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Fall foliage along the shoreline of Roseland Park's lake in Woodstock, Connecticut

Living in Woodstock, Connecticut

Woodstock sits in Connecticut's Quiet Corner in northern Windham County, bordering Massachusetts. It's the second-largest town in Connecticut by land area, settled in 1686 by a group from Roxbury, Massachusetts, who first called it New Roxbury before renaming it Woodstock in 1690.

Photo: ML.Nature.Photo, CC BY-SA 4.0

Woodstock at a glance

Woodstock's villages and zip codes

Most Woodstock addresses use 06281 (Woodstock); South Woodstock (06267) and Woodstock Valley (06282) are separate ZIP codes within town.

Woodstock villages and zip codes
AreaZip codeWhere it is
Woodstock Hill06281The town center, on Route 169, where Town Hall, the historic green and Roseland Cottage sit.
South Woodstock06267South of the center along Route 169, near the Woodstock Fairgrounds.
Woodstock Valley06282The western part of town, near the Union town line.

Woodstock covers about 61.8 square miles and borders Union, Ashford, Pomfret and Thompson. It was incorporated in 1690.

Things to do in Woodstock, CT

Start with Roseland Cottage and Roseland Park, then 2 more below.

  1. Roseland Cottage

    A pink 1846 Gothic Revival summer home built by businessman Henry C. Bowen, with 21 formal gardens and the country's oldest surviving indoor bowling alley in its carriage barn. Ulysses S. Grant bowled there while a sitting president. Run by Historic New England and open for seasonal tours.

    SeasonalTours

    556 Route 169, Woodstock, CT 06281

    Plan a visit
  2. Roseland Park

    A 60-acre town park on Roseland Lake that Bowen gave to the community, with a playground, pavilion, basketball court, boat launch, swimming and fishing. Bowen hosted Fourth of July celebrations here that drew up to 10,000 people and several sitting U.S. presidents.

    FreeYear-round

    205 Roseland Park Rd, Woodstock, CT 06281

    Plan a visit
  3. Taylor Brooke Winery & Brewery

    A working winery and brewery on the CT Wine Trail offering tastings and tours.

    Year-round

    848 Bailey Hill Rd, Pomfret Center area / Woodstock, CT

    Plan a visit
  4. Woodstock Fairgrounds

    Home of the Woodstock Fair, run by the Woodstock Agricultural Society since 1846 and held annually since 1860.

    Seasonal

    281 Route 171, Woodstock, CT 06281

More worth a visit

  • Woodstock Academy campusThe town's historic independent academy, founded in 1801, on Woodstock Hill.Website

Around the calendar

  • Labor Day weekend
    Woodstock FairAn agricultural fair run by the Woodstock Agricultural Society, held continuously since 1860.

A little history

A group of 13 men from Roxbury, Massachusetts, settled the area in 1686 and called it New Roxbury; the town was renamed Woodstock in 1690 and became part of Connecticut in 1749.

Businessman Henry C. Bowen, a Woodstock native, built the Roseland Cottage summer home in 1846 and hosted Fourth of July celebrations there attended by Presidents Grant, Hayes and Harrison.

The Woodstock Fair has been held annually since 1860, run by the Woodstock Agricultural Society, founded in 1846.

Parks, trails and outdoors in Woodstock

Woodstock has more lake and park acreage than commercial development, with Roseland Park anchoring the town center and several smaller lakes elsewhere in town.

  • Roseland ParkSwimming, fishing, a boat launch and a playground on Roseland Lake in the town center.More information
  • Lake BungeeA residential lake community in the northern part of town.
  • Quasset LakeA smaller lake area in town used for fishing and nearby recreation.

Walkability and getting around Woodstock

Woodstock is a rural, spread-out town; Woodstock Hill and South Woodstock have a walkable cluster of civic buildings and a few businesses, but most errands require a car.

Woodstock Hill

415 Route 169, Woodstock, CT 06281

South Woodstock

Woodstock Valley

Check any Woodstock address

Drive times

  • Worcester, MA, about 28 miles35–45 min
  • Bradley International Airport, about 55 miles60–70 min

Approximate, without traffic.

By bus or train

No fixed-route bus service; the Northeastern Connecticut Transit District provides dial-a-ride service to Woodstock. There is no passenger rail station in town.

Woodstock property taxes and home prices

Woodstock's 2026–27 mill rate is 20.21, which is $20.21 of tax for every $1,000 of assessed value. Some areas also pay a fire or special district tax on top of that. Connecticut taxes a home at 70% of its appraised value, so every $100,000 of value costs about $1,415 a year in taxes at 20.21 mills.

What homes in Woodstock sell for

12 months endingSingle-familyCondo
Sep 2024$390,000105 sales$233,6989 sales
Sep 2025$477,50089 sales$265,00011 sales

October to September, state records. Text us for this month's sales.

Woodstock's mill rate for 2026–27

20.21mills, fiscal year 2026–27

  • Town of Woodstock20.21 mills
  • Lake Bunggee Tax District (where it applies)+3.82 mills
  • Quassett Lake District (where it applies)+2.327 mills
  • Witches Woods Tax District (where it applies)+1.76 mills
  • Motor vehicles20.21 mills
  • Next revaluationOctober 1, 2030

Woodstock property tax calculator

$
Assessed value (70%)
–
Taxes a year
–
About this much a month
–

Estimate only; the assessor's appraisal sets the bill.

Using our mortgage calculator or affordability calculator? Enter about 1.41% for property tax. That's 20.21 mills on a 70% assessment.

How Woodstock's mill rate has changed

Woodstock town mill rate by fiscal year
Fiscal yearTown rate
2022–2320.85
2023–2422.41
2024–2523.04
2025–2623.04
2026–2720.21

Woodstock's town rate went from 20.85 in 2022–23 to 20.21 in 2026–27. Next revaluation: October 1, 2030.

Look up a Woodstock property

Buying a home in Woodstock

What we check on a Woodstock purchase: CHFA limits, the flood map, crumbling foundations, private wells & septic and lake communities.

CHFA

First-time buyer programs in Woodstock

CHFA sets Woodstock's income and price limits for Windham County. We check them with you before you shop.

See CHFA's limits map
Flood maps

Check the flood zone first

Parts of Woodstock along the Muddy Brook and around Roseland, Bungee and Quasset lakes fall within FEMA-mapped flood zones; lakefront and low-lying parcels should be checked against the flood map before an offer. We check FEMA's map before you offer.

FEMA's flood map for Woodstock
Crumbling foundations

Ask about foundation testing

Woodstock is within the northeastern Connecticut area affected by pyrrhotite-related crumbling concrete foundations. Homes built or with foundations poured roughly between the 1980s and mid-2010s are the ones typically tested. We recommend a foundation inspection as part of due diligence on older homes.

CT Foundation Solutions Indemnity Company
Private wells & septic

Well and septic are the norm

Most of Woodstock relies on private wells and septic systems rather than town water or sewer. Well and septic inspections are a standard part of a purchase here.

Lake communities

Check for association dues

Homes around Lake Bungee, Quasset Lake and Roseland Lake may belong to a lake or homeowners' association with its own dues and rules; ask for the association documents before you make an offer.

All loans are subject to credit approval, underwriting, and property and program requirements. CHFA and USDA limits and eligibility are set by those agencies and change from time to time.

James Allen

Thinking about buying in Woodstock?

Send us a Woodstock address and we'll run the numbers, taxes included.

Compare loan optionsOur process

Moving to Woodstock: utilities, trash and town offices

Who to call in Woodstock: Eversource for power.

Woodstock Transfer & Recycling Center

49 Paine District Rd, Woodstock, CT Tuesday, Friday, Saturday, Sunday, 10:00 a.m.–3:45 p.m.

Annual permit sold at the Town Clerk's office during Town Hall hours

Transfer station details

Town offices and contacts

Woodstock Town Hall is at 415 Route 169, Woodstock, CT 06281. Hours: Monday, Tuesday, Thursday 8:30 a.m.–4:30 p.m.; Wednesday 8:30 a.m.–6:00 p.m.; closed Friday. Main line: (860) 928-6595. Each link opens that office's page on the town's website.

Woodstock, CT FAQ: taxes, prices and town services

The short answers. Call or text us for the long ones.

What is the mill rate in Woodstock, CT?

Woodstock's 2026–27 mill rate is 20.21, which is $20.21 of tax for every $1,000 of assessed value. Some areas also pay a fire or special district tax on top of that. The motor vehicle rate is 20.21 mills.

How much are property taxes on a $500,000 home in Woodstock?

Connecticut assesses homes at 70% of appraised value, so a $500,000 home would be assessed at about $350,000. At 20.21 mills that's about $7,074 a year, or about $589 a month, before any district tax. The actual bill depends on the town assessor's appraisal, not the price you pay.

What is the median home price in Woodstock, CT?

In the 12 months from October 2024 through September 2025, the median single-family sale in Woodstock was $477,500 across 89 sales, compared with $390,000 the year before. The median condo sale was $265,000 across 11 sales.

When is Woodstock's next revaluation?

Woodstock's next revaluation takes effect October 1, 2030, on the state's schedule. The new assessments first show up on the tax bills due in July 2031.

What county is Woodstock in?

Woodstock is in Windham County, in Connecticut's Northeastern Connecticut Planning Region.

What ZIP codes cover Woodstock?

06281 (Woodstock/Woodstock Hill), 06267 (South Woodstock) and 06282 (Woodstock Valley).

Is there curbside trash pickup in Woodstock?

No. Residents use the Woodstock Transfer & Recycling Center at 49 Paine District Road with an annual permit, or contract with a private hauler.

Is there public transportation in Woodstock?

There's no fixed-route bus service; the Northeastern Connecticut Transit District offers dial-a-ride service in town. There is no passenger rail station.

How far is Woodstock from a city?

Worcester, Massachusetts is about 28 miles away. Bradley International Airport is roughly 55 miles away.

When are property taxes due?

Connecticut towns bill property taxes twice a year, generally due July 1 and January 1; check the Tax Collector's office for Woodstock's exact schedule.

Towns near Woodstock

Neighbors of Woodstock in Windham County and nearby. All Windham County towns.

Sources