2026 Baseball Roadtrips

Hotels near Tanglewood

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Top Rated Hotels from Expedia

Wheatleigh

Wheatleigh

11 Hawthorne Rd Lenox MA Hotel
5 star  seat view

Along with a restaurant, this smoke-free hotel has a 24-hour fitness center and a bar/lounge. Free full breakfast, free WiFi in public areas, and free valet parking are also provided. Additionally, spa services, 24-hour room service, and a seasonal outdoor pool are onsite.


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Miraval Berkshires Resort & Spa  Adults Only

Miraval Berkshires Resort & Spa Adults Only

55 Lee Road Lenox MA Hotel resort
5 star  seat view

Along with a full-service spa, this resort has an indoor pool and a restaurant. Free full breakfast, free self parking, and a free airport shuttle are also provided. Additionally, a 24-hour fitness center, a bar/lounge, and outdoor tennis courts are onsite.


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The Stockbridge Country Inn Closest B&B to Norman Rockwell Museu

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museu

26 Glendale Road, RR 183 Stockbridge MA Bed&breakfast
4.5 star  seat view

Along with coffee/tea in a common area, this smoke-free bed & breakfast has a seasonal outdoor pool and conference space. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, concierge services, laundry facilities, and a computer station are onsite.


rates from
$424
Hampton Terrace Inn

Hampton Terrace Inn

91 Walker Street Lenox MA Hotel
4 star  seat view

This hotel features a bar/lounge, an outdoor tennis court, and a seasonal outdoor pool. Free WiFi in public areas and free self parking are also provided. Other amenities include concierge services, a library, and a garden.


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Seven Hills Inn

Seven Hills Inn

40 Plunkett Street Lenox MA Hotel
4 star  seat view

This smoke-free hotel features coffee/tea in a common area, concierge services, and a library. Free on-the-go breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, wedding services, a garden, and a picnic area are onsite.


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Devonfield Inn B&B

Devonfield Inn B&B

85 Stockbridge Rd. Lee MA Bed&breakfast
4 star  seat view

This bed & breakfast features an outdoor pool, a business center, and a meeting room. Free full breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Additionally, concierge services, a 24-hour front desk, and a library are onsite.


rates from
$249
33 Main

33 Main

33 Main Street Lenox MA Bed&breakfast
4 star  seat view

Along with coffee/tea in a common area, this smoke-free bed & breakfast has express check-in and express check-out. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a lobby fireplace.


rates from
$380
Garden Gables Inn

Garden Gables Inn

135 Main St Lenox MA Hotel
4 star  seat view

This smoke-free hotel features a seasonal outdoor pool, a meeting room, and concierge services. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a library, tour/ticket assistance, and a garden are onsite.


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Lakehouse Inn

Lakehouse Inn

615 Laurel St. Lee MA Bed&breakfast
4 star  seat view

A snack bar/deli, a picnic area, and free breakfast are available at this smoke-free bed & breakfast. Free WiFi in public areas and free self parking are also provided.


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The Inn at Stockbridge

The Inn at Stockbridge

30 East Street Lee MA Bed&breakfast
4 star  seat view

An outdoor pool, a 24-hour fitness center, and spa services are available at this smoke-free bed & breakfast. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a microwave in a common area, a refrigerator in a common area, and a seasonal outdoor pool are onsite.


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The Constance, The Whitlock, & The Dewey By The Lenox Collection

The Constance, The Whitlock, & The Dewey By The Lenox Collection

11 Old Stockbridge Road Lenox MA Hotel
3.5 star  seat view

This smoke-free hotel features a fitness center, coffee/tea in a common area, and concierge services. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a library, express check-out, and wedding services.


rates from
$104
Brook Farm Inn

Brook Farm Inn

15 Hawthorne Street Lenox MA Bed&breakfast
3.5 star  seat view

Along with an outdoor pool, this smoke-free bed & breakfast has a bar/lounge and a poolside bar. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, a seasonal outdoor pool, conference space, and concierge services are onsite.


rates from
$203
Federal House Inn

Federal House Inn

1560 Pleasant Street South Lee MA Bed&breakfast
3.5 star  seat view

A restaurant, a microwave in a common area, and a refrigerator in a common area are available at this smoke-free bed & breakfast. Free breakfast (local cuisine), free WiFi in public areas, and free self parking are also provided. Other amenities include a library, express check-out, and tour/ticket assistance.


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Kemble Inn

Kemble Inn

2 Kemble Street Lenox MA Inn
3.5 star  seat view

A restaurant, a bar/lounge, and a hot tub are available at this smoke-free inn. Free cooked-to-order breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include coffee/tea in a common area, concierge services, and a 24-hour front desk.


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Conroy's B&B

Conroy's B&B

11 East Street (Route 7) Stockbridge MA Bed&breakfast
3.5 star  seat view

An outdoor pool, a spa tub, and an outdoor tennis court are available at this smoke-free bed & breakfast. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a library, and a garden are onsite.


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Life House Berkshires

Life House Berkshires

194 Pittsfield Rd Lenox MA Lodge
3.5 star  seat view

This smoke-free lodge features a restaurant, a bar/lounge, and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Other amenities include a 24-hour front desk and express check-in.


rates from
$97
Eastover Estate & Eco-Village

Eastover Estate & Eco-Village

430 East St Lenox MA Hotel
3.5 star  seat view

A coffee shop/cafe, a library, and a garden are available at this hotel. WiFi in public areas is free. Additionally, a picnic area, a front-desk safe, and a ballroom are onsite.


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Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshi

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshi

190 Meadow Street South Lee MA Hotel
3.5 star  seat view

This smoke-free hotel features 2 restaurants, 2 indoor pools, and 2 outdoor pools. Additionally, 2 bars/lounges, a poolside bar, and a snack bar/deli are onsite.


rates from
$119
The Red Lion Inn

The Red Lion Inn

30 Main Street Stockbridge MA Hotel
3.5 star  seat view

This smoke-free hotel features 3 restaurants, an outdoor pool, and a fitness center. WiFi in public areas is free. Other amenities include a bar/lounge, a 24-hour business center, and coffee/tea in a common area.


rates from
$139
Whistler's Inn Bed & Breakfast

Whistler's Inn Bed & Breakfast

5 Greenwood Street Lenox MA Bed&breakfast
3.5 star  seat view

Coffee/tea in a common area, a meeting room, and a library are available at this smoke-free bed & breakfast. Free on-the-go breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, wedding services, a garden, and a picnic area are onsite.


check availability for rates