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Stockbridge hotels

Recommended by KAYAK
Booking Insights

Best Stockbridge hotels

Discover the best hotels in Stockbridge and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for Oct 9 - 10.
The Red Lion Inn - Stockbridge - Lounge
The Red Lion Inn - Stockbridge - Lounge
The Red Lion Inn
Stockbridge, MA, United States
8.2Very good(648)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 547+
Check availability
Stockbridge Country Inn - Stockbridge - Business centre
Stockbridge Country Inn - Stockbridge - Business centre
Stockbridge Country Inn
Stockbridge, MA, United States
9.3Wonderful(63)
Parking
Free Wi-Fi
Pool
C$ 753+
Check availability
The Yankee Inn - Lenox - Outdoors view
The Yankee Inn - Lenox - Outdoors view
The Yankee Inn
Lenox, MA, United States
8.5Very good(1403)
Parking
Free Wi-Fi
Pool
C$ 213+
Check availability
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox - Lenox - Bedroom
Howard Johnson by Wyndham Lenox
Lenox, MA, United States
6.5Okay(712)
Parking
Pool
C$ 125+
Check availability
Hampton Inn & Suites Berkshires-Lenox - Lenox - Dining room
Hampton Inn & Suites Berkshires-Lenox - Lenox - Dining room
Hampton Inn & Suites Berkshires-Lenox
Lenox, MA, United States
8.3Very good(504)
Parking
Free Wi-Fi
Pool
Pet friendly
C$ 274+
Check availability
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
The Cornell Inn, Lenox & The Berkshires - Lenox - Bedroom
The Cornell Inn, Lenox & The Berkshires
Lenox, MA, United States
8.7Very good(743)
Parking
Free Wi-Fi
C$ 527+
Check availability
The Black Swan Lee - Lenox, an Ascend Collection Hotel - Lee - Bedroom
The Black Swan Lee - Lenox, an Ascend Collection Hotel - Lee - Bedroom
The Black Swan Lee - Lenox, an Ascend Collection Hotel
Lee, MA, United States
8.6Very good(1143)
Parking
Free Wi-Fi
Pet friendly
C$ 219+
Check availability
Gateways Inn & Restaurant - Lenox - Bedroom
Gateways Inn & Restaurant - Lenox - Bedroom
Gateways Inn & Restaurant
Lenox, MA, United States
8.9Very good(73)
Parking
Free Wi-Fi
C$ 457+
Check availability
Hampton Terrace Inn - Lenox - Lounge
Hampton Terrace Inn - Lenox - Lounge
Hampton Terrace Inn
Lenox, MA, United States
9.1Wonderful(48)
Parking
Free Wi-Fi
Pool
C$ 452+
Check availability

Cheap hotels in Stockbridge

These are the cheapest hotels for Oct 9 - 10.
Applegate Inn - Lee
Applegate Inn
Lee, MA, United States
9.6Wonderful(3)
Free Wi-Fi
C$ 57+
Check availability
Lenox Inn - Lenox
Lenox Inn
Lenox, MA, United States
6.8Okay(110)
C$ 64+
Check availability
Seven Hills Inn - Lenox
Seven Hills Inn
Lenox, MA, United States
7.5Good(386)
Free Wi-Fi
C$ 236+
Check availability
Knights Inn Lenox - Lenox
Knights Inn Lenox
Lenox, MA, United States
6.4Okay(136)
Pet friendly
C$ 236+
Check availability
Holiday Inn Club Vacations Oak N Spruce Resort Berkshires - Lee - Bedroom
Holiday Inn Club Vacations Oak N Spruce Resort Berkshires
Lee, MA, United States
8.8Very good(718)
Parking
Free Wi-Fi
Pool
C$ 238+
Check availability
Eastover Estate and Eco Village - Lenox
Eastover Estate and Eco Village
Lenox, MA, United States
6.5Okay(80)
Parking
Free Wi-Fi
C$ 265+
Check availability

Hotel deals for next week

Some of our guests’ favourite hotels with availability next week Oct 9 - 10.
The Whitlock - Lenox - Restaurant
The Whitlock
Lenox, MA, United States
7.4Good(355)
Parking
Free Wi-Fi
C$ 289+
Check availability
Sunset Inn - Lee - Pool
Sunset Inn
Lee, MA, United States
7.0Good(327)
Parking
Free Wi-Fi
Pool
C$ 163+
Check availability

Top-rated hotels

Stay at the hotels that our users loved the most Oct 9 - 10.
Eastgate Inn B&B - Lenox - Building
Eastgate Inn B&B
Lenox, MA, United States
9.6Wonderful(19)
Parking
Free Wi-Fi
C$ 322+
Check availability
Chambery Inn - Lee
Chambery Inn
Lee, MA, United States
9.4Wonderful(332)
Parking
Free Wi-Fi
Spa
C$ 517+
Check availability
Stockbridge Country Inn - Stockbridge - Business centre
Stockbridge Country Inn
Stockbridge, MA, United States
9.3Wonderful(63)
Parking
Free Wi-Fi
Pool
C$ 753+
Check availability
33 Main - Lenox
33 Main
Lenox, MA, United States
9.2Wonderful(63)
Parking
Free Wi-Fi
C$ 779+
Check availability
Hampton Terrace Inn - Lenox - Lounge
Hampton Terrace Inn
Lenox, MA, United States
9.1Wonderful(48)
Parking
Free Wi-Fi
Pool
C$ 452+
Check availability

Popular filters in Stockbridge hotels

Hotels with parking
The Red Lion Inn, Stockbridge Country Inn, and others
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Hotels with free cancellation
Explore hotel deals with free cancellation in the area
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Hotels with a pool
The Red Lion Inn, Stockbridge Country Inn, and 5 more
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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 C$ 252/night. In comparison, December is the most expensive month, with prices at C$ 577/night.

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

Tuesday offers the lowest rates in Stockbridge, with an average nightly price of C$ 294/night. The highest prices are found on Sunday, with average rates at C$ 717/night.

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 C$ 366, while a 4-star hotel the lowest price was C$ 622. The cheapest room found overall was for C$ 366.

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 C$ 553 per night. For the same dates, 3-star hotel rooms have been found for as low as C$ 553 per night and 4-star hotel rooms from C$ 1,068 per night.

How early should you book a accommodation in Stockbridge?

Book at least 86 days before your stay begins to get the best price for your Stockbridge accommodation.

Find deals

How much is a Stockbridge hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

April
December
C$ 375
C$ 430
Cheapest month to stay with an average 33% drop in price.
Most expensive month to stay with an average 53% 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

  • How long should you stay? KAYAK users usually book their accommodation in Springfield for 1 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 The Red Lion Inn, Stockbridge Country Inn and The Yankee Inn.

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.

More options for your stay in Stockbridge