Stockbridge hotels

KAYAK searches hundreds of travel sites at once for hotels in Stockbridge, Massachusetts

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Stockbridge hotels

Discover the best prices by selecting your travel dates on KAYAK.

Most recommended Stockbridge hotels

Show all
The Yankee, Trademark Collection by Wyndham - Lenox - Bedroom
Parking
Free Wi-Fi
Pool
Air conditioning
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
Parking
Free Wi-Fi
Air conditioning
Hampton Inn & Suites Berkshires-Lenox - Lenox - Building
Parking
Free Wi-Fi
Pool
Pet-friendly
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Parking
Free Wi-Fi
Pool
Air conditioning
The Constance by The Lenox Collection - Lenox - Living room
Parking
Free Wi-Fi
Air conditioning
The Whitlock by The Lenox Collection - Lenox - Living room
Parking
Free Wi-Fi
Air conditioning
Hampton Terrace Inn - Lenox - Lounge
Hampton Terrace Inn
Lenox, MA, United States
9.2Wonderful(48)
Parking
Free Wi-Fi
Pool
Air conditioning
Gateways Inn - Lenox - Bedroom
Gateways Inn
Lenox, MA, United States
8.9Very Good(74)
Parking
Free Wi-Fi
Air conditioning
Eastover Estate and Eco Village - Lenox - Bathroom
Parking
Free Wi-Fi
Air conditioning
The Black Swan Lee - Lenox, an Ascend Collection Hotel - Lee - Patio
Parking
Free Wi-Fi
Pet-friendly
Air conditioning
Chambery Inn - Lee - Building
Chambery Inn
Lee, MA, United States
8.6Very Good(348)
Parking
Free Wi-Fi
Air conditioning
Sunset Inn - Lee - Pool
Sunset Inn
Lee, MA, United States
6.8Okay(322)
Parking
Free Wi-Fi
Pool
Air conditioning
Kemble Inn - Restaurant - Bar - Lenox
Free Wi-Fi
Air conditioning
Garden Gables Inn - Lenox
Garden Gables Inn
Lenox, MA, United States
Free Wi-Fi
Knights Inn Lenox - Lenox
Knights Inn Lenox
Lenox, MA, United States
6.4Okay(143)
Pet-friendly
Air conditioning
The Lenox Inn - Lenox
The Lenox Inn
Lenox, MA, United States
6.8Okay(112)
Air conditioning

Popular filters in Stockbridge hotels

Hotels with parking
The Yankee, Trademark Collection by Wyndham, The Cornell Inn, Lenox & The Berkshires and others
Hotels with free cancellation
Explore hotel deals with free cancellation in the area
Hotels with a pool
The Yankee, Trademark Collection by Wyndham, Hampton Inn & Suites Berkshires-Lenox, and 3 more
Booking Insights

KAYAK’s insights for hotels in Stockbridge

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Stockbridge with confidence.

Which month has the cheapest hotel rates in Stockbridge?

Hotels are cheapest in Stockbridge in April, with average rates of R3 049. In comparison, May is the most expensive month, with prices at R4 854.

What is the cheapest day of the week to book a hotel in Stockbridge?

Sunday offers the lowest rates in Stockbridge, with an average nightly price of R3 615. The highest prices are found on Tuesday, with average rates at R6 017.

How much is a hotel in Stockbridge for tonight?

The best deal for a 3-star hotel room in Stockbridge found by KAYAK users in the last 3 days was R3 847, while a 4-star hotel the lowest price was R5 578. The cheapest room found overall was for R3 267.

How much is a hotel in Stockbridge for this weekend?

The cheapest hotel room in Stockbridge for the upcoming weekend found on KAYAK in the last 3 days was for R4 330 per night. For the same dates, 3-star hotel rooms have been found for as low as R4 330 per night and 4-star hotel rooms from R6 065 per night.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
May
R4 529
R5 072
Cheapest month to stay with an average 26% drop in price.
Most expensive month to stay with an average 18% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Stockbridge hotel deals

  • If you’re visiting Stockbridge as a group, consider staying at the Eastover Estate & Eco-Village. The establishment provides spacious accommodations, diverse room options, on-site dining for group meals, recreational activities like yoga and fitness, outdoor spaces for gatherings, and event facilities for conferences, retreats, and group events.
  • Solo travelers visiting Stockbridge will be at home at the Shaker Mill Inn. The inn offers cozy rooms with private bathrooms, providing a comfortable stay. The peaceful setting allows relaxation, and communal spaces promote socializing with other guests.
  • Business travelers are welcome at The Courtyard by Marriott Lenox Berkshires. It caters to business travelers with complimentary high-speed Wi-Fi, spacious rooms featuring work desks and ergonomic chairs, a business center with printing services, flexible meeting spaces, on-site dining options, and a fitness center.
  • The Yankee, Trademark Collection by Wyndham offers good access to public transport. Located near the Berkshire Regional Transit Authority bus stop, you can easily explore the surrounding area using the local bus service.
  • If you wish to enjoy peace and quiet during your visit, consider staying at Blantyre. It is in a serene and picturesque neighborhood, offering a tranquil and peaceful atmosphere. The hotel is surrounded by beautiful gardens and scenic views, providing a serene environment for relaxing and unwinding.

FAQs when booking a hotel in Stockbridge

  • Which hotel in Stockbridge is ideal for a family with kids?

    The Inn at Stockbridge is a great choice for families with kids. This charming country inn offers a family-friendly atmosphere with various amenities to entertain everyone. The spacious rooms and suites provide comfortable accommodations, with various room sizes available. The property features beautiful gardens and outdoor spaces where kids can play and explore. The inn also offers a swimming pool, a game room with board games and toys, and a complimentary breakfast to start the day.

  • Which Stockbridge hotel offers a unique stay?

    If you want to stay at a unique hotel, the Porches Inn at Mass Moca is the answer. This boutique hotel is located in renovated Victorian-era row houses and features a quirky and artsy atmosphere. Each room is uniquely designed with eclectic decor and modern amenities for a comfortable stay. The property is near the Massachusetts Museum of Contemporary Art (Mass MoCA), adding an artistic touch to your experience.

  • Which hotel in Stockbridge welcomes pets?

    The Red Lion Inn is a pet-friendly hotel, making it an ideal choice for travelers who want to bring their furry companions. Two pets of any size are welcome at this hotel for an extra charge per pet per night. Rooms on the ground floor are designated for pet-friendly stays. Cats and dogs are both accepted, but it is required to crate pets if they are left unattended. Upon check-in, pets are provided with treats, bowls, and access to a crate. You can conveniently walk your dogs at a nearby park just a short distance from the hotel.

  • Which hotel in Stockbridge should I book for a romantic getaway?

    The Stockbridge Country Inn is ideal for couples seeking a romantic retreat in Stockbridge. This charming bed and breakfast offers a cozy, intimate atmosphere with elegantly decorated rooms and suites. Couples can enjoy peaceful surroundings, including beautiful gardens and serene outdoor spaces. The inn also offers romantic amenities such as in-room fireplaces, whirlpool tubs, and private balconies.

  • How do I find a hotel in central Stockbridge?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Stockbridge districts. You can also do a search using the city map to choose a specific location, like Stockbridge city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Stockbridge hotels with free parking?

    There are many hotels in Stockbridge that offer both parking and free parking. Popular choices among KAYAK users include The Yankee, Trademark Collection by Wyndham, The Cornell Inn, Lenox & The Berkshires and Hampton Inn & Suites Berkshires-Lenox.

Where to stay in Stockbridge?

Our map will help you find the perfect place to stay in Stockbridge by showing you the exact location of each hotel.

Stockbridge Hotel Deals. Search and compare hotels in Stockbridge. Find cheap hotel rooms in Stockbridge. KAYAK searches hundreds of travel sites to help you find cheap hotels and book the room that suits you best.

Not what you’re looking for? Find thousands of other hotels, flights and car hire with KAYAK.