Rachel and Dana's Guidebook
Favorite Restaurants
Great food and drinks. We usually go here for a date night as the food and ambiance are upscale and not as kid friendly.
20 locals recommend
85 Main
85 Main StreetGreat food and drinks. We usually go here for a date night as the food and ambiance are upscale and not as kid friendly.
Good food consistently, large portions and fair prices. This is great for families, couples or solo.
13 locals recommend
Courthouse Bar and Grille
121 Main StreetGood food consistently, large portions and fair prices. This is great for families, couples or solo.
Our local country store/restaurant located 2 miles down the road, great for eat in or take out. If you like thin crust pizza, we highly recommend you try this place out!
9 locals recommend
Sweet Evalina's Stand
688 CT-169Our local country store/restaurant located 2 miles down the road, great for eat in or take out. If you like thin crust pizza, we highly recommend you try this place out!
Outdoors
Anything from hiking, biking, swimming and kayaking, to boating and aerial ropes course!
Great place to hike, mountain bike and kayak. Trails are range from easy to medium.
US Army Corps of Engineers
449 Reardon RdGreat place to hike, mountain bike and kayak. Trails are range from easy to medium.
Great place to swim, picnic, hike, mountain bike, kayak and boat.
27 locals recommend
Bigelow Hollow State Park
298 Bigelow Hollow RoadGreat place to swim, picnic, hike, mountain bike, kayak and boat.
Wyndham Land Trust Bull Hill Forest Preserve
198-162 Bull Hill RdWhat a view of Woodstock from the top of this trail!
Fun for all levels - climbing and ropes courses with a few ziplines too!
21 locals recommend
The Adventure Park at Storrs
2007 Storrs RdFun for all levels - climbing and ropes courses with a few ziplines too!
What an adrenaline rush! I had a great experience on my 30th birthday here!
7 locals recommend
Skydive Danielson
41 Airport RdWhat an adrenaline rush! I had a great experience on my 30th birthday here!
Great place to kayak, fish, walk, and bring the kids to play. Picnic tables and grills available for the public to use.
Roseland Park
205 Roseland Park RdGreat place to kayak, fish, walk, and bring the kids to play. Picnic tables and grills available for the public to use.
West Thompson Dam Disc Golf Course
400 Campground DrA great disc golf course overlooking adjacent to the dam.
Purgatory Chasm Vistor Center
214 Purgatory RdAwesome spot to hike!
Douglas State Forest
107 Wallum Lake RdMountain biking and hiking, a local favorite go to place.
Putnam River Trail
Putnam River TrailPaved trail right along the river, art sculptures are along the way.
Fields, tennis, basketball, and a 9 hole disc golf course. Right down the road from We-Lik-it ice cream!
Pomfret Recreation Park
576 Hampton RdFields, tennis, basketball, and a 9 hole disc golf course. Right down the road from We-Lik-it ice cream!
Crystal Pond Disc Golf Course
305 Crystal Pond RdDisc golf and swimming! Right down the road from Buck's ice cream.
Roseland Park
205 Roseland Park Rd18 hole course in the heart of Woodstock, ice cream on site!
Harrisville Golf Course
125 Harrisville Rd18 hole golf course, well maintained.
Food scene
The Vanilla Bean Cafe
450 Deerfield RdA unique quaint place to dine in Pomfret center.
Elizabeth's Farmhouse
75-81 Canal StPizza King
430 Ledge RoadSlice of heaven in the middle of the woods! Unique and delicous!
Woodstock Country Shoppe
41 CT-171Great pizza and subs, affordable
Sherwood's Restaurant & Bar
35 Connecticut 171Henry's Diner
248 Providence StreetBreakfast through dinner, a good ol' fashioned diner experience.
Always a great breakfast here! You might have to wait a little while, but it is well worth it!
Bill's Bread & Breakfast
149 Providence StAlways a great breakfast here! You might have to wait a little while, but it is well worth it!
Open Memorial day through Labor Day, great food stand with outdoor seating.
Deary Brothers Mike's Stand
12 Intervale StOpen Memorial day through Labor Day, great food stand with outdoor seating.
Jessica Tuesday's
35 Main StreetGreat and unique dining experience.
The Crossings Restaurant & Brew Pub
45 Main StreetIce cream, food, playground, outdoor seating and mini-gold right on the Putnam River Trail!
Riverview Landscape Supply
147 Kennedy DrIce cream, food, playground, outdoor seating and mini-gold right on the Putnam River Trail!
Grab a cuppa and a baked treat and enjoy the unique ambiance of this place!
8 locals recommend
Victoria Station Cafe
83 Main StreetGrab a cuppa and a baked treat and enjoy the unique ambiance of this place!
Mansion At Bald Hill
29 Plaine Hill RdUpscale and a good date night spot
ANYA Dining
49 CT-193Steakhouse - beautiful place to go.
Grill 37
37 Putnam RdCitysteam Brewery
942 Main StIf you are in Hartford, we recommend this place!
The place to go to get your craft beer on, and have some nibbles.
17 locals recommend
The Stomping Ground
132 Main StreetThe place to go to get your craft beer on, and have some nibbles.
Crafts, Antiquing and local stores
Flea Market Information
21 Main StArguably one of the biggest antique show in the Northeast!
Tour the cottage and the gardens of the famous Roseland Cottage. Walk where presidents have trod. Craft Fair 2nd weekend of October every year.
18 locals recommend
Roseland Cottage
556 CT-169Tour the cottage and the gardens of the famous Roseland Cottage. Walk where presidents have trod. Craft Fair 2nd weekend of October every year.
Antiques Marketplace
109 Main StreetScranton's Shops
300 CT-169The Christmas Barn
835 CT-169Featured in the Hallmark Movie, a great place for gifts!
Woodstock Country Shoppe
41 CT-171Great country decor!
Woodstock's Thimble Cottage
290 CT-169Jeremiah's
26 Front StCoco's Cottage
253 CT-171Sightseeing
Tour the cottage and the gardens of the famous Roseland Cottage. Walk where presidents have trod. Craft Fair 2nd weekend of October every year.
18 locals recommend
Roseland Cottage
556 CT-169Tour the cottage and the gardens of the famous Roseland Cottage. Walk where presidents have trod. Craft Fair 2nd weekend of October every year.
Located in Vernon, but have seen them take off in Woodstock.
CT Voyager Balloons - Hot Air Ballon Ride Connecticut
85 Bungay Hill RoadLocated in Vernon, but have seen them take off in Woodstock.
Farm Stands and Orchards
Family run wonderful farm stand. A true taste of Woodstock with farm fresh milk, skyre, meat, etc.
Woodstock Creamery at Valleyside Farm
210 Child Hill RdFamily run wonderful farm stand. A true taste of Woodstock with farm fresh milk, skyre, meat, etc.
Another great farm stand with fresh meat, milk, homemade ice cream, crafts and more!
Farm to Table Market
324 Woodstock RdAnother great farm stand with fresh meat, milk, homemade ice cream, crafts and more!
Pick your own blueberries, apples, etc. Enjoy fresh made cider and donuts! Great view if you go to the top of the hill.
7 locals recommend
Woodstock Orchard
494 CT-169Pick your own blueberries, apples, etc. Enjoy fresh made cider and donuts! Great view if you go to the top of the hill.
We-Li-Kit Ice Cream
728 Hampton RdHomemade ice cream on top of homemade waffle cones!
Buck's Soft Serve, LLC
88 Kenyonville RdAmazing soft serve with limitless combinations!
Lapsley Orchards
403 Orchard Hill RdGreat farm stand and orchard.
Pick your own blueberries, strawberries and apples. Cute store and a great festival Columbus day weekend!
10 locals recommend
Buell's Orchard
108 Crystal Pond RdPick your own blueberries, strawberries and apples. Cute store and a great festival Columbus day weekend!
Entertainment
The Bradley Playhouse
30 Front StHistoric playhouse featuring local talent
Cinemagic Stadium Theaters
100 Charlton RdA rainy day visit to the movies!
Mansfield Drive-In Theatre
228 Stafford RdGood ol' fashioned drive in movie theater!
Tee Rex Mini Golf
274 Riverside DrFun mini-golf experience
Crystal Caves-Family Entertainment
790 Southbridge StMini golf, batting cages, ice cream and more!
Escape the Pike (Escape Room Games)
179 Main StEscape rooms, a neat idea!
Old Sturbridge Village
1 Old Sturbridge Village RdExperience life in New England during the 1800's!
Mohegan Sun
1 Mohegan Sun BlvdCasino time!
Foxwoods Resort Casino
350 Trolley Line BlvdCasion
Mohegan Bowl
51 Thompson RdBowling and lazor tag!
Dinosaur State Park
400 West StStep back in time!
Mystic Aquarium
Worth drive and combine with Mystic Seaport!
Mystic Seaport Museum
75 Greenmanville AveWorth the drive and combine with Mystic Aquarium.
Bring the kids, pet the animals, enjoy the outdoors, this is a great place for the family!
14 locals recommend
Davis Farmland - See You In The Spring Of 2021!
145 Redstone Hill RdBring the kids, pet the animals, enjoy the outdoors, this is a great place for the family!
Woodstock Fair
281 CT-169Labor Day weekend, fun filled fair!
Fairgrounds Road
Fairgrounds RoadGreat Agriculture Fair in mid august
Ice cream, food, playground, outdoor seating and mini-gold right on the Putnam River Trail!
Riverview Landscape Supply
147 Kennedy DrIce cream, food, playground, outdoor seating and mini-gold right on the Putnam River Trail!