Berkshires for Couples

Charming retreats ready-made for romance

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Romance is in the air, no matter what time of year you choose to visit the Berkshires. Here are 10 hot spots that you won’t want to miss on your next romantic getaway.

The Town of Lenox

This is the ideal destination for any couple looking for a romantic getaway. Whether you come to simply enjoy one of their B&Bs, or if you come to shop and dine together, this charming Berkshire town is sure to be a memorable getaway. Escape the bustle and take the time to enjoy each other’s company in Lenox.

Hampton Terrace Bed & Breakfast Inn

This 1897 Gilded Age mansion has been turned into a number-one rated inn that offers couples the perfect escape in the Berkshires. Cuddle up together by the fireplace in your room or soak together in the Jacuzzi. Reconnect and rekindle your romance.

Cranwell Spa & Golf Resort

Get away and enjoy the perfect retreat at one of the largest spas in the Northeast. Ideal for the couple who is looking to be truly pampered, luxuriate together in a true gilded age style. Cranwell is truly a one-of-a-kind destination for couples and is where memories are made.

The Red Lion Inn

Discover quintessential New England at the Red Lion Inn while you hold hands over a delicious meal or cozy up in front of the fire. Feeling more low-key? Then stay comfy in bed and order room service or enjoy a soak together in the Inn’s outdoor heated pool or hot tub.

Canyon Ranch

Couples retreat to Canyon Ranch to get away from daily stress. Enjoy meals prepared just for you while you reconnect through a variety of wellness activities. Leave feeling renewed.

Berkshire Elegant Country Inns

What does “romantic” mean to you both? If it is finding special ways to affirm your love in a beautifully appointed estate setting, any of these five luxury Berkshire properties is perfect. Award-winning hospitality awaits you. Enjoy total privacy or let them help you design your perfect romantic getaway.

Sweet Brook Farm

Put on your warm winter gear and reserve your spot on a Berkshire sleigh ride at Sweet Brook Farm. Be whisked through the beautiful winter scenery while the both of you cozy up together under a blanket and enjoy the great outdoors. Hot chocolate is provided; memories you get to make on your own.


Romance is personified by a visit to Tanglewood. Here you can pack up and bring your perfect picnic complete with candelabra and champagne, if you please, then cozy up together on the lawn while taking in strains from the Boston Symphony Orchestra.

Hilltop Orchards

Enjoy the flavor of the Berkshires together. Each month at Hilltop Orchards you are offered a chance to outdoors together like you have never done before … on a moonlight hike. Find romance by the light of the moon and then enjoy a roaring bonfire together while you sip their award winning hard cider.

Mahaiwe Performing Arts Center

Enjoy a piece if living history together while you enjoy a show at the Mahaiwe, one of the oldest surviving theaters in the country. As the house lights dim grab each other’s hand and enjoy a night out on the town together. Whether it is live music, dance or classic cinema, sharing this experience as a couple will only make it better.

This itinerary is compliments of the Berkshire Visitors Bureau.

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