway?

    In Chesterfield, travelers on a short getaway can find European and Mediterranean food options. Italian cuisine is a dominant choice, with several places offering dishes from this region.

    What are some places to visit in Chesterfield on a short getaway?

    For a short getaway in Chesterfield, you can visit Hotel Van Dyk Theater. Travelers can also explore historic sites like Barrow Hill Roundhouse Railway Centre and Bolsover Castle. For outdoor time, Queen's Park and Poolsbrook Country Park offer green spaces to enjoy.

    What are the best hotels for a getaway in Chesterfield?

    For a getaway in Chesterfield, consider Casa Hotel, a 4-star property with a guest rating of 9.4 out of 10, offering a 24-hour front desk. WILDES INNS is another 4-star option, rated 8.4 out of 10 by guests, also providing a 24-hour front desk.


    THE HIDE, a 3-star hotel with a guest rating of 8.2 out of 10, features a bedroom. August typically brings daytime highs in the 60s to 70s Fahrenheit, while January sees around 40°F.

    Are there family-friendly hotels in Chesterfield for getaway travel?

    Yes, several hotels in Chesterfield offer family-friendly amenities for a getaway. Twin Oaks Hotel, a 3-star hotel with an 8.8 out of 10 guest rating, provides free cribs, kids' meals, and child-friendly window designs. Whittonlodge B&B & Holiday let, a 3-star guesthouse, also has free cribs available.


    Church Villa B&B, a 3-star bed & breakfast, has a 10 out of 10 guest rating and offers highchairs for children. These properties help make your stay comfortable when traveling with family.

    Are there hotels for a getaway in Chesterfield with breakfast?

    Yes, several hotels in Chesterfield provide breakfast for your getaway. ibis Chesterfield Centre – Market Town, a 3-star hotel with a 7.8 out of 10 guest rating, offers a vegetarian breakfast option.


    Garner Hotel Chesterfield North by IHG is also a 3-star property, with a guest rating of 8.4 out of 10. This hotel provides free breakfast for children.

    Are there hotels for a getaway in Chesterfield near the Hotel Van Dyk Theater?

    Yes, several hotels in Chesterfield are near the Hotel Van Dyk Theater, making it easy to enjoy a getaway. WILDES INNS is a 4-star hotel with a guest rating of 8.4 out of 10, and it is about a 5-minute walk from Hotel Van Dyk Theater.


    Garner Hotel Chesterfield North by IHG also provides a convenient stay for travelers, with a 3-star rating and a guest rating of 8.4 out of 10. This hotel is about a 5-minute drive from Hotel Van Dyk Theater.

    Are all taxes and fees included in the prices shown for in Chesterfield on Expedia?

    Yes, with Expedia’s upfront pricing you can compare in Chesterfield, see what you’ll pay before booking, and choose the right stay for your trip. Whether you’re planning a family vacation or a premium escape, clear pricing helps you plan your trip with ease.

    Can I cancel my booking for on Expedia?

    Yes, you can—many Expedia hotel reservations offer free cancellation, provided that you cancel before the hotel's cancellation deadline. This is often within 24–48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's “Fully refundable property” filter during your search to find the right in Chesterfield.

    Can I find Expedia discounts for in Chesterfield?

    To look for discounts on in Chesterfield, join One Key™—our free travel rewards program. One Key members get instant discounts with Member Prices and can earn OneKeyCash™* on eligible bookings. You can also save by bundling your hotel and flights together on Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

    Can I save money by booking flights and in Chesterfield as a package?

    Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build a travel package. *Savings vary and are not available on all flight and hotel bookings.

    How much does it cost to book in Chesterfield?

    Prices for in Chesterfield vary, but you can find deals from $44 on Expedia. To find great prices, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to find our lowest rates.

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