Eastover Resort and Conference Center
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May 16 - 18, 2008JUST ADDED: AN ADDITIONAL GIRL'S WEEKEND AWAY! Kid Free, Guy Free, Stress Free $225.00 per person. Imagine a weekend of pampering yourself, surrounded by friends. Stay in your pajamas and slippers all weekend or get a makeover. Be the star at Karaoke or sit by the fireplace and read a book. Exercise or take a nap. Help yourself to the ice cream sundae bar or the salad bar. This weekend is all about you. Services available for an additional fee will include Massage, Facials, Waxing, Psychic Readings, Horseback Riding, Yoga and Water Aerobics, Workshops and More! (Girls Weekends are Away are for girls age 21 + older please!)
May 23 - 26, 2008Eastover's Memorial Day Family Weekend Adults stay 3 Nights for Just $300.00 - Why only double your FUN with 2 nights when you can Triple your Fun for 3 Nights! Start the Summer off with good old fashioned fun at Eastover.
May 30 - June 1, 20089TH ANNUAL BERKSHIRE RALLY!
Calling all Motorcycle Enthusiasts
9th Annual Berkshire Rally
Event for both overnight and day attendance. Packed with activities including poker run, observation runs, bike games, entertainment, guided rides, use of resort facilities, food and merchandise vendors. Check out www.berkshirerally.com for more information or call 800-VACA-FUN to reserve your space today.
June 6 - 8, 2008Becoming an Outdoors Woman Weekend. Have you ever wanted to learn new outdoor skills but didn't know where to begin? In June 2008 Becoming an Outdoors Woman progam (B.O.W.) is coming to Eastover! Sponsored by the Division of Fisheries & Wildlife, B.O.W. offers a weekend of workshops including archery, birding for beginners, fly-fishing, geocaching, shotgun & riflery, hiking, kayaking, nature photography and more. This affordable program is designed for women 18 yrs and older who want to explore and enjoy outdoor activities in a relaxed, non-competitve environment. Try something new! No membership or commitment required, B.O.W. events are held throughout the state and throughout the year but the Eastover event is the only full weekend B.O.W. weekend scheduled for 2008. For a full schedule or to receive announcements via e-mail ellie.horwitz@state.ma.us or visit our website at www.masswildlife.org and follow the prompts to Becoming an Outdoors Woman.
July 3 - 6, 2008FAMILIES
4th of July Extravaganza at Eastover
***2 NIGHT MINIMUM***
Step Back in time with your family to the days of good ole fashioned fun. Apple Pie Eating Contest, Three Legged Races, Pool Games, Face Painting, Kids Camp, Water Balloon Toss, Tug o War, Tie Dye T-Shirt Making, Scavenger Hunts, Hayride, Bonfire, Safari Rides to meet Eastover's herd of Buffalo (American Bison) and tours of our American Heritage Room Museum. Be sure to pack plenty of Red White and Blue.
July 6 - 11, 2008FAMILIES
4th of July Extravaganza at Eastover
***2 NIGHT MINIMUM***
Step Back in time with your family to the days of good ole fashioned fun. Apple Pie Eating Contest, Three Legged Races, Pool Games, Face Painting, Kids Camp, Water Balloon Toss, Tug o War, Tie Dye T-Shirt Making, Scavenger Hunts, Hayride, Bonfire, Safari Rides to meet Eastover's herd of Buffalo (American Bison) and tours of our American Heritage Room Museum. Be sure to pack plenty of Red White and Blue.
July 11 - 13, 2008SINGLES "Over 35"
Summer Splash
Whether your idea of fun is hanging by the pool all day or running from activity to activity - Eastover has what you're looking for. Indoor & Outdoor Pools, Sauna & Exercise Room, Bingo, Sand Volley Ball, Eastover's Dating Game, Skeet Shooting, Archery, 5 Clay Tennis Courts, Scavenger Hunts, Shuffleboard, Golf Driving Range and more. Plus after your active or relaxing day you can put those dancing shoes on and head to Tally Ho where the bands play to the wee hours of the morning.
July 13 - 18, 2008SUMMER RECREATIONAL WEEK
Discover the Berkshires and stay at Eastover. Eastover’s facilities include Indoor and Outdoor Pools, 5 Clay Tennis Courts, Shuffleboard, Archery, Golf Driving Range, Sand Volleyball, Softball, Basketball, Street Hockey and Miles of Hiking and Mountain Bike Trails. Horseback Riding and Mountain Bike Rentals are available for an additional fee. Located just minutes from several excellent golf courses, The Norman Rockwell Museum, The Berkshire Museum, Tanglewood, Jacobs Pillow, Mass MoCA, Hancock Shaker Village and the Prime Outlets - Eastover is the ideal place to stay as you discover the Berkshires. Includes Accommodation, Breakfast, Lunch and Dinner each day. No minimum night stay required this week. We do not accommodate children this week - but check our calendar for a listing of the many family vacations that Eastover has to offer. Don't miss our Annual George Bisacca Golf Tournament. Call 1-800-VACA-FUN to book today!
July 18 - 20, 2008SINGLES "Over 21"
Summer Bash
This weekend is like college without the classes
Beer Olympics, Flip Cup Tournament, Sand Volley Ball, Belly Flop Contest, Dating Game, Scavenger Hunt, Skeet Shooting, Archery, Golf Driving Range and more.
At Eastover we play hard all day and party all night - Live Bands, DJ, Karaoke - dancing all night followed by the infamous after party in the Red Room.
July 20 - 25, 2008FAMILIES
Summer Fun Week
***2 NIGHT MINIMUM***
Sick of hearing "I'm Bored" after you've spent a small fortune on vacation? Eastover has the solution. Eastover Family Vacations are packed with activities day and night that are fun for kids and adults of all ages.
July 25 - 27, 2008SUMMER COUPLES WEEKEND
WHERE YOU CAN HAVE TWICE AS MUCH FUN. Miss those carefree days when you could play all day and stay up dancing all night without worrying about a designated driver, what time to be home for the babysitter or whose turn it is to get up early with the kids in the morning? We’ve got what you’re looking for. Call your friends, pack the bags, fill the cooler and get in the car and go. Eastover couples weekends… No Kids, No Curfew, No Worries
July 27 - August 1, 2008FAMILIES
Summer Fun Week
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax in the sun or head to the tennis courts - included in your rate is Kids Camp - 2 times each day and for an hour in the evening (ages 3 and up). Eastover also offers nightly dances with games and music for all ages.
August 1 - 3, 2008FAMILIES
Summer Fun Weekend
***2 NIGHT MINIMUM***
Sick of hearing "I'm Bored" after you've spent a small fortune on vacation? Eastover has the solution. Eastover Family Vacations are packed with activities day and night that are fun for kids and adults of all ages.
August 3 - 8, 2008FAMILIES
Summer Fun Week
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax in the sun or head to the tennis courts - included in your rate is Kids Camp - 2 times each day and for an hour in the evening (ages 3 and up). Eastover also offers nightly dances with games and music for all ages.
August 8 - 10, 2008FAMILIES
Circus Weekend
***2 NIGHT MINIMUM***

Circus week has all sorts of activities for the whole family. *Learn to Juggle *Circus Face Painting *Learn to Walk the Low Wire *Be a Clown Workshop *Learn How to Make Balloon Animals *Magic Classes for Adults & Kids - In addition to all Eastover Fantastic Family Fun!
August 10 - 15, 2008FAMILIES
Circus Week
***2 NIGHT MINIMUM***
Stay 4 Nights get your 5th Free.
Circus week has all sorts of activities for the whole family. *Learn to Juggle *Circus Face Painting *Learn to Walk the Low Wire *Be a Clown Workshop *Learn How to Make Balloon Animals *Magic Classes for Adults & Kids - In addition to all Eastover Fantastic Family Fun!
August 15 - 17, 2008SUMMER COUPLES WEEKEND
WHERE YOU CAN HAVE TWICE AS MUCH FUN. Miss those carefree days when you could play all day and stay up dancing all night without worrying about a designated driver, what time to be home for the babysitter or whose turn it is to get up early with the kids in the morning? We’ve got what you’re looking for. Call your friends, pack the bags, fill the cooler and get in the car and go. Eastover couples weekends… No Kids, No Curfew, No Worries
October 3 - 5, 2008SINGLES "Over 35"
Oktoberfest Weekend
If you can't be in Germany - Eastover has got the 2nd best Oktoberfest in the world. A traditional fun filled singles weekend, packed with activities and opportunities for singles to mix and mingle in a relaxed environment. As an added bonus you can take in the fall foliage. Go for a hike or mountain bike ride on our miles of trails or just step out your front door and look at October Mountain set ablaze by the colors of autumn.
October 10 - 13, 2008FAMILIES
2nd Annual Fall Fun Weekend
2 NIGHT MINIMUM***
Stay 2 Nights get your 3rd 1/2 Rate
Do you remember the long drives in the station wagon to look at leaves? Now that you can appreciate what the big deal was all about - give your children Phenomenal Fall Foliage Memories at Eastover. Eastover has a breathtaking view of October Mountain as well as an active social schedule packed with Hayrides, Pumpkin Decorating, Scare-Crow Making and a Costume Party. Eastover has a heated indoor swimming pool, sauna and exercise room as well as miles of Hiking and Mountain Bike Trails. Kids Camp each day and dances each night with games and entertainment for the entire family make Eastover the ideal spot to take in the Fall Foliage.
October 17 - 19, 2008COUPLES
Oktoberfest Weekend
WHERE YOU CAN HAVE TWICE AS MUCH FUN. Miss those carefree days when you could play all day and stay up dancing all night without worrying about a designated driver, what time to be home for the babysitter or whose turn it is to get up early with the kids in the morning? We’ve got what you’re looking for. Call your friends, pack the bags, fill the cooler and get in the car and go. Eastover couples weekends… No Kids, No Curfew, No Worries
October 31 - November 2, 2008SINGLES "Over 21"
Why choose between a TRICK or TREAT when you can have both at EASTOVER'S HALLOWEEN SINGLES WEEKEND
Don't miss the Best Halloween Bash in New England. Costume Party Saturday Night. For a Wicked Good Time, call 1(800)VACAFUN!
November 7 - 9, 2008A Weekend of Murder and Mystery
Not everyone will get out alive.
Guests are part of the show when a team of actors transform Eastover into a live game of clue.
Affordable package rates include accommodation, all meals, entertainment & organized activities. The top sleuth of the weekend will receive a future complimentary stay at the resort. Costume Party Saturday Night. Call 1-800-VACA-FUN.
November 14 - 16, 2008GIRL'S WEEKEND
Kid Free, Guy Free, Stress Free
$227.50 per person.
Imagine a weekend of pampering yourself, surrounded by friends. Stay in your pajamas and slippers all weekend or get a makeover. Be the star at Karaoke or sit by the fireplace and read a book. Exercise or take a nap. Help yourself to the ice cream sundae bar or the salad bar. This weekend is all about you. Some of the services available for an additional fee will include Massage, Facials, Waxing, Psychic Readings, Horseback Riding, Yoga and Water Aerobics.
(Girls Weekends Away are for girls 21+ older please!)
November 30 - December 5, 2008HUNTING WEEK
*** TWO NIGHT MINIMUM ***
$85.00 Per Person, Per Night, Plus Tax
Tracking and shooting deer by day - drinking beer and shooting pool at night. Get together a group of buddies and head to Eastover for some male bonding. Includes overnight accommodation, an early breakfast each day, a boxed lunch and a hearty dinner upon your return. At night go for a dip in the heated indoor pool, relax in the sauna then head to the Heritage Room where you can watch the Big Screen TV, shoot some pool or play some cards. Plus Eastover is BYO so no expensive bar tabs at the end of your stay.
Saturday December 6 - Sunday December 8, 2008HOLIDAY SHOPPING TRIP
$117.50 per person, plus tax. Forget the hustle and bustle of big city shopping and head to the beautiful Berkshires where you can spend the weekend shopping, relaxing and spending time with friends. Includes Hors d'oeuvres reception, Dinner and Overnight Accommodation Saturday, Sunday Brunch and use of Eastover's facilities including heated indoor swimming pool and sauna. With over 60 outlet store at the Prime Outlets in Lee and the many unique stores in Lee, Lenox, Stockbridge and Great Barrington you'll find something for everyone on your gift list. Buses Welcome.
December 26 - 31, 2008FAMILIES ?
Winter Fun Week
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax by the fireplace and read a book or take dip in our heated indoor pool followed by a sauna - included in your rate is Kids Camp for ages 3 and up. Eastover also offers nightly dances with games and music for all ages. At Eastover we keep the Quality in Quality Time.
Cross Country Skiing, Snow Shoeing and Horseback Riding are among the winter activities available at Eastover. If down hill skiing is what you're looking for - Eastover Guests can ski at Bousquet Ski Area. (Lessons and Rentals are available)
December 31 - January 1, 2009Eastover's New Year's Eve Celebration. Overnight accommodations, three meals a day, full use of facilities and a fantastic social schedule. Live bands - Our infamous Luny Tunz, Sing-a-longs and more. Don't miss out on this one of a kind celebration. Leave the driving, cover charges, big bar bills behind and join us for a night you won't forget. Special New Year's Eve events will include a surf & turf dinner, party favors, count down, champagne toast to name a few. Reserve your spot today!
January 9 - 11, 2009SOBER IN THE BERKSHIRES
Come join other Sober Singles and Couples a Weekend of Winter Fun and Relaxation in the Berkshires.
Accommodation, Meals, Entertainment and a Full Social Schedule are included. Hit the slopes where Eastover Guests can ski at Bousquet Ski Area then relax by the fire or take swim in our heated indoor pool. Full Social Schedule includes Scavenger Hunt, Karaoke, DJ, Nightly Dancing and more. Daily Meetings will be available. Services available for an additional fee include horseback riding, massage and yoga.
January 16 - 19, 2009FAMILIES
Winter Fun Weekend
***2 NIGHT MINIMUM***
***STAY 2 NIGHTS - GET YOUR 3RD 1/2 rate***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax by the fireplace and read a book or take dip in our heated indoor pool followed by a sauna - included in your rate is Kids Camp for children ages 3 and up. Eastover also offers nightly dances with games and music for all ages. At Eastover we keep the Quality in Quality Time.
Cross Country Skiing, Snow Shoeing and Horseback Riding are among the winter activities available at Eastover. If down hill skiing is what you're looking for - Eastover Guests can ski at Bousquet Ski Area. (Lessons and Rentals are available)
January 23 - 25, 2009Eastover's Girls Weekend Away!
Kid Free, Guy Free, Stress Free.
Imagine a weekend of pampering yourself, surrounded by friends. Stay in your pajamas and slippers all weekend or get a makeover. Be the star at Karaoke or sit by the fireplace and read a book. Exercise or take a nap. Help yourself to the ice cream sundae bar or the salad bar. This weekend is all about you. Some of the services available for an additional fee will include Massage, Facials, Waxing, Psychic Readings, Horseback Riding, Yoga and Water Aerobics. (Girls Weekends Away are for girls 21 and over please!)
January 30 - February 1, 2009WINTER COUPLES WEEKEND
WHERE YOU CAN HAVE TWICE AS MUCH FUN. Miss those carefree days when you could play all day and stay up dancing all night without worrying about a designated driver, what time to be home for the babysitter or whose turn it is to get up early with the kids in the morning? We’ve got what you’re looking for. Call your friends, pack the bags, fill the cooler and get in the car and go. Eastover couples weekends… No Kids, No Curfew, No Worries Winter Activities include cross country skiing and snow shoeing. Guests of Eastover can ski at Bousquet Ski Area. Lessons and rentals are available.
February 13 - 15, 2009FAMILIES
Winter Fun Weekend
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax by the fireplace and read a book or take dip in our heated indoor pool followed by a sauna - included in your rate is Kids Camp for children ages 3 and up. Eastover also offers nightly dances with games and music for all ages. At Eastover we keep the Quality in Quality Time.
Cross Country Skiing, Snow Shoeing and our Polar Bear Club are among the winter activities available at Eastover. If down hill skiing is what you're looking for - Eastover Guests can ski at Bousquet Ski Area. (Lessons and Rentals are available)
February 15 - 20, 2009FAMILIES
Winter Fun Week
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax by the fireplace and read a book or take dip in our heated indoor pool followed by a sauna - included in your rate is Kids Camp for children ages 3 and up. Eastover also offers nightly dances with games and music for all ages. At Eastover we keep the Quality in Quality Time.
Cross Country Skiing, Snow Shoeing and Polar Bear Club are among the winter activities available at Eastover. If down hill skiing is what you're looking for - Eastover Guests can ski at Bousquet Ski Area. (Lessons and Rentals are available)
February 20 - 22, 2009FAMILIES
Winter Fun Weekend
***2 NIGHT MINIMUM***
Organized social schedule packed with activities appealing to all ages. And for those parents who need a break from the little ones to relax by the fireplace and read a book or take dip in our heated indoor pool followed by a sauna - included in your rate is Kids Camp for children ages 3 and up. Eastover also offers nightly dances with games and music for all ages. At Eastover we keep the Quality in Quality Time.
Cross Country Skiing, Snow Shoeing and our Polar Bear Club are among the winter activities available at Eastover. If down hill skiing is what you're looking for - Eastover Guests can ski at Bousquet Ski Area. (Lessons and Rentals are available)
March 13 - 15, 2009SINGLES "Over 21"
GET AWAY AND GET LUCKY at Eastover's St Patty's Day Weekend
An Active Social schedule and Nightly Entertainment with DJ, Karaoke, Live Bands. Corned Beef & Cabbage, The Berkshire Highlander Bagpipe Band and Green Plastic Hats - It's Eastover with an Irish Twist.
March 20 - 22, 2009SINGLES "Over 35"
GET AWAY AND GET LUCKY at Eastover's St Patty's Day Weekend
An Active Social schedule and Nightly Entertainment. Complimentary Bloody Mary Party, Corned Beef & Cabbage, The Berkshire Highlander Bagpipe Band and Green Plastic Hats - It's Eastover with an Irish Twist.
March 27 - 29, 2009Eastover's 2nd Annual Scrapbooking Weekend
Crop till you Drop! $235.00 per person for the entire weekend ($80.00 for Thursday Night). Rate includes complimentary wine & cheese receptions both Thursday & Friday, all meals, use of resort facilities. More information on this very popular event to follow!
You can also check out www.marycanavan.typepad.com/eastover for more information.

© Eastover Resort and Conference Center
430 East Street PO Box 2160
Lenox, Ma 01240
1-800-VACAFUN