Inns in Lenox, MA

Check rates at 3 inns in Lenox, MA-33 Main near Tanglewood, Hideaway Inn with family rooms, Apple Tree Inn. Free WiFi & parking. Book now.

Check-in
Fri, 25 Sept
Check-out
Sat, 26 Sept
Rooms and Guests2 Guests, 1 room
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Check-in
Fri, 25 Sept
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Check-out
Sat, 26 Sept
Rooms and Guests2 Guests, 1 room
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Check-in
Fri, 25 Sept
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Check-out
Sat, 26 Sept
Rooms and Guests2 Guests, 1 room
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1-4 out of 4
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8.8
Great271 total reviews
our site & Booking.com
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1.6 mi from City Center546 yd from Tanglewood
Heated PoolTavernTennis Courts
  • Across from Tanglewood
  • Heated pool with mountain views
  • Live music at on-site bar
FromUS$ 292 /nightSelect
33 MainInn
9.1
Perfect47 total reviews
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256 yd from City Center365 yd from Lenox Children's Ctr
Happy HourWalking ToursEV Charging
  • Handcrafted Hästens mattresses
  • Designer-curated interiors
  • Creative homemade breakfast
FromUS$ 419 /nightSelect
7.9
Very good259 total reviews
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206 yd from City Center223 yd from Lenox Children's Ctr
SpaElevatorNon-smoking Rooms
  • On-site spa & wellness center
  • Scenic hilltop views
  • Nearby ski facilities
FromUS$ 122 /nightSelect
7.6
Very good459 total reviews
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27 yd from City Center412 yd from Lenox Parks and Recreation Dept
Screened PorchesCroquet LawnSun Terrace
  • Historic Victorian mansion with antiques
  • Walk to Tanglewood concerts
  • Gourmet breakfast changes daily
FromUS$ 195 /nightSelect

Lenox, Massachusetts, is home to a trio of inns that suit different travel styles. Hideaway Inn Lenox (rated 7.7/10) offers family rooms, air-conditioning, free WiFi, and on-site leisure facilities like a sun terrace and games room-practical for those traveling with kids. Apple Tree Inn (rated 8.8/10) attracts golf enthusiasts and families seeking a classic New England setting. For a more elevated experience, 33 Main (rated 9.1/10) is an adults-only inn with modern amenities such as an electric vehicle charging station, picnic area, and daily housekeeping.

Budget-wise, expect moderate rates typical of the Berkshires, with free parking and WiFi included at most properties. The inns cluster near Tanglewood Musical Center and the Norman Rockwell Museum, making them ideal for culture-focused visitors. Choose 33 Main if you want a short walk to Devries Fine Art or prefer a quieter, adults-only vibe. Book early for summer concert season, and consider staying midweek for better availability.