Town

    Where to Stay in Lee

    Lee is the first town off the Mass Pike (Exit 10) in the Berkshires, and many travelers use it as a base. The Housatonic River runs through town, and October Mountain State Forest, about 16,500 acres and the largest state forest in Massachusetts, is just east. Jacob's Pillow, the summer dance festival in Becket, is about 15 minutes east. Inns line the roads between Lee, Lenox and Stockbridge, many in former estates and Victorian summer houses, and Lee's tend to cost less than Lenox's. The Chambery Inn is an 1885 schoolhouse on Main Street, Black Swan Inn has 52 rooms on Laurel Lake, and Applegate Inn and Devonfield Inn have heated pools. Lenox is 5 miles north and Stockbridge 5 miles west. Tanglewood runs from late June through August, Jacob's Pillow through the summer, and foliage peaks in mid-October, so those seasons book well ahead.

    Devonfield Inn

    Devonfield Inn

    Lee · Inn / B&B

    A bed and breakfast on 32 acres between Lenox and Stockbridge, in a Federal-style main house first built in the early 1800s. Lodging includes rooms, suites, a cottage and carriage house units, and the upgraded rooms have fireplaces and whirlpool tubs. There is a seasonal heated outdoor pool, two hiking trails and a fire pit, and breakfast includes a cold buffet and a choice of hot dishes.

    HistoricRomanticPool
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    Chambery Inn

    Chambery Inn

    Lee · Inn / B&B

    A 19th-century parochial schoolhouse on Main Street in Lee, built in 1885 and converted into 9 rooms with the original blackboards still on the walls. Rooms have fireplaces, jetted tubs and canopy beds, with 8-foot windows and 13-foot ceilings, and breakfast is delivered to the door in a basket. Main Street's restaurants and shops are a short walk.

    HistoricRomanticWalkable
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    Black Swan Inn

    Lee · Inn

    Fifty-two rooms on Laurel Lake at 435 Laurel Street in Lee, with kayak and pontoon boat rentals, beach access and an exercise room. Mint, an Indian restaurant, overlooks the water, and some rooms take dogs. Rates sit in the middle of the range for a corridor where Tanglewood-season prices run high. It is part of Choice Hotels' Ascend Collection.

    WaterfrontHistoricTraditional
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    Applegate Inn

    Applegate Inn

    Lee · Inn / B&B

    An 11-unit inn in a 1920s Georgian mansion with white columns at 279 West Park Street in Lee, on a 6-acre estate half a mile from the center of town. The main house has 5 rooms and 3 suites, and the carriage house has 2 suites and a 2-bedroom cottage with a kitchen. There is a heated pool, many rooms have fireplaces and whirlpool tubs, and a public golf course and tennis courts are across the road.

    HistoricRomanticPool
    $$View lodge →
    The Morgan House Inn

    The Morgan House Inn

    Lee · Inn

    An inn at 33 Main Street in Lee, built in 1813 as a private home and opened to stagecoach travelers by Edwin Morgan in 1853. It has 11 rooms and a restaurant serving lunch and dinner, with a separate tavern menu. Ulysses S. Grant and George Bernard Shaw are among its past guests. Vern Kennedy has owned it since 2016, and Laurel Lake is a few minutes away.

    HistoricWalkableTraditional
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    Lakehouse Inn

    Lakehouse Inn

    Lee · Inn

    A bed and breakfast for adults 21 and over, formerly the Inn at Laurel Lake, in a house built around 1904 with 500 feet of shoreline on Laurel Lake in Lee. Guests can swim from the property in summer and use the inn's kayaks and paddleboards, and there is a dock. Breakfast is included, and Tanglewood and Lenox are less than 10 minutes away.

    WaterfrontRomanticTraditional
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    Why Stay in Lee

    • •Jacob's Pillow, about 15 minutes east in Becket, holds its dance festival each summer.
    • •Lenox is 5 miles north and Stockbridge 5 miles west, so the central Berkshires are a short drive from Lee.
    • •October Mountain State Forest, about 16,500 acres just east of town, has trails for hiking, mountain biking and snowmobiling.

    What Makes This Area Interesting

    • •Jacob's Pillow Dance Festival: about 15 minutes east in Becket; it describes itself as the longest-running dance festival in the United States.
    • •October Mountain State Forest: the largest state forest in Massachusetts; hiking, biking, and snowmobile trails from the Lee trailhead.
    • •Tanglewood: 8 miles northwest in Lenox; Boston Symphony Orchestra summer home, running late June through Labor Day.
    • •Stockbridge: 5 miles west; Norman Rockwell Museum, the Red Lion Inn, and Chesterwood (the sculptor Daniel Chester French's summer home).

    Frequently Asked

    Summer is the cultural peak: Tanglewood runs late June through Labor Day, Jacob's Pillow runs July–August, and the full Berkshires events calendar is active. Fall foliage peaks mid-October. Winter is quiet but ski Butternut (Great Barrington) and Jiminy Peak (Hancock) are both within 30 minutes.

    About 2.5 hours from the George Washington Bridge via the Taconic Parkway and Route 23. From Boston, about 2.5 hours via I-90 (the Mass Pike) to Exit 10, which is in Lee.

    For Boston Symphony Orchestra concerts, yes, especially on weekends and for popular programs; book weeks ahead. Lawn tickets are usually easier to get than seats in the Shed. Tanglewood on Parade, the annual summer gala, sells out early.