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Fabulous Woodstock, NY Vacation Itineraries
Woodstock's Art of Living
Romance in the Heart of Woodstock
Midweek and Weekend Travel Itineraries
Lodging Special: Book two nights, stay third night at reduced price or FREE! This is offered by many of the Woodstock-area lodgings, depending on availability.
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Woodstock's Art of Living |
It’s been said that the greatest of all the arts in Woodstock (music, painting, sculpture, literature, film, theater, dance and more) is the art of life itself. Experience this for yourself during your midweek or weekend getaway to Woodstock, Colony of the Arts!
Midweek Itinerary (Wednesday to Friday) Includes:
. Two-night/three-day luxury lodging of your choice (see list below)
. Lunch for two at Garden Café on the Green
. Special offers at Woodstock’s eclectic galleries and shops
. Massage for two at River Rock Health Spa
. Wednesday evening: dinner for two at the gateway to Woodstock, Cucina
. 7:15 p.m. Two tickets to Tinker Street Cinema + large popcorn. (Once a church and then a performance space for 1969 Woodstock Festival musicians like Jimi Hendrix, this building is now host to the indie film crowd, who gather here every October for the “fiercely independent” Woodstock Film Festival.)
. Private yoga class for two at River Rock Health Spa
. Lunch for two at Oriole 9
. Self-guided tour of Byrdcliffe Arts and Crafts Colony campus
. Thursday evening: dinner for two at New World Home Cooking
. Two tickets to Woodstock Tango’s Argentine Tango Thursday! Join in with the all-levels class from 7:30 to 8:30 p.m. Followed by a Tango/Salsa/Swing Dance Party. According to Hudson Valley Magazine, Woodstock Tango is “the best place to learn Argentine tango in the Hudson Valley.” Even if you just sit and watch you’ll have a blast!
Weekend Itinerary (Friday to Sunday) Includes:
All of the above—but in place of Thursday evening dinner and tango, substitute dinner for two at the at Touché Restaurant and Levon Helm’s Midnight Ramble for two! Doors open at 7 at Levon’s and the show starts at 7:30 p.m. (Check with us for availability on date[s] selected.)
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Romance in the Heart of Woodstock |
This is your chance to rediscover romance in the heart of Woodstock and the Catskills. Treat yourself and that special someone to this relaxing, restorative and romantic getaway.
Midweek Itinerary (Wednesday to Friday) Includes:
. Two-night/three-day luxury lodging of your choice (see list below)
. A romantic lunch for two at Oriole 9
. Private yoga class for two at River Rock Health Spa
. Massage for two at River Rock Health Spa
. Discount coupons for Woodstock’s romantic galleries and shops
. Wednesday evening: dinner for two, streamside or fireside, at The Bear Café
. 7:15 p.m. Two tickets to Tinker Street Cinema + large popcorn. (Once a church and then a performance space for 1969 Woodstock Festival musicians like Jimi Hendrix, this building is now host to the indie film crowd, who gather here every October for the “fiercely independent” Woodstock Film Festival.)
. Complimentary bottle of wine (or sparkling cider—indicate your choice when booking the Itinerary), roses and box of chocolates
. Couples side-by-side Zen Warm Stone Swedish Massage and Soothing, Smoothing Hands and Feet Treatment. This session includes time in sauna and lunch at River Rock Health Spa.
. Thursday evening: Dinner for two at New World Home Cooking
. Two tickets to Woodstock Tango’s Argentine Tango Thursday! Join in with the all-levels class from 7:30 to 8:30 p.m. Followed by a Tango/Salsa/Swing Dance Party. According to Hudson Valley Magazine, Woodstock Tango is “the best place to learn Argentine tango in the Hudson Valley.” Even if you just sit and watch you’ll have a blast!
Weekend Itinerary (Friday to Sunday) Includes:
All of the above—but in place of Wednesday dinner at The Bear Café, substitute Friday dinner for two at Violette. In place of Thursday dinner and tango, substitute Saturday dinner for two at Touché Restaurant and Levon Helm’s Midnight Ramble for two! Doors open at 7 at Levon’s and the show starts at 7:30 p.m. (Check with us for availability on date[s] selected.)
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Experience Woodstock Card |
The new Experience Woodstock Card, at just $25, is a portal to special offers at many shops, galleries, restaurants, performance spaces, museums, spas, and other venues in the Woodstock area. It’s available to visitors AND to local residents.
Click here for more information about the card.
The following luxury lodgings welcome you to the Woodstock area. Click on photos for additional information about accommodations and amenities.
| Blue Pearl Cottage |
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$250 per night
A hidden gem—artist’s cottage in the heart of Woodstock!
Two bedrooms (sleeps four), one bathroom; 20 foot ceilings, skylights, fire, stove.
For info contact Judy Atwood
at 845-810-2732 |
| Carriage House |
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$229 per night
Luxury vacation villa, steps from Woodstock’s Village Green.
Two bedrooms (sleeps five), two bathrooms, Jacuzzi.
For info contact Judy at 917-596-8533
VillasInWoodstocks.com
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| Dancing Angel Cottage |
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$195 per night
Sunny mountainside cottage with breath-taking, world-class views! One bedroom (sleeps two), one bathroom.
For info contact: Judy Atwood at 845-810-2732
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| The Clark House Bed and Breakfast |
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$115 to $225 per night
The perfect getaway for a breath of fresh air—Victorian charm nestled between Woodstock and Saugerties. Choice of five rooms.
For info contact theclarkhousebb@yahoo.com
or 518-678-5649 |
| The Gift |
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$329 per night
Give yourself the gift of extreme vacation luxury—hot tub, fireplace, steam room. Two bedrooms, one and a half baths. Sleeps four.
For info contact Judy at 917-596-8533. Take a virtual tour on VillasInWoodstocks.com |
| Harmony House Bed and Breakfast |
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$185 to $225 per night
Enjoy your getaway to the country without leaving culture behind. Indulge in a four-course breakfast, and a beautifully appointed room with private balcony. Choice of four rooms. For info contact harmonlyhousebb@aol.com
or 845-679-1277 |
| The Montgomery Bed and Breakfast |
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$150 to $190 per night
Located in the heart of the historic village of Saugerties, NY, where the Catskill Mountains meet the Hudson River. Your choice of four rooms or a luxury suite.
For info contact Stephen Brackett
at 845-234-0083 |
| The Washington Irving Inn |
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$140 to $175 per night
Experience fine hospitality in the Catskill Mountains at this historic (circa 1890) inn. Your choice of 15 rooms. Sumptuous breakfasts and afternoon tea.
For info contact:
washingtonirvinginn@verizon.net
or 518-589-5560 |
| The Waterfall House |
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$400 per night
Perched on the edge of time . . .
the beauty and serenity of a legendary waterfall. Sunny, charming Victorian home at the end of a quiet country road. Two bedrooms, two baths and convertible den.
For info contact: waterfallrental@gmail.com
or 845-246-6666 |
| The Woodbine Arts Center |
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$165 to 185 per night, or $650 per night for the whole inn
Relax with friends and family—luxury suites with private baths and exclusive amenities for cooking, dining and partying. The whole inn sleeps 8 to 12.
For info contact info@thewodbine.com
or 518-947-6787 |
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