Overview
Woodstock is a town in Windham County, Connecticut, United States. The population was 7,221 at the 2000 census.
16 sights · 6 things to do · 5 places to eat · 1 bars & cafés
Updated from Wikivoyage on 1 October 2026 · Something wrong or missing? Improve it on Wikivoyage
Best things about Woodstock
East Woodstock Cemetery
North Woodstock Cemetery
Bradford Marcy Cemetery
Bungay Cemetery
Barlow Cemetery
Center Cemetery
Plan your trip
Best time to visit & weather
Most comfortable: May–Oct. Summer highs reach about 84°F; winter lows dip to about 22°F. Cold months (Jan, Feb) can bring snow and ice; check road conditions. Wettest: Mar and Dec. (climate data from nearby Providence)
Blue bars: average daily high and low (°F). Purple columns: average monthly rain and melted snow (inches).
Getting there
- From you: to see whether to drive or fly, and how long it takes.
- ORH Worcester Regional Airport, Worcester — 22 mi away. Directions
- BDL Bradley International Airport, Hartford — 35 mi away (major hub). Directions
There is a large farming community, with the most operating dairy farms in the state and gorgeous views from throughout the town.
Full “Get in” guide ↓Budget & where to stay
No prices are listed for this place yet. See the Sleep guide ↓ for options.
Sample 3-day itinerary
Day 1
- Morning East Woodstock Cemetery, Bungay Cemetery, Allton Cemetery
- Lunch The Mansion at Bald Hill
- Afternoon Indian Cemetery, Brunn Cemetery
- Dinner The Inn at Woodstock
- Evening Java Jive
Day 2
- Morning North Woodstock Cemetery, Barlow Cemetery, Hammond Cemetery
- Lunch Mrs. Bridges Pantry
- Afternoon Quasset Cemetery, Private Cemetery
- Dinner Woodstock Grill and Pizza
Day 3
- Morning Bradford Marcy Cemetery, Center Cemetery, Swedish Cemetery
- Lunch Sherwood’s of Woodstock
- Afternoon Woodstock Hill Cemetery, Tomb Cemetery
Stops are grouped by area so each day needs little backtracking. Check opening hours before you go.
Food for you
Cuisine (tap to filter)
What to ask about, for your diet
Diet labels come from each listing's description and cuisine; “likely” means the cuisine usually has good choices, not a promise. Check with the restaurant. Open the food finder
Understand
History
In the mid-17th century, John Eliot, a Puritan missionary to the Indians, established "praying towns" where Native Americans took up Christianity and were expected to renounce their religious ceremonies, traditional dress, and customs. One Praying town, called Wabaquasset (Senexet, Wabiquisset), 6 miles west of the Quinebaug River in present-day Woodstock, was the largest of the three northeastern Connecticut praying towns.
In 1675, when King Philip's War broke out, some of the town's Indians, (especially in the southern part of the town) sided with the Mohegans and the English while others sided with the Indians led by Philip, rallying to arms on what is now Curtis Island in present Holland, Massachusetts and Brimfield, Massachusetts. During the war, the Praying town became deserted, and the English with their Indian allies marched through Woodstock to present day Thompson in the summer of 1676 burning any crops or stored corn they could find.
In 1682, Massachusetts bought a tract of land, which included Woodstock, from the Mohegans. A group of 13 men from Roxbury, Mass. (home of the Pastorate of Woodstock's earlier visitor, John Eliot), settled the town in 1686 and named it New Roxbury. Judge Samuel Sewall suggested the town change its name to Woodstock in 1690, and in 1749 the town became part of Connecticut.
A farming town in the 18th century, Woodstock began attracting industry after the War of 1812. "By 1820, there were 2 distilleries, 2 wheel wrights, an oil mill, fulling mill, carding machines, grist mills, saw mills, a goldsmith, and twine and cotton batting operations. Woodstock Valley was known for its shoe factories," according to the history page at the Woodstock town government Web site.
By the middle of the 19th century, industry almost ceased, and Woodstock reverted to a rural state. The town then became a summer destination for wealthy city dwellers from around the East coast of the United States.
Landscape
According to the United States Census Bureau, the town has a total area of 61.8 square miles (160.1 km²), of which 60.5 square miles (156.8 km²) is land and 1.3 square miles (3.4 km² or 2.10%) is water. It is the second-largest town in Connecticut in terms of land area (after New Milford).
Get in
There is a large farming community, with the most operating dairy farms in the state and gorgeous views from throughout the town.
Woodstock is an incredibly historic, rural, and agricultural area. It is not a commercialized area, with most of the businesses being locally run.
Woodstock has a solid selection of different camps and parks, fitting in with the rural atmosphere and beautiful scenery.
See
Historical Cemeteries
See East Woodstock Cemetery
See North Woodstock Cemetery
See Bradford Marcy Cemetery
See Bungay Cemetery
See Barlow Cemetery
See Center Cemetery
See Allton Cemetery
See Hammond Cemetery
See Swedish Cemetery
See Indian Cemetery
See Quasset Cemetery
See Woodstock Hill Cemetery
See Brunn Cemetery
See Private Cemetery
See Tomb Cemetery
See Bolls Cemetery
Do
- Roseland Cottage, also known as the Pink House or the Bowen House, was a summer home built by wealthy businessman Henry C. Bowen in 1846. This is where Bowen hosted U.S. Presidents for his then-famous Independence Day celebrations at Roseland Park. Ulysses S. Grant bowled his first strike in the bowling alley located in the carriage barn. The pink colored house features "tall, angular gables, gingerbread trim, and 21 formal flower gardens outlined by dwarf boxwood hedges," according to a Hartford Courant article. Roseland is an example of Victorian Gothic Revival style, which can be seen in its pointed gables, scrolled bargeboards, many tall chimneys, and leaded glass windows in diamond shapes. The outside walls, of board and batten wood siding, have been painted 13 different colors over the past 150 years -- all shades of pink (as of the summer of 2006 the house was a coral or salmon color). The house still has the owners' original furniture and knickknacks. Roseland was designed (under Bowen's direction) by architect Joseph C. Wells. The design was influenced by the architectural design books of architectural critic Andrew Jackson Downing. Fine Homebuilding magazine named Roseland one of the 25 most important houses in America in its 2006 Fine Homebuilding Houses Annual Issue.
- Woodstock Fair, run by the Woodstock Agricultural Society (established in 1846) has been held since 1860. The current President of the Woodstock Fair is Susan Z. Hibbard. The annual fair is held after harvest every labor day weekend complete with a carnival, farm competition and agricultural exhibit.
Do Solair Recreation League
Is the oldest nudist camp in USA. Located in western woodstock, 5 minutes away from Southbridge, Massachusetts. It was founded in 1934 and offers activities such as nude swimming, nude volleyball, nude billiards, nude outdoor tennis, and nude boating to its members. The camp is family oriented and owned and operated by its members.
Do Palmer Hall
It serves as Woodstock’s historical society. Here, you can find tons of information about the town’s history. There are often events highlighting different works of art or pieces of history. Highlights include a handwritten letter by George Washington, Native American artifacts, and pre-colonial maps.
- Palmer Arboretum. Hidden behind Palmer Hall is a botanical park, which was donated by Minnie Palmer Dean in 1925. Once overflowing and unorganized, the Arboretum has undergone an extensive restoration effort and is now properly maintained.
Do Quasset School
Open mainly in July and August, the Quasset School is one of the oldest schools in the United States. Built in 1854, this school actually functions as a classroom for current elementary school students. Located near the Middle School.
Do Fairvue Farms
Fairvue is working dairy farm that is home to over 1600 cows, with 800 of them milking cows. Fairvue farms over 1600 acres of land. They offer tours seven days a week, but request calls ahead of time.
Do Taylor Brooke Winery
An incredible winery that tends to over 2000 vines to create a variety of their own wines. They offer a tasting room on Friday, Saturday, and Sunday which offers limited complimentary tasting or tasting of all of their wines for only 6$.
Do Camp Nahaco
A beautiful, 120 acre camp sitting on Crystal Pond. Nahaco offers a host of recreational activities such as swimming, fishing, hiking, and horseback riding. There are facilities for private events and summer camps for all ages.
- Roseland Park, Roseland Park Road, +1 860-963-9557. A 60+ acre park which has a golf course, basketball courts, boating, and fishing among many other things. Can be reserved for parties and weddings. As opposed to Nahaco, Roseland is mostly a day trip as swimming and camping are prohibited.
- Town Beach. A local beach on a 38.3 acre Muddy Pond, the Town Beach offers swimming, fishing, canoeing, and picnicking. It can also be rented out for parties, events, and weddings.
Eat
Eat The Mansion at Bald Hill
Very fancy, fairly small, and very pricey. One of the best places in the town for fine dining.
- Sweet Evalina’s Stand, 688 Connecticut 169, +1 860-928-4029. Serves breakfast, lunch, and dinner. Affordable, with a homey atmosphere. Also serves as a deli and sort of convenience store.
Eat The Inn at Woodstock
A very classy bed-in-breakfast which also hosts events and serves as a restaurant. Great for having private functions.
Eat Mrs. Bridges Pantry
An authentic British experience, Mrs. Bridges offers lunch, tea, and dessert. There are over 200 different types of teas to buy in the store.
Eat Woodstock Grill and Pizza
A standard pizza place with good service and delicious pizza.
Eat Sherwood’s of Woodstock
One of the only true bars in town, and also offers mid-ranged lunch and dinner.
Drink
Drink Java Jive
Specialty Coffee and Gourmet shop which has a host of different breakfast foods, coffees, and teas.
Nearby
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Webster
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Holland
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Sturbridge
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Charlton
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My experience
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