The Berkshires Gay Travel Resources

| Ph: |
1 413 637-9750 |
| TF: |
1 800 223-9750 |
| Fx: |
1 413 637-1352 |
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11 Old Stockbridge Rd, Lenox, MA, 01240, USA
Contact: Amy Lindner-Lesser
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
175-450 US Dollar |
| High Season: |
Summer |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Diners |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No, Ask for details |
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| Victorian Charm Nestled in the Heart of Lenox: Twenty-one antique filled rooms w/ private baths, a/c, phones & luxuirous amenities. Many w/ fireplaces. Selected by NY Magazine as 1 of bed b&bs. Quiet location yet within walking distance of amost everything in Lenox. Gourmet low-fat breakfasts & afternoon refreshments. Packages.
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| Ph: |
1 413 637-2532 |
| TF: |
1 888 492-9466 |
| Fx: |
1 413 637-1432 |
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51 Walker St., Lenox, MA, 01240, USA
Contact: Fabrizio & Rosemary Chiariello
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
100-275 US Dollar |
| High Season: |
1-Jun-30-Oct |
| Payment: |
Cash, Trav Checks, Visa, MC, Discover, Amex, Diners, Debit Card |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
10% |
|
Elegant Yet Casual in the Center of Town: Elegant Neoclassical Inn located in the heart of the Berkshires with 12 beautifully appointed rooms with all comforts. Gourmet candlelight dinner, cozy bar. Recipient of several awards, and selected by Gourmet Magazine, Boston Globe, Time Union (Albany) as one of the best Inns and Restaurants of the region.
Special Offer
30% off 2nd nt, 50% off 3rd nt, must mention PURPLE ROOFS, Apr 28-Jun 28 |
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| Ph: |
1 413 743-2665 |
| Fx: |
1 413 895-8375 |
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6 East St, Adams, MA, 01220, USA
Contact: Ryan Kemble
Gay Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
84-154 US Dollar |
| High Season: |
Memorial Day-31-Oct |
| Payment: |
Cash, Check, Visa, MC, Paypal |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| A Quiet Place in a Busy World: A quaint Victorian home nestled at the foot of Mt. Greylock the Inn offers a quiet getaway and friendly host. The Inn is sitauted in town within easy walking distance of shops and restaurants.
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| Ph: |
1 413 743-9600 |
| TF: |
1 888 To Topia |
| Fx: |
1 413 743-9606 |
| Mb: |
1 917 929-3771 |
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10 Pleasant St, Adams, MA, 01220, USA
Contact: Nana Simopoulos
Lesbian Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
125-260 US Dollar |
| High Season: |
1-May-30-Nov |
| Payment: |
Cash, Money Order, Trav Checks, Visa, MC, Discover, Amex, Paypal |
| Purple Roofs Disc: |
5% - Mention PURPLE ROOFS |
| General Disc: |
No |
| Travel Agents: |
No |
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| An Oasis of Organic Luxury: One of the world's best new boutique hotels. Lesbian artist owned ultra green Inn, artist decorated rooms, clay finished walls, wireless, close to hiking and cultural sites. Located on an 11 mile bike path through the Berkshires at the foot of Mt Greylock. Non-toxic, sustainable building for the eco tourist.
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Hawk Mountain Lodge |
Charlemont |
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| Ph: |
1 413 339-8597 |
| TF: |
1 800 532-7483 |
| Fx: |
1 413 337-8436 |
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17 Main St., Charlemont, MA, 01339, USA
Contact: Philip May
Gay Friendly Guesthouse
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
55-155 US Dollar |
| High Season: |
1-May-31-Oct |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Massachusetts' Adventure Resort: Take advantage of the comfortable accommodations of Hawk Mountain Lodge located on the Deerfield River in the heart of the whitewater rafting, kayaking, rock climbing and biking capital of southern New England.
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Wainwright Inn |
Great Barrington |
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518 South Main St, Great Barrington, MA, 01230, USA
Contact: Marja & Robert Tepper
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
100-300 US Dollar |
| High Season: |
1-Jun-30-Nov |
| Payment: |
Cash, Check, Trav Checks, Visa, MC, Amex, Debit Card |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Berkshire Beauty & European Hospitality: Wainwright Inn is a Berkshire Bed and Breakfast nestled in the heart of the southern Berkshire region. Our historic home was originally opened as an Inn and Tavern in 1766. The Inn is easily accessible from Boston and New York. We invite you to relax in our gracious setting and enjoy the hospitality of a real New England country Inn!
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Windflower Inn |
Great Barrington |
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| Ph: |
1 413 528-2720 |
| TF: |
1 800 992-1993 |
| Fx: |
1 413 528-5147 |
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684 S. Egremont Rd., Great Barrington, MA, 01230, USA
Contact: Ryans & Lieberts
Gay Friendly Inn
Gay Men, Lesbian, Straight
| Low-Hi/Nt: |
100-200 US Dollar |
| High Season: |
Same Year Round |
| Payment: |
Cash, Check, Money order, Trav Checks, Amex |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Quiet, Relaxing Inn - We Welcome All People: Gracious country inn located on 10 beautiful acres in the Berkshires. Close to all cultural and recreational activities. Family owned and operated, starting our 20th year. We welcome all people to experience our inn and the beaury of the Berkshires.
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Jonathan Foote 1778 House |
Lee |
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| Ph: |
1 413 243-4545 |
| TF: |
1 888 947-4001 |
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One East St., Lee, MA, 01238, USA
Contact: JoAnn & Bruce Zarnoch
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
125-225 US Dollar |
| High Season: |
Memorial Day-31-Oct |
| Payment: |
Cash, Check, Trav Checks, Visa, MC, Discover |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Historic Inn in the Heart of the Berkshires: Historic Georgian farmhouse, full of warmth and charm welcomes you to step back in time. Relax on our covered porch or at our colonial era hearth. Four acres, stone walls and a canopy of towering trees provide a tranquil country setting. Homemade baked goods, spacious guest rooms, antiques, art, fireplaces and lovely bed linens make your stay a memorable one.
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| Ph: |
1 413 637-4113 |
| TF: |
1 800 353-4113 |
| Fx: |
1 413 637-0164 |
| Mb: |
1 413 821-8936 |
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2 Kemble St, Lenox, MA, 01240, USA
Contact: Scott
Gay Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
125-455 US Dollar |
| High Season: |
1-Jun-31-Aug |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Debit Card |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
5%, Ask for details |
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Landmark, 1881 Georgian Mansion, in Lenox: Restored and renovated in 2005 Georgian mansion. 13 rooms, 2 suites, all private baths and jacuzzis. Open views of the Berkshire Mountains. Huge porch overlooking mountains. Wireless, Cable,C/A.
Special Offer
Stay 2 nts & receive $35 credit towards a bottle of wine & admission for 2 at a local attraction., Apr 28-Jun 20 |
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| Ph: |
1 413 637-2600 |
| TF: |
1 800 524-1646 |
| Fx: |
1 413 637-4604 |
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7 Hubbard St, Lenox, MA, 01240, USA
Contact: Ellen Gutman Chenaux
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
195-350 US Dollar |
| High Season: |
21-Jun-5-Sep |
| Payment: |
Cash, Check, Trav Checks, Visa, Amex |
| Purple Roofs Disc: |
$10/nt - Mention PURPLE ROOFS |
| General Disc: |
No |
| Travel Agents: |
No |
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| Best Breakfast in New England: Historic country elegance in a romantic Berkshire village setting. 11 guestrooms, 9 fireplaces, gardens, enchanting porch, spacious library. Within walking distance of the historic village of Lenox.
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| Ph: |
1 413 637-9750 |
| TF: |
1 800 223-9750 |
| Fx: |
1 413 637-1352 |
|
11 Old Stockbridge Rd, Lenox, MA, 01240, USA
Contact: Amy Lindner-Lesser
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
175-450 US Dollar |
| High Season: |
Summer |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Discover, Amex, Diners |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No, Ask for details |
|
| Victorian Charm Nestled in the Heart of Lenox: Twenty-one antique filled rooms w/ private baths, a/c, phones & luxuirous amenities. Many w/ fireplaces. Selected by NY Magazine as 1 of bed b&bs. Quiet location yet within walking distance of amost everything in Lenox. Gourmet low-fat breakfasts & afternoon refreshments. Packages.
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| Ph: |
1 413 637-2532 |
| TF: |
1 888 492-9466 |
| Fx: |
1 413 637-1432 |
|
51 Walker St., Lenox, MA, 01240, USA
Contact: Fabrizio & Rosemary Chiariello
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
100-275 US Dollar |
| High Season: |
1-Jun-30-Oct |
| Payment: |
Cash, Trav Checks, Visa, MC, Discover, Amex, Diners, Debit Card |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
10% |
|
Elegant Yet Casual in the Center of Town: Elegant Neoclassical Inn located in the heart of the Berkshires with 12 beautifully appointed rooms with all comforts. Gourmet candlelight dinner, cozy bar. Recipient of several awards, and selected by Gourmet Magazine, Boston Globe, Time Union (Albany) as one of the best Inns and Restaurants of the region.
Special Offer
30% off 2nd nt, 50% off 3rd nt, must mention PURPLE ROOFS, Apr 28-Jun 28 |
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| Ph: |
1 413 637-1271 |
| TF: |
1 800 235-3098 |
| Fx: |
1 413 637 2387 |
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64 Walker St, Lenox, MA, 01240, USA
Contact: Peggy & Richard Houdek
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
100-220 US Dollar |
| High Season: |
Summer-Fall |
| Payment: |
Cash, Check, Money Order, Trav Checks
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| Purple Roofs Disc: |
10% - Mention PURPLE ROOFS |
| General Disc: |
10% whole house |
| Travel Agents: |
No |
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| 12-Foot Cinema Screen, Fireplaces, Wi Fi: Historic 1804 Federal colonel situated on 3 acres in the village of Lenox. Near to cultural attractions such as Tanglewood, Jacob's Pillow and hiking and skiing in winter. Rooms furnished with antiques, many with fireplaces. Library Cinema shows films on 12 foot screen.
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| Ph: |
1 413 637-0060 |
| TF: |
1 800 869-6518 |
| Fx: |
1 413 637-3651 |
| Mb: |
1 908 347-1080 |
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40 Plunkett St, Lenox, MA, 01240, USA
Contact: Robin Gerson Wong
Gay Friendly Mixed
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
100-295 US Dollar |
| High Season: |
Same Year Round |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Amex |
| Purple Roofs Disc: |
5% - Mention PURPLE ROOFS. Not combinable with other discounts |
| General Disc: |
5% AARP, AAA |
| Travel Agents: |
10% |
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| Unique Gilded Age Mansion: Magnificent gilded age mansion filled with antiques, hand carved fireplaces, light-filled, leaded glass windows, eclectic art and set on 27 acres of sweeping lawns and scenic forests. Large open floor plan with ballroom. Perfect setting for weddings, receptions and conferences. Pool on grounds. Located just 2 1/2 hours from Boston or New York City.
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| Ph: |
1 413 637-0020 |
| TF: |
1 800 253-0917 |
| Fx: |
413 637-9756 |
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16 Church St., Lenox, MA, 01240, USA
Contact: Pat & Billy Soto
Gay Friendly Inn
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
65-285 US Dollar |
| High Season: |
Summer-Fall |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Discover |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Authentic New England Inn: This authentic New England inn was built in 1771. We have reflected its colonial beginnings in the furnishings and retained its special ambiance, while providing modern amenities for your comfort. Stenciled wallpapers and Oriental rugs in the public rooms compliment the Inn's maple floors and Federal architecture. All thirty-two Guest Rooms are individually furnished with country antiques and reproductions.
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Hallig Hilltop House |
Mt. Washington |
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68 West St., Mt. Washington, MA, 01258, USA
Contact: Oskar K Hallig
Gay Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
75-250 US Dollar |
| High Season: |
1-May-1-Nov |
| Payment: |
Cash, Check, Money Order, Visa, MC, Discover, Amex, Debit Card, Paypal |
| Purple Roofs Disc: |
10% - Mention PURPLE ROOFS. 2 night min. |
| General Disc: |
No |
| Travel Agents: |
No |
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| Privacy Like no Other: Hallig Hilltop House, a turn-of-the-century Dutch Colonial surrounded by State Park land, is the perfect getaway. You can opt for complete privacy, lying by the pool, lazing on the porch, taking a sauna and having your every need and meal attended to. Rent one of the three rooms, or rent the entire house.
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Blackinton Manor B&B |
North Adams |
|

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1391 Massachusetts Ave, North Adams, MA, 01247, USA
Contact: Paul & Laura
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
140-225 US Dollar |
| High Season: |
15-May-30-Oct |
| Payment: |
Cash, Check, Money Order, Trav Checks, Visa, MC, Amex, Debit Card |
| Purple Roofs Disc: |
$5/night - Mention PURPLE ROOFS. Not combined with other discounts. |
| General Disc: |
No |
| Travel Agents: |
No |
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| Casual Elegance in the Berkshires: 1832 Federal Italiante Mill Owner's Manor Home. 2008 Yankee Magazine Editors' Choice. 5 antique & art filled guestrooms, all private bath, fireplaces, 2 pianos, WiFi, seasonal inground pool. Central location to Mass MoCA, Williamstown. Full hot, multi-course breakfast. Rates based on double occupancy.
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B&B at Howden Farm |
Sheffield |
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| Ph: |
1 413 229-8481 |
| Fx: |
1 413 229-0443 |
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303 Rannapo Rd., Sheffield, MA, 01257, USA
Contact: Bruce & David
Gay Owned Farm
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
89-179 US Dollar |
| High Season: |
Memorial Day-1-Nov |
| Payment: |
Cash, Check, Visa, MC |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| B&B At Howden Farm: Howden Farm is a 250 acre working farm: pumpkins, berry operation and chickens. Our Greek Revival farm house (c. 1830) has 4 rooms - 2 with private and 2 with shared baths. You can hike, bike or canoe. All Berkshire sights and attractions nearby. One private bath is across the hall, 2 en-suite.
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| Ph: |
1 413 229-2143 |
| TF: |
1 800 359-3969 |
| Fx: |
1 413 229-3405 |
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254 S. Undermountain Rd., Sheffield, MA, 01257, USA
Contact: Wendy & Michael Advocate
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Straight
| Low-Hi/Nt: |
110-215 US Dollar |
| High Season: |
Memorial Day-30-Oct |
| Payment: |
Cash, Check, Money Order |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| A Feast for the Eyes, Mouth, Heart, Soul: Imagine staying in a gracious New England homestead built during the American Revolution, and nestled on 20 tree-filled acres adjacent to the Appalachian Trail. Recapture the feelings of days gone by. Enjoy specialty homemade breads, muffins, and bountiful, out-of-the-ordinary mouthwatering breakfasts. Rooms with views, private baths, and some with fireplaces. Children of 9 years welcome.
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Berkshire 1802 House B&B |
Sheffield |
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| Ph: |
1 413 229-2612 |
| Fx: |
1 413 229-8621 |
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48 South Main St, Sheffield, MA, 01257, USA
Contact: Dan Rossi & Ronald Smith
Gay Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
95-175 US Dollar |
| High Season: |
1-May-31-Oct |
| Payment: |
Cash, Visa, MC, Amex |
| Purple Roofs Disc: |
10% - Mention PURPLE ROOFS |
| General Disc: |
No |
| Travel Agents: |
No |
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| Come and Relax in Country Charm: Charming Victorian. 7 bedrooms, private baths. Fireplace, cable TV & wireless Internet. Delicious full breakfasts. Near antique shops, hiking, skiing, fine dining, and all Berkshire attractions. All rates based on double occupancy.
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Broken Hill Manor |
Sheffield |
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| Ph: |
1 413 528-6159 |
| TF: |
1 877 535-6159 |
| Fx: |
1 413 644-8872 |
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771 West Rd, Sheffield, MA, 01257, USA
Contact: Mike & Gaetan
Gay Owned Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
135-200 US Dollar |
| High Season: |
Same Year Round |
| Payment: |
Cash, Trav Checks, Visa, MC, Discover, Amex |
| Purple Roofs Disc: |
No |
| General Disc: |
No |
| Travel Agents: |
No |
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| Most Tranquil Setting in the Berkshires: 1900's manor house set on 12 acres in the Berkshires Hills. Close to Tanglewood, Barrington Stage, Berkshire Festival and all the wonderful cultural events the Berkshires has to offer as well as skiing, foliage, antiques and outlet stores. 8 bedrooms with private baths, gracious public rooms make this a perfect getaway with someone special or come with your friends.
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Weathervane Inn |
South Egremont |
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| Ph: |
1 413 528-9580 |
| TF: |
1 800 528-9580 |
| Fx: |
1 413 528-1713 |
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17 Main St., Route 23, South Egremont, MA, 01258, USA
Contact: Maxine & Jeffrey Lowe
Gay Friendly Inn
Gay Men, Lesbian, Transgender, Straight
| Low-Hi/Nt: |
115-245 US Dollar |
| High Season: |
1-Jul-31-Aug |
| Payment: |
Cash, Check, Visa, MC, Amex |
| Purple Roofs Disc: |
10% - Mention PURPLE ROOFS. Winter and spring seasons only |
| General Disc: |
No |
| Travel Agents: |
No |
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| Offering Year-Round Berkshire Hospitality: Weathervane sits on ten beautifully landscaped acres of gardens and trees. Ten well-appointed guestrooms and suites. All our rooms have private baths. We have lovely common rooms for guests to relax by a fire or read a book. A bountiful country breakfast and afternoon tea with fresh-baked goodies. Central to Tanglewood. Theatre, hiking, natural attractions, skiing & antiquing.
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Federal House Inn |
South Lee |
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| Ph: |
1 413 243-1824 |
| TF: |
1 800 243-1824 |
| Fx: |
1 413 243-1828 |
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1560 Pleasant St, South Lee, MA, 01238, USA
Contact: Philip & Barbara Broyles
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
115-275 US Dollar |
| High Season: |
1-Jun-31-Oct |
| Payment: |
Cash, Check, Money Order, Visa, MC, Amex |
| Purple Roofs Disc: |
10% - Mention PURPLE ROOFS |
| General Disc: |
No |
| Travel Agents: |
No |
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| Our Stay was Magical from Start to Finish: You will be delighted to experience the remarkkable hospitality. Bright sunny rooms, three with fireplaces. You will enjoy candlelight breakfasts, complimentary 5PM hors d'oeuvres served in the warm, inviting living room. Private baths, flat screen TVs, AC, Wireless Internet. Minutes to Tanglewood and all Berkshire attractions.
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Berkshire Vacation Rooms |
West Stockbridge |
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| Ph: |
1 413 232-7888 |
| Mb: |
1 808 264-3536 |
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52 Maple Hill Rd., West Stockbridge, MA, 01266, USA
Contact: Paul Deslauriers
Gay Friendly Bed & Breakfast
Gay Men, Lesbian, Bisexual, Transgender, Straight
| Low-Hi/Nt: |
140-160 US Dollar |
| High Season: |
Summer-Fall |
| Payment: |
Cash, Check |
| Purple Roofs Disc: |
5% - Mention PURPLE ROOFS |
| General Disc: |
No |
| Travel Agents: |
10% |
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| Near Tanglewood, Beautiful Views, Waterfall: One Master and/or two 2 room Suites or full house rental rooms are clean, smoke free, and pet free Great hiking and biking available outside your door. Master Suite: Opens to beautiful deck overlooking the mountains. Amenities include private bath with shower and deep Jacuzzi tub , wireless computer connection, shared kitchen and dining room.
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Gay Travel: Great Places to Eat in the Berkshires, MassachusettsApr 19th, 2012
The Berkshires, nestled amid the rolling landscape of western Massachusetts, once played host to some of the country's most notable artists and authors, including Norman Rockwell, Herman Melville, and Edith Wharton. Summer cottages flourished as city folk flocked to the bucolic hills for fresh mountain air. The onset of two World Wars and the Great Depression temporarily diminished the area's... read_more Gay Travel: The Berkshires - All Weather EnjoymentJan 5th, 2012
The Northern Berkshires is a place where outstanding nature and culture experiences combine for all weather enjoyment. Mt Greylock is the tallest peak in Southern New England. There are many trails to the summit that start in Adams for hikers of all levels as well as lakes and waterfalls to swim in.
Across the valley is Savoy Mountain National... read_more Gay Travel: The Beautiful Berkshire Hills of Western MassachusettsJun 22nd, 2011
National Geographic Travel ranked the Berkshires, located in Western Massachusetts, 7th on their Destination Scorecard. "This area seems to have the right balance of picturesque towns, arts offerings, and well protected natural beauty.
Surrounded by natural beauty consisting of the Appalachian Trail, Mt. Greylock (the highest point in the state of Massacusetts) and bordering the Green Mountains affording magnificent views,... read_more
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