Living Room
1 full sofa
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
4 twin bunk beds
Living Room
1 full sofa
Bedroom 1
1 king bed
Bedroom 2
1 king bed
Bedroom 3
1 king bed
Bedroom 4
4 twin bunk beds
Monterey, Massachusetts 1245, United States
Monterey, Massachusetts, United StatesNestled in the Berkshires countryside, Cantina 229 delivers playful farm-to-table cuisine blending global flavors like smoked pork tacos and kimchi pancakes with hyper-local ingredients from their own farm. Enjoy casual fine dining in a modern space with floor-to-ceiling windows, an open kitchen buzz, and a scenic deck perfect for craft cocktails.[1][2][6]
Nestled in the Berkshires, Roadside Store & Café serves farm-fresh American breakfasts and lunches from its own garden and bakery, fostering community connections through Gould Farm's empowering social enterprise.[1][2]
Nestled at the base of Otis Ridge ski area, Grouse House offers slopeside dining with outstanding smoked BBQ, ribs, and seasonal specials in a cozy, casual country inn atmosphere. Perfect for post-ski relaxation or a quiet lunch watching the action.
Nestled in a magnificent converted barn, Gedney Farm serves chef-crafted, locally sourced seasonal dishes from a wood-fired Argentinian grill, blending inventive New England flavors with cozy, welcoming vibes.[1][2][4][6]
Step back in time at The Old Inn on the Green, a 1760 stagecoach stop glowing with candlelight and cozy fireplaces, where Chef Peter Platt crafts innovative, farm-fresh American cuisine like lobster pasta and butter-braised cod in an intimate historic setting.
Discover Beartown State Forest's serene Benedict Pond loops and lookout trails, where wildlife sightings like bears add thrill amid uncrowded Berkshires beauty—ideal for solo hikers, nature lovers, and winter snowshoers seeking peaceful adventure.[1][2][6]
A peaceful, family-friendly loop around a scenic freshwater pond with easy trails, occasional rocky ledges and a short Appalachian Trail spur—perfect for casual hikers, picnickers, and photographers.
Step back in time at the Bidwell House Museum, an authentically restored 1760s Georgian saltbox amid 194 acres of heritage gardens, trails, and woods in the Berkshire Hills. History buffs and nature lovers will relish guided tours of 18th-century life plus self-guided Native American paths.
Hike the thrilling 2-mile loop at Tyringham Cobble, summiting twin knobs via the Appalachian Trail for panoramic Berkshire views and spotting the whimsical Rabbit Rock formation. Nature lovers, families, and moderate hikers will love this rewarding adventure through meadows, forests, and orchards.[1][2][3][5]
Discover the enchanting Ashintully Gardens, where elegant formal landscapes blend with historic mansion ruins, sculpture, and a babbling stream amid the Berkshires' forested hills. History buffs, gardeners, and serenity seekers will love this free, intimate woodland escape.[1][2]
Perfect for families and beginners, Otis Ridge offers friendly instruction, gentle terrain, and low‑key lift lines so kids and new skiers can learn, progress, and have fun together.
Park the car at Main Road and step onto a peaceful stretch of the Appalachian Trail where rolling fields, woodlands, and easy day-hike options make it perfect for families, casual hikers, and anyone craving a quick nature escape.
Spend a weekend unplugged in the Berkshires at Hume Christian Camp & Retreat Center — energizing worship, cozy campfires, and outdoor activities on 425 acres make it perfect for youth groups, church retreats, and anyone seeking faith, fellowship, and fresh‑air fun.
Cancel within 24 hours for a full refund.
Not suitable for children (2-12 years)
Not suitable for infants (under 2)
Pets not allowed
No smoking - fees will apply
Events not allowed
Check-in after 4:00 pm
Check-out before 11:00 am
12 guests maximum
| Date | Price (USD, excl. fees and taxes) | Availability |
|---|---|---|
| May 11, 2026 | $531 | Available |
| May 12, 2026 | $531 | Available |
| May 13, 2026 | $531 | Available |
| May 14, 2026 | $531 | Available |
| May 15, 2026 | $601 | Not Available |
| May 16, 2026 | $625 | Not Available |
| May 17, 2026 | $587 | Not Available |
| May 18, 2026 | $531 | Available |
| May 19, 2026 | $587 | Not Available |
| May 20, 2026 | $587 | Not Available |
| May 21, 2026 | $587 | Not Available |
| May 22, 2026 | $1035 | Not Available |
| May 23, 2026 | $1035 | Not Available |
| May 24, 2026 | $1035 | Not Available |
| May 25, 2026 | $548 | Available |
| May 26, 2026 | $531 | Available |
| May 27, 2026 | $587 | Not Available |
| May 28, 2026 | $595 | Not Available |
| May 29, 2026 | $693 | Not Available |
| May 30, 2026 | $702 | Not Available |
| May 31, 2026 | $531 | Available |
| Jun 1, 2026 | $637 | Available |
| Jun 2, 2026 | $594 | Not Available |
| Jun 3, 2026 | $615 | Not Available |
| Jun 4, 2026 | $663 | Not Available |
| Jun 5, 2026 | $787 | Not Available |
| Jun 6, 2026 | $820 | Not Available |
| Jun 7, 2026 | $739 | Available |
| Jun 8, 2026 | $709 | Not Available |
| Jun 9, 2026 | $688 | Not Available |
| Jun 10, 2026 | $710 | Not Available |
| Jun 11, 2026 | $774 | Not Available |
| Jun 12, 2026 | $899 | Not Available |
| Jun 13, 2026 | $931 | Not Available |
| Jun 14, 2026 | $852 | Available |
| Jun 15, 2026 | $781 | Available |
| Jun 16, 2026 | $745 | Available |
| Jun 17, 2026 | $763 | Not Available |
| Jun 18, 2026 | $969 | Not Available |
| Jun 19, 2026 | $1180 | Not Available |
| Jun 20, 2026 | $1238 | Not Available |
| Jun 21, 2026 | $893 | Available |
| Jun 22, 2026 | $802 | Available |
| Jun 23, 2026 | $920 | Not Available |
| Jun 24, 2026 | $834 | Not Available |
| Jun 25, 2026 | $1004 | Not Available |
| Jun 26, 2026 | $1252 | Not Available |
| Jun 27, 2026 | $1401 | Not Available |
| Jun 28, 2026 | $1289 | Not Available |
| Jun 29, 2026 | $926 | Available |
| Jun 30, 2026 | $949 | Not Available |
| Jul 1, 2026 | $1081 | Not Available |
| Jul 2, 2026 | $1707 | Not Available |
| Jul 3, 2026 | $1707 | Not Available |
| Jul 4, 2026 | $1707 | Not Available |
| Jul 5, 2026 | $1707 | Not Available |
| Jul 6, 2026 | $904 | Not Available |
| Jul 7, 2026 | $908 | Not Available |
| Jul 8, 2026 | $911 | Not Available |
| Jul 9, 2026 | $1132 | Not Available |
| Jul 10, 2026 | $1621 | Not Available |
| Jul 11, 2026 | $1658 | Not Available |
| Jul 12, 2026 | $1487 | Available |
| Jul 13, 2026 | $1323 | Available |
| Jul 14, 2026 | $1301 | Available |
| Jul 15, 2026 | $1323 | Available |
| Jul 16, 2026 | $1445 | Available |
| Jul 17, 2026 | $2053 | Not Available |
| Jul 18, 2026 | $2146 | Not Available |
| Jul 19, 2026 | $1390 | Not Available |
| Jul 20, 2026 | $1360 | Not Available |
| Jul 21, 2026 | $1263 | Not Available |
| Jul 22, 2026 | $1060 | Not Available |
| Jul 23, 2026 | $1446 | Not Available |
| Jul 24, 2026 | $1654 | Not Available |
| Jul 25, 2026 | $1751 | Available |
| Jul 26, 2026 | $1260 | Not Available |
| Jul 27, 2026 | $1119 | Not Available |
| Jul 28, 2026 | $1081 | Not Available |
| Jul 29, 2026 | $1105 | Not Available |
| Jul 30, 2026 | $1212 | Not Available |
| Jul 31, 2026 | $1569 | Not Available |
| Aug 1, 2026 | $2540 | Not Available |
| Aug 2, 2026 | $1635 | Not Available |
| Aug 3, 2026 | $1234 | Not Available |
| Aug 4, 2026 | $1234 | Not Available |
| Aug 5, 2026 | $1242 | Not Available |
| Aug 6, 2026 | $1990 | Not Available |
| Aug 7, 2026 | $2432 | Not Available |
| Aug 8, 2026 | $2586 | Not Available |
| Aug 9, 2026 | $1637 | Not Available |