Lenox Resorts
1200 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
US $346/Night
For 7 Nights US $2,424
12916.69 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Parking
- Air Conditioner
- Internet
US $405/Night
For 7 Nights US $2,835
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $357/Night
For 7 Nights US $2,501
1291.67 ft²
4 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Skiing
- Fireplace/Heating
- Balcony/Terrace
US $399/Night
For 7 Nights US $2,793
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $260/Night
For 7 Nights US $1,820
1905.21 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Parking
- Internet
US $217/Night
For 7 Nights US $1,519
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $357/Night
For 7 Nights US $2,502
6 Guests
3 Bedrooms
3 Bathrooms
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $320/Night
For 7 Nights US $2,240
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $271/Night
For 7 Nights US $1,899
256.99 ft²
17 Guests
28 Bedrooms
8 Bathrooms
Family Friendly
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $389/Night
For 7 Nights US $2,723
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
US $246/Night
For 7 Nights US $1,720
Why Choose Rent By Owner for your Lenox Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Lenox
When should you plan your Resorts stay?
Choosing the optimal time to visit this destination ensures you can enjoy its scenic beauty and cultural events at their best, making your stay truly memorable while taking advantage of the region's seasonal charm.
Peak Season Highlights
Summer (June to August)
During the warmest months, this destination experiences peak activity, making it ideal for outdoor enthusiasts seeking vibrant local events and scenic beauty.
Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
Fall (September to October)
As the region transforms with stunning foliage, these months attract visitors looking to enjoy the picturesque landscapes and mild weather.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Late Winter (February to March)
You can find fewer crowds during this time, offering a peaceful retreat amid the quieter snow-covered scenery of the area.
Average Temperature Daytime: 30-45°F - Nighttime: 20-30°F
Spring (April to May)
The early spring months bring milder weather and blooming nature, making it an excellent period for those seeking tranquility away from the busy season.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F
Weekly Weather Forecast for Lenox
How to Book Your Lenox Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Lenox
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor seating areas such as patios or decks to relax and take in the scenic views.
- Take advantage of private or shared gardens that provide a peaceful outdoor setting.
- Make the most of barbecue grills available for outdoor cooking and entertaining.
- Utilize outdoor fire pits or fireplaces for cozy evenings under the stars.
- Benefit from access to hiking trails or pathways leading through the region's natural beauty.
- Take part in recreational activities like swimming pools or tennis courts often found on-site.
- Experience outdoor sports facilities, including basketball courts or volleyball areas, for active leisure.
Top Attractions Around Lenox
What attractions are nearby?
During your stay, you'll find a variety of outdoor activities and cultural experiences nearby that allow you to fully enjoy the charm of this region, making it an ideal destination for those seeking relaxation and adventure in a picturesque setting.
Family Activities
- Tanglewood Music Center: Enjoy a family-friendly experience by attending outdoor concerts and exploring the stunning outdoor spaces at this renowned music venue in the area.
- The Berkshire Scenic Railway Museum: Discover the history of local railroads while riding historic trains that captivate children and adults alike in this scenic region.
- Lenox Town Park: Spend quality time outdoors with picnics, playground visits, and nature walks within this welcoming town park close to your accommodations.
- Kennedy Park: Engage in family-friendly activities such as hiking, fishing, or simply relaxing amidst the natural beauty surrounding this popular park.
Adult Activities
- Visit Tanglewood: Experience world-class outdoor concerts and performances set in a scenic, open-air venue that captures the essence of this region’s vibrant arts scene.
- Explore the Berkshire Botanical Garden: Discover stunning plant displays and tranquil walking paths that offer a peaceful retreat amidst the natural beauty here.
- Tour the Ventfort Hall Mansion and Gilded Age Museum: Step back into history with guided tours of this magnificent estate, showcasing the area's rich cultural heritage.
- Enjoy a round of golf: Play at one of the region’s premier golf courses, perfect for relaxing and taking in the picturesque landscapes surrounding your resort stay.
Other Places to Stay in Lenox, MA
The Mount
Cranwell Golf Club
Frelinghuysen Morris House and Studio
Shakespeare and Company
Tanglewood Music Center
Ventfort Hall Mansion and Gilded Age Museum
Lenox Library
The Bookstore
B.J. Faulkner Gallery
Pleasant Valley Wilderness Sanctuary
Kennedy Park
Lenox Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Visit During the Shoulder Seasons: Visiting in spring or fall allows you to enjoy pleasant weather and fewer crowds, enhancing your experience here.
- Explore Local Culinary Gems: Take advantage of the area's diverse dining options to savor authentic regional flavors and support local eateries.
- Engage in Outdoor Activities: Make the most of the natural beauty by participating in outdoor pursuits such as hiking or biking through scenic trails around the region.
- Book Accommodation Close to Attractions: Choosing a well-located resort ensures easy access to key cultural and recreational sites, maximizing your leisure time here.
Transportation Options
- Personal Vehicle Rentals: Renting a car provides the flexibility to explore the region at your own pace, especially since this destination offers scenic drives and access to nearby attractions.
- Shuttle Services: Convenient shuttle services operate regularly between key points such as airports, train stations, and the resorts, making it easy to reach here without the hassle of driving.
- Public Transit: Local buses serve the area and surrounding towns, offering an affordable transportation option for getting around during your stay.
- Taxi and Ride-Sharing: Taxis and ride-sharing apps are readily available here, providing quick and reliable transportation for short trips or when you prefer not to drive.
Local Customs Options
- Traditional New England Hospitality: Locals here take pride in their warm, welcoming attitude, emphasizing friendliness and community spirit that you'll notice in everyday interactions.
- Celebration of the Arts: The region has a rich arts scene, with many local events showcasing music, theater, and visual arts that reflect its cultural heritage.
- Respect for Nature and Conservation: Environmental preservation is highly valued, with residents actively participating in practices that protect the area's natural beauty and outdoor spaces.
- Seasonal Festivals and Events: The area hosts numerous seasonal celebrations, from summer arts festivals to winter holiday gatherings, offering authentic local experiences for visitors.
Lenox Resorts Frequently Asked Questions
1. What are the top Resorts in Lenox?
There are a lot of options in Lenox. If you plan on staying in the Lenox area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Lenox:
- An Elegant Time Capsule in Downtown Lenox
- 5 STAR CASUAL ELEGANCE for 5 STAR GUESTS
- Enjoy comfortable elegance in this secluded grand home located in town
- Luxury Berkshires Retreat in Lenox - Main House
- Large Immaculate Home, 10 Minute Walk To Lenox Center, Minutes To Tanglewood
- Luxury Berkshires Retreat in Lenox - Main House & Studio
- Chic Modern Farmhouse 1 Mile to Downtown Lenox
- NEWLY RENOVATED THREE BEDROOM HAUS IN LENOX WITH MODERN INTERIOR DESIGN.
- Lenox Gem with AC!
- The best of both worlds, Country and Culture
2. How many Resorts are available in Lenox?
Currently, the total number of properties listed by RBO in 2026 is over 151 in the Lenox area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Lenox.
3. What is the cancellation policy for resorts in Lenox, Massachusetts?
Cancellation policies vary by property. You should review the specific resort's terms on the listing page or contact the owner directly to understand the cancellation and refund options available during your booking.
4. Are there any amenities or facilities included with resorts here?
Amenities and facilities differ between resorts. For detailed information about what's included, such as pools, spas, or dining options, please read the property description or reach out to the host for clarification.
5. How do I know if a resort in this area is available for my travel dates?
Availability depends on current bookings. You can check real-time availability directly through the listing or contact the property owner to confirm if your preferred dates are open.
6. Is there a minimum stay requirement at resorts in this region?
Minimum stay requirements vary across properties. Be sure to review each listing’s policies or contact the owner to confirm the length of stay needed for your booking.
7. What should I do if I need to modify or cancel my reservation?
To modify or cancel your reservation, refer to the instructions provided with your booking confirmation or contact the property owner directly. Review the property's cancellation policy beforehand to understand any applicable fees or restrictions.
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- Kitchen
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