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    Windham County, VT Hotels for Sale

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    Southern Vermont Lodge Near Skiing
    $1,590,000
    2.25 Acres

    Southern Vermont Lodge Near Skiing

    344 Vt Rte 100, West Dover, VT 05356

    Family-friendly lodge with amenities near ski lifts.

    • Prime Location: Beautiful mountain setting, only a quarter mile from ski lifts, ideal for family getaways.
    • Family‑Friendly Amenities: Features 24 family guest rooms, a game room, outdoor heated pool, hot tub, and redwood play structure.
    • Spacious Owner's Quarters: Includes a 3‑bedroom, 2‑bath owner's suite with living/dining areas and a remodeled kitchen.
    • Guest Comfort: Offers air conditioning (in 16 rooms), private bathrooms, work desks, TVs, and complimentary WiFi.
    • Ample Storage & Practical Features: Boasts an oversized 2‑car garage with carport, workbench, power, loft storage, and a large ski locker.
    Updated: Jan 5
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    Renovated Estate Near Mount Snow
    $1,150,000
    3.97 Acres

    Renovated Estate Near Mount Snow

    5 Tannery Rd, West Dover, VT 05356

    Renovated 8-bedroom estate near Mount Snow, ideal for retreats.

    • Renovated 8‑bedroom estate on nearly 4 acres at the foot of Mount Snow.
    • Proven history as a successful short‑term rental investment.
    • Breathtaking mountain views and effortless access to the slopes.
    • Large kitchen and dining room, game room, and expansive living room with oversized fireplace.
    • Outdoor spaces include a large deck, sunroom, fire pit area, covered decks, and sauna.
    Updated: Oct 24, 2025
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    Based on your search, we've compiled 32 Potential Opportunities for your consideration. Besides 2 Active listings in Windham County, VT, we suggest exploring several alternatives: similar 30 Off-Market properties to explore as potential leads

    Explore Off-Market Properties in Windham County, VT

    Consider similar Off-Market properties in Windham County, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    53 Main St

    53 Main St

    HOTEL-RESORT • 3,168 SF
    Value Estimation by Request
    53 Main St, Wilmington, VT 05363-9781
    View details
    10 Main St

    10 Main St

    HOTEL-RESORT • 21,033 SF
    Value Estimation
    $1,295,000
    10 Main St, Wilmington, VT 05363-9680
    View details
    508 Higley Hl Rd

    508 Higley Hl Rd

    HOTEL-RESORT • 5,704 SF
    Value Estimation by Request
    508 Higley Hl Rd, Wilmington, VT 05363-9604
    View details
    1378 Putney Rd

    1378 Putney Rd

    HOTEL • 11,436 SF
    Value Estimation
    $810,000
    1378 Putney Rd, Brattleboro, VT 05301-9063
    View details
    2435 Stage Rd

    2435 Stage Rd

    HOTEL-RESORT • 3,084 SF
    Value Estimation
    $785,000
    2435 Stage Rd, Guilford, VT 05301-8744
    View details
    41 Sun Bowl Rdg Rd

    41 Sun Bowl Rdg Rd

    HOTEL • 11,935 SF
    Value Estimation
    $1,155,000
    41 Sun Bowl Rdg Rd, Stratton, VT 05360
    View details
    175 Western Ave

    175 Western Ave

    HOTEL-RESORT • 3,948 SF
    Value Estimation by Request
    175 Western Ave, Brattleboro, VT 05301-6950
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    153 Main St

    153 Main St

    HOTEL-RESORT • 7,547 SF
    Value Estimation by Request
    153 Main St, Wilmington, VT 05363
    View details
    45 Vt Rte 100

    45 Vt Rte 100

    HOTEL-RESORT • 17,892 SF
    Value Estimation
    $700,000
    45 Vt Rte 100, West Dover, VT 05356-9734
    View details
    178 Rte 9th E

    178 Rte 9th E

    HOTEL-RESORT • 12,744 SF
    Value Estimation
    $1,860,000
    178 Rte 9th E, Wilmington, VT 05363-9655
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    192 Depot Rd, Unit 3H

    192 Depot Rd, Unit 3H

    HOTEL/MOTEL
    Value Estimation by Request
    192 Depot Rd, Townshend, VT 05353-9701
    View details
    1186 Putney Rd

    1186 Putney Rd

    HOTEL • 6,634 SF
    Value Estimation
    $540,000
    1186 Putney Rd, Brattleboro, VT 05301-9061
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    1760 State Frst Rd115r

    1760 State Frst Rd115r

    HOTEL/MOTEL
    Value Estimation by Request
    1760 State Frst Rd115r, Townshend, VT 05353-9642
    View details
    145 Vt Rte 100

    145 Vt Rte 100

    HOTEL-RESORT • 9,908 SF
    Value Estimation
    $1,860,000
    145 Vt Rte 100, West Dover, VT 05356-9703
    View details
    106 Smith Rd

    106 Smith Rd

    HOTEL-RESORT • 4,630 SF
    Value Estimation by Request
    106 Smith Rd, Wilmington, VT 05363-7927
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    95 Middletown Rd

    95 Middletown Rd

    HOTEL-RESORT • 4,676 SF
    Value Estimation by Request
    95 Middletown Rd, South Londonderry, VT 05155-9148
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    117 Cooper Hl Rd

    117 Cooper Hl Rd

    HOTEL-RESORT • 8,127 SF
    Value Estimation
    $1,155,000
    117 Cooper Hl Rd, Dover, VT 05341-9647
    View details
    21 Grand Smt Way

    21 Grand Smt Way

    HOTEL • 52,585 SF
    Value Estimation
    $3,120,000
    21 Grand Smt Way, West Dover, VT 05356
    View details
    7 Waldwinkle Rd

    7 Waldwinkle Rd

    HOTEL-RESORT • 5,856 SF
    Value Estimation by Request
    7 Waldwinkle Rd, West Dover, VT 05356-8862
    View details
    401 Vt Rte 100

    401 Vt Rte 100

    HOTEL-RESORT • 8,808 SF
    Value Estimation
    $1,250,000
    401 Vt Rte 100, West Dover, VT 05356-9743
    View details
    100 Chickering Dr

    100 Chickering Dr

    HOTEL • 15,471 SF
    Value Estimation
    $1,050,000
    100 Chickering Dr, Brattleboro, VT 05301-9475
    View details
    6 Abroad Rd

    6 Abroad Rd

    HOTEL-RESORT • 4.36 Acres
    Value Estimation by Request
    6 Abroad Rd, West Dover, VT 05356-8875
    View details

    Windham County, VT Hotels Investment Opportunities Market Analysis

    Explore 32 hotels for sale in Windham County, VT on our real estate platform. These investment opportunities span a total of 4,264,088 square feet of properties for sale, with an estimated market value of $17,360,000.

    Prices for resorts in Windham County, VT start at $235,000, averaging $826,666, and reaching up to $2,090,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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