Find Romantic Hotels in Lenox, MA

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Check availability on Lenox Romantic Hotels

Our top choices for Lenox romantic hotels

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,007 reviews)
"The hotel is very nice and clean. From the moment we checked in to check out, we had an amazing time. "
United States
Gina
The price is NT$2,924
NT$3,266 total
includes taxes & fees
Jan 29 - Jan 30
The Yankee, Trademark Collection by Wyndham

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very Good, (1,006 reviews)
"Staff was very courteous and rooms clean."
United States
Steven
The price is NT$3,093
NT$3,454 total
includes taxes & fees
Jan 24 - Jan 25
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Berkshires Untold

Berkshires Untold
3.5 star property
Lenox
9.0 out of 10, Wonderful, (841 reviews)
"So charming, clean, thoughtful touches and a really special place!"
United States
Juliana
The price is NT$2,786
NT$3,112 total
includes taxes & fees
Jan 25 - Jan 26
Berkshires Untold

Gateways Inn & Restaurant

Gateways Inn & Restaurant
3.0 star property
Lenox
8.0 out of 10, Very Good, (197 reviews)
"Gateways Inn is a fantastic place to stay! The staff was very courteous and the room was spacious and very clean. The breakfast was included and very tasty. I highly suggest a stay there if you are planning on visiting the Berkshires!!!"
United States
Miguel
The price is NT$5,805
NT$6,775 total
includes taxes & fees
Jan 31 - Feb 1
Gateways Inn & Restaurant

Brook Farm Inn

Brook Farm Inn
3.5 star property
Lenox
9.4 out of 10, Exceptional, (164 reviews)
"Everything was perfect - location and accommodation."
United States
Christopher
Brook Farm Inn

The Red Lion Inn

The Red Lion Inn
3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1,003 reviews)
"All was great! The atmosphere, food, and rooms were very clean. "
United States
Brent
The price is NT$4,830
NT$6,805 total
includes taxes & fees
Jan 21 - Jan 22
The Red Lion Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (564 reviews)
"Very pleasant and relaxing place to stay"
United States
steve
The price is NT$5,874
NT$6,562 total
includes taxes & fees
Jan 25 - Jan 26
The Williams Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (167 reviews)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is NT$5,186
NT$5,964 total
includes taxes & fees
Jan 21 - Jan 22
Blackberry River Inn

Gedney Farm

Gedney Farm
3.5 star property
Great Barrington
9.2 out of 10, Wonderful, (134 reviews)
"We loved our stay at Gedney. Michael was a sweetheart, and the grounds are GORGEOUS. We loved our room with fireplace - the whole setting is just country and updated/old. For anyone who loves farms and barns and rustic, this is for you. Can't wait to return."
United States
Lynda
The price is NT$5,854
NT$6,421 total
includes taxes & fees
Jan 28 - Jan 29
Gedney Farm

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (53 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is NT$6,785
NT$7,171 total
includes taxes & fees
Jan 28 - Jan 29
Harbour House Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Lenox

Lenox attractions for couples

Lenox, Massachusetts, is a captivating blend of culture and nature, perfect for travelers seeking quality experiences. Begin your exploration at Tanglewood, the summer home of the Boston Symphony Orchestra, where you can enjoy world-class performances in a stunning outdoor setting. A visit to the Norman Rockwell Museum is a must, showcasing the works of one of America's most beloved illustrators, with a collection that captures the spirit of American life. For outdoor enthusiasts, the nearby Kennedy Park offers a network of trails ideal for hiking and biking, surrounded by picturesque landscapes. Families can enjoy a day at the Berkshire Botanical Garden, where you can wander through beautifully curated gardens and enjoy seasonal workshops. As for accommodations, the charming inns and upscale hotels in the heart of Lenox provide a cozy yet refined experience, often featuring amenities like spa services and gourmet dining. Staying here allows you to easily explore the town's vibrant arts scene and enjoy the natural beauty that the Berkshires offer, all while receiving attentive service that caters to your every need.

Find the best romantic hotels in Lenox

For couples seeking a romantic escape in Lenox, Massachusetts, these hotels provide the perfect backdrop for a memorable getaway. Each offers unique amenities that enhance the romantic experience.

The Yankee, Trademark Collection by Wyndham

  • Why it's great for a couples retreat: With a solid review rating of 9.2, The Yankee, Trademark Collection by Wyndham presents a charming setting for couples. This hotel features a private hot tub, perfect for relaxing evenings together, and a cozy fireplace that adds warmth to your stay. Guests can enjoy a delightful buffet breakfast to fuel their adventures, ensuring a wonderful start to each romantic day.
  • Other amenities: Other highlights include balconies or patios for private moments, a 24-hour fitness center for those who want to stay fit, and concierge services to assist with local recommendations. The indoor pool offers a relaxing escape, and the hotel’s nearby skiing and hiking locations provides opportunities for outdoor exploration, adding more excitement to your romantic getaway.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.21 miles, Herman Melville's Arrowhead - 1.65 miles, Kennedy Park - 1.79 miles

The Cornell Inn, Lenox & The Berkshires

  • Why it's great for a couples retreat: The Cornell Inn, Lenox & The Berkshires, a review rating of 9.2, offers an enchanting retreat for couples. With private hot tubs available, guests can indulge in romantic evenings while the cozy decor and fireplace create an intimate atmosphere. A complimentary full breakfast is served daily, perfect for sharing moments over delicious food before heading out to explore the Berkshires.
  • Other amenities: This charming inn features outdoor terraces and balconies allowing guests to enjoy the beautiful surroundings together. Guests can also enjoy self-parking and daily housekeeping for added convenience. With nearby access to skiing and biking, couples can adventure together, making it a fantastic choice for romance amid nature's beauty.
  • Nearby attractions: Kennedy Park - 1.04 miles, Lenox Library - 0.62 miles, Ventfort Hall Mansion and Gilded Age Museum - 1.0 miles

Hampton Inn & Suites Berkshires-Lenox

  • Why it's great for a couples retreat: The Hampton Inn & Suites Berkshires-Lenox is an inviting choice for couples looking to unwind together, an impressive review rating of 9.2. Guests can enjoy an indoor pool for a cozy swim, along with complimentary breakfast options to start the day off right. The hotel's atmosphere encourages intimacy, with comfortable suites featuring separate living areas for added privacy.
  • Other amenities: Additional features include a fitness center for those wanting to stay active, scenic mountain views to set the mood, and convenient access to nearby outdoor activities like hiking and snowboarding. Guests can also take advantage of self-parking and daily housekeeping to ensure a stress-free stay, making it an ideal romantic retreat.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 1.0 miles, Herman Melville's Arrowhead - 1.43 miles, Kennedy Park - 1.58 miles

Courtyard by Marriott Lenox Berkshires

  • Why it's great for a couples retreat: The Courtyard by Marriott Lenox Berkshires offers a delightful setting for couples, with a solid review rating of 9.2. The indoor pool serves as a perfect spot for relaxation, while the comfortable suites provide ample space for couples to unwind after a day of exploring the area. Guests can enjoy a complimentary breakfast that sets the tone for a wonderful day together.
  • Other amenities: Additional amenities include a fitness center to keep active together, self-parking for convenience, and a snack bar for quick bites. The hotel’s inviting atmosphere, combined with its accessible pool and charming surroundings, ensures a memorable romantic experience for guests.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 0.99 miles, Kennedy Park - 0.31 miles, Lenox Library - 1.59 miles

Berkshires Untold

  • Why it's great for a couples retreat: Berkshires Untold stands out as a romantic destination with a guest review rating of 9.0. This hotel offers couples dining experiences and champagne service, ensuring every moment spent here feels special. The beautiful garden views from the restaurant create a serene backdrop for couples to connect and relax.
  • Other amenities: Additional amenities include a terrace for enjoying the outdoors, concierge services for personalized recommendations, and luxurious bathrobes provided for a touch of elegance. With designer toiletries and premium bedding, guests will feel pampered throughout their stay. The hotel’s design and atmosphere foster romance, making it an ideal choice for couples looking to celebrate love.
  • Nearby attractions: Pleasant Valley Wilderness Sanctuary - 0.68 miles, Kennedy Park - 0.53 miles, The Bookstore - 2.15 miles

Top Lenox Hotel Reviews

Frequently asked questions

Searching for romantic hotels in Lenox?
Are you and your partner in need of a romantic vacation? Our guests also enjoy Lenox for its museums, live music, and gardens. If you want to explore the area, you might head to Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Lenox?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Lenox: The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°F. The snowiest months in Lenox are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Lenox?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all that Lenox has to offer. Couples looking for a little of everything will enjoy Lenox for its museums, live music, and gardens. You might think about visiting Ventfort Hall Mansion and Gilded Age Museum, Shakespeare and Company, or Tanglewood Music Center.
What's the best way to get to Lenox and around town during my romantic getaway?
This information about transportation options in Lenox might help your romantic getaway go off without a hitch: Make your way to Lenox with a flight to Pittsfield, MA (PSF-Pittsfield Municipal), which is the closest major airport located 4.7 mi (7.6 km) from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.

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