The 5 Best Boutique Hotels with Entertainment in Woodstock (2025)

Nestled in the enchanting town of Woodstock, Macdonald Bear Hotel invites you to step into a world where history and luxury intertwine. With its ancient stone walls whispering tales of royal guests and Hollywood legends, this 13th-century inn promises an intimate retreat, wrapped in the charm of the English countryside—a perfect setting for couples seeking romance or travelers on a cultural exploration.

Romantic Break - Imagine cozy evenings by the warmth of crackling open fires, where you can savor exquisite local wines while the scent of seasonal dishes wafts through the air, creating an atmosphere that’s undeniably romantic and inviting.

Historic - Every corner of the Bear Hotel is steeped in history, from the antique furnishings that have witnessed centuries unfold to the very stones underfoot, each telling stories of illustrious guests like Elizabeth Taylor and Richard Burton who once roamed these halls.

Total relaxation - Indulge in the peaceful ambiance of our rooms, where plush beds beckon after a day of exploration, allowing you to unwind completely as you sink into luxury surrounded by the textures of soft linens and rustic wood accents.

Guest Experiences - The delightful surprise of stepping into your room reveals not just comfort but an old-world charm with the faint scent of polished wood lingering in the air. You might find yourself enchanted by the friendly staff, ready to share a laugh or offer recommendations—their warmth making you feel right at home amid the historical elegance.

Nestled in the tranquil embrace of Oxfordshire's rolling countryside, Artist Residence Oxfordshire invites you to discover a sanctuary where modern luxury meets artistic charm. The air is imbued with the gentle scent of herbs from the lush garden that leads you to uniquely designed rooms, each narrating their own story through eclectic decor and whimsical touches—perfect for couples seeking romance or solo travelers craving inspiration.

Country Escape - Experience a serene retreat surrounded by nature, where the soft melodies of chirping birds accompany your morning coffee on the terrace, allowing you to unwind while soaking in breathtaking views of the verdant landscape.

Boutique Charm - Every corner of this hotel tells a tale, with thoughtfully curated artworks and quirky features sparking curiosity. From vintage furniture to charming knick-knacks, the property is a canvas of creativity, promising an experience that's as unique as it is luxurious.

Culinary Delights - Indulge in British cuisine crafted from local ingredients in the inviting restaurant, where the aroma of freshly prepared dishes mingles with laughter and conviviality. Vegetarian and vegan options are made with the same passion, ensuring every palate is catered to.

Guest Experiences - Strolling through the herb garden en route to your cozy quarters, you might catch the earthy scent of rosemary and thyme—a sensory delight that instantly soothes the soul. As you settle into a space decorated with vibrant art, the warmth of the rustic fireplace beckons you to relax, making this not just a stay, but a delightful experience to remember.

Nestled in the charming village of Stanton Harcourt, The Harcourt Arms beckons with its chic, romantic ambiance and modern comforts. This luxurious retreat envelops guests in an intimate atmosphere, where rustic elegance meets contemporary design—a perfect haven for couples and wanderers seeking both relaxation and adventure in the beautiful Cotswold countryside.

Romantic Break - Indulge in a stay that whispers romance at every turn, from cozy dinners by the crackling fire to luxurious rooms adorned with high-quality furnishings that invite you to unwind and reconnect.

Total Relaxation - Escape the hustle and bustle as you sip a fragrant cup of coffee while lounging in the tranquil garden, or immerse yourself in serenity during a restorative evening in your beautifully decorated room, where comfort reigns supreme.

Outstanding Location - With stunning views of the surrounding countryside and close proximity to historic treasures like Blenheim Palace, this hotel serves as the ideal base for exploring local markets, picturesque walks, and cultural gems.

Guest Experiences - As you step into the inviting pub, the delightful aroma of home-cooked meals fills the air, drawing you to sample a divine steak shared over laughter and stories. Friendly locals, eager to join in on quiz night, wrap you in a warm sense of belonging, making each moment feel like a cherished memory.

Nestled just five miles from the historic heart of Oxford, The Bear and Ragged Staff beckons with its enchanting charm and rich heritage. Here, beams of ancient wood and cozy nooks invite romance and relaxation, whether you're savoring a pint by the roaring fire or retreating to your room adorned with time-honored character and modern comforts.

Historic Charm - Step into a world where centuries-old architecture harmonizes with contemporary elegance. The high, sloping ceilings and quaint details transport you back to an era steeped in history, offering a unique blend of comfort and authenticity that few places can match.

Culinary Delights - Indulge in a menu brimming with traditional British flavors, crafted with care and creativity. The inviting aroma of freshly prepared dishes dances through the air, while award-winning ales flow freely, each sip perfectly complementing the gastronomic experience.

Total Relaxation - Unwind in snug accommodations that cradle you in warmth, featuring plush king-size beds and tasteful decor. Mornings begin with the comforting scent of a hearty English breakfast, a ritual that sets the tone for restful days spent exploring or simply lounging.

Guest Experiences - As you settle into your room, the soft rustle of leaves outside mingles with the faint crackle of the log fire below, creating an atmosphere of serene comfort. A friendly staff member may pop in with a complimentary tea selection, the rich aroma instantly transporting you to a cozy afternoon, adding a personal touch that makes each moment feel special.

Nestled in the charming village of Upper Heyford, The Heyford Hotel offers a serene retreat where modern luxury meets warm hospitality. With its sleek contemporary design and inviting ambiance, this boutique hotel serves as the perfect backdrop for romantic escapes, rejuvenating wellness retreats, or productive business trips, ensuring every moment is infused with elegance and comfort.

Total relaxation - Unwind in spacious rooms adorned with chic decor, where plush bedding and soft textures create a cocoon of tranquility, inviting you to escape the outside world.

Romantic Break - Savor intimate meals at the on-site restaurant, where each dish is a delight for the senses, paired with the subtle glow of candlelight that sets the mood for unforgettable evenings.

Outstanding location - Explore the lush English countryside and historic sites nearby, including the breathtaking Blenheim Palace, just a short drive away, where every path leads to new adventures and discoveries.

Guest Experiences - As one guest fondly recalled, the scent of freshly brewed coffee wafting through the corridors each morning felt like a warm hug, while the friendly staff always greeted them with genuine smiles, creating an atmosphere that was both welcoming and familiar.