Beautiful, historic & romantic stays in Berkshires for your secret honeymoon escapes…
Berkshires in New England is a honeymoon spot beyond fabulous, all seasons have matchless natural beauty to admire. The beauty of Berkshires fall foliage in the month of October thrills and attracts all leaf peepers with their vivid shades of amber, auburn, crimson, and russet. Winters has its own unique silent beauty of snow capped mountains and trees. Choose any season to visit Berkshires to celebrate any occasion in life; it has something for everyone to offer round the year. We have a carefully selected list of Inns and resorts for your romantic getaways.
Red Lion Inn

Red Lion Inn in Stockbridge was established as a small tavern in 1773 and it has been hosting guests since before the American Revolution. One of the most historic hotels in New England, and through a succession of owners over the years became one of the oldest serving hotels till today. The Red Lion Inn has been one of the most popular retreats in the Berkshires for generations, and has a history of hosting many famous names of days gone by. It’s very captivating to imagine that the inn has been in use for over 200 year. Hallways of Red Lion looks like a time capsule of the Berkshires, walls filled with paintings of local artists and many other artefacts are displayed. The main building of the inn offers over 80 guest rooms filled with antiques and old books. In addition to the inn itself, the hotel operates nearby guest houses and other properties as alternative lodging options for their guests. Each room is individually appointed with antiques, chintz and decorate in a unique old charm character of Berkshires region. The Red Lion Inn represents a collision of old-fashioned comfort like luxurious linens, fluffy bathrobes, and complimentary toiletries to provide ample comfort for guests with the latest amenities like flat screen TV, WiFi, turndown service, fire place, and iron with board. Red Lion Inn offers a heated pool and the Lion’s Den, the inn’s underground pub where you can listen to live music every night. Red Lion Inn takes you in the days of classic era to get cozy on your honeymoon.
The Whitlock Inn, Lenox
Brook Farm Inn Lenox
Wheatleigh, Lenox
Gateways Inn, Lenox




The Whitlock is a historic inn located in the heart of Lenox, originally established as a two-room farmhouse in 1771. Its interiors blend classic farmhouse character with modern comforts, while amenities include a restaurant, bar, garden, private parking, Wi-Fi, and a sun terrace. Guests can enjoy nearby activities such as skiing and cycling and explore Lenox’s major attractions. With its historic charm, local cuisine at Ophelia’s Bar & Restaurant, and picturesque setting, The Whitlock is a lovely choice for a romantic honeymoon stay.
Gateways Inn is a charming historic bed and breakfast in the heart of Lenox, originally built in 1912 as a summer cottage. Its 12 cozy rooms feature unique décor, fireplaces, hardwood floors, antiques, and marble bathrooms, blending historic charm with modern comforts. After extensive renovations, the inn offers an inviting atmosphere for travelers exploring the Berkshires. Its convenient location near Lenox attractions and Hancock Shaker Village, along with evening entertainment, makes Gateways Inn a lovely choice for a romantic getaway or honeymoon.
The Dewey inn

The Porches Inn, North Adams, MA

It is a Victorian workers housing from late 19th century, which is converted into a boutique inn. The Porches Inn is a sister property to the Red Lion Inn, which offers modern accommodations in a series of renovated Victorian row houses. It’s located right across the street from the internationally renowned Massachusetts Museum of Contemporary Arts. Porches Inn offers a homey feel with an artistic and New England touches. Found in the historic town of North Adams, the inn is in an ideal location to explore the Northern Berkshires. The Porches Inn is a beautiful boutique hotel that has the charm and feel of a country bed ‘n’ breakfast. Complimentary continental breakfast is included. The Inn has a lounge for relaxing in the evening and a heated outdoor pool. In addition, the hotel offers a scenic bonfire pit and a playground. All the hotel rooms are beautifully designed with artistic touches and vintage artefacts, also slightly different from one another and have a small private porch. The Porches Inn offers boxed breakfast for your convenience. The hotel has a rustic elegance with the touches of modern art. This Inn is conveniently located for exploring natural wonders, including the famed Appalachian Trail, Natural Bridge State Park, Windsor Lake Park, and also near to several shopping and dining options. It is best for your special moments.
The Inn at Stockbridge, Stockbridge

Hampton Terrace Bed & Breakfast Inn, Lenox
Courtyard by Marriott Lenox Berkshires


Hampton Terrace Inn is located in Lenox, the heart of the charming and beautiful Berkshires. This original Lenox area cottage which was built in 1897, has all the characters to take you back in the Gilded Age. Hampton Terrace has been completely restored, modernized and filled with amenities that guests expect. The Hampton Terrace has 14 well decorated rooms with original 19th-century interiors which add an old world charm. Antique-filled rooms include flat-screen TVs, Georgian-era fireplaces, and private baths with Jacuzzi tubs. The suites have living room and porch. This four-pearl property offers outdoor heated pool which is unlike other bed-and-breakfasts in the area. The owner couple serves a Southern-style breakfast in the dining room, and there’s a small bar as well. The Hampton Inn shares wonderful location in Lenox; it is 0.1 mile from Ventfort Hall Mansion & Gilded Age Museum, and just 1.5 mile from Tanglewood Music Centre. Lenox Library, Shakespeare & Company is also within 10 minutes walk and very close to shops and restaurants.
Courtyard by Marriott is ideal for honeymooning couples, those who are looking for a hotel that can offer a lot of things. Hotel has chic rooms with relaxing areas overlooking great views and fabulous food. It is located within a sniffing distance from the Lenox centre. Courtyard by Marriott Lenox Berkshires has easy access to almost all the attractions in the surroundings. Hotel offers an indoor pool, a fitness centre with a workout room and an onsite bar. The hotel has four room types varies in size and facilities. All the rooms have comfortable and cosy beds for tight sleep. Most of the rooms have air conditioning, private bathroom with nice toiletries & shower towels, flat screen TVs, mini bar, refrigerator, iron with a board, microwave and all the essentials for a comfortable stay. The outdoor seating area is available to all guests and offers an outdoor fire pit and grill. You can dine at their in-house restaurant and stroll around an indoor gift shop. This place provides a tranquillity and privacy to cuddle up with your partner.



