Search
Best hotels
When to book
Tips
FAQs
Map

Stockbridge hotels

Thu 6/6
Fri 7/6

Search 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.

Best Stockbridge hotels

Discover the best prices and deals for you by selecting your travel dates.
Choose your dates

Most recommended Stockbridge hotels

Show all
Chambery Inn - Lee - Building
Chambery Inn
9.1 Wonderful
R11 684+
R11 684+
Parking
Free Wi-Fi
Air conditioning
The Dewey - Lenox - Dining room
The Dewey
R2 476+
R2 476+
Parking
Free Wi-Fi
Air conditioning
R2 824+
Parking
Free Wi-Fi
Pool
Air conditioning
Sunset Inn
7.4 Good
R2 064+
R2 064+
Parking
Free Wi-Fi
Air conditioning
Gateways Inn & Restaurant
8.4 Very Good
R8 247+
R8 247+
Parking
Free Wi-Fi
Air conditioning
R1 596+
Free Wi-Fi
Pool
Air conditioning
The Whitlock
R2 263+
R2 263+
Parking
Free Wi-Fi
Air conditioning
Hampton Terrace Inn
9.2 Wonderful
R6 620+
R6 620+
Parking
Free Wi-Fi
Pool
Air conditioning
R5 758+
Parking
Free Wi-Fi
Pool
Pet-friendly
R4 711+
Parking
Free Wi-Fi
Air conditioning
The Cornell Inn
9.3 Wonderful
R5 171+
R5 171+
Parking
Free Wi-Fi
Air conditioning
Wheatleigh
R16 728+
R16 728+
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
Knights Inn Lenox
7 Good
R3 045+
R3 045+
Free Wi-Fi
Pet-friendly
Air conditioning

Good to know

Low season

February

High season

June

Average price (weeknight)

R2 905

Average price (weekend night)

R6 347
Cheapest month to stay with an average 57% drop in price.
Most expensive month to stay with an average 101% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Stockbridge

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Stockbridge hotel deals

  • If you’re looking for a cheap hotel in Stockbridge, you should consider visiting during the low season. You'll find cheaper accommodations in Stockbridge in February and May.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Stockbridge if you stay on a Sunday. The opposite is true for, Friday, which is usually the most expensive day.
  • 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 Chambery Inn, The Dewey and The Yankee, Trademark Collection by Wyndham.

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.