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Our top choices for Stephentown hotels

1. 8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is CA $356
CA $823 total
includes taxes & fees
Nov 9 - Nov 10
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

2. Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,833 reviews)
"Great resort, great location very spacious."
United States
Marcos
The price is CA $113
CA $141 total
includes taxes & fees
Nov 11 - Nov 12
Vacation Village in the Berkshires

3. Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort
3.0 star property
Hancock
8.4 out of 10, Very good, (1,002 reviews)
"Nice resort and friendly staff."
United States
Olga
The price is CA $173
CA $194 total
includes taxes & fees
Nov 14 - Nov 15
Jiminy Peak Mountain Resort

4. Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.4 out of 10, Very good, (1,002 reviews)
"Room was spacious and clean"
United States
James
The price is CA $131
CA $146 total
includes taxes & fees
Dec 1 - Dec 2
Best Western Plus Berkshire Hills Inn & Suites

5. Hotel On North

Hotel On North
3.5 star property
Pittsfield
9.6 out of 10, Exceptional, (981 reviews)
"Very nice hotel"
United States
Philip
The price is CA $163
CA $182 total
includes taxes & fees
Nov 29 - Nov 30
Hotel On North

6. Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (941 reviews)
"It was an ok place to stay for 2 nights"
United States
cheryl
The price is CA $116
CA $130 total
includes taxes & fees
Nov 28 - Nov 29
Berkshire Inn

7. The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,000 reviews)
"The location was good for our trip."
United States
Basil
The price is CA $156
CA $174 total
includes taxes & fees
Dec 2 - Dec 3
The Yankee Inn

8. Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.2 out of 10, Wonderful, (257 reviews)
"The room was clean and well kept, breakfast was amazing!"
United States
Ruth
The price is CA $144
CA $161 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

9. Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (936 reviews)
"Really enjoyed our one night stay in this hotel"
United States
Aleksandr
The price is CA $111
CA $124 total
includes taxes & fees
Nov 9 - Nov 10
Howard Johnson by Wyndham Lenox

10. Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,258 reviews)
"Comfortable stay, well stocked kitchen and room."
United States
Charline
The price is CA $108
CA $151 total
includes taxes & fees
Dec 6 - Dec 7
Berkshire Mountain Lodge

11. The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.2 out of 10, Wonderful, (123 reviews)
"Loved the vibe!"
United States
Elizabeth
The price is CA $132
CA $145 total
includes taxes & fees
Dec 1 - Dec 2
The Springs Motel

12. Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
7.8 out of 10, Good, (1,000 reviews)
"enjoyed our stay"
United States
Mark
The price is CA $146
CA $163 total
includes taxes & fees
Dec 5 - Dec 6
Holiday Inn & Suites Pittsfield-Berkshires by IHG

13. FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (934 reviews)
"Friendly staff"
United States
William
The price is CA $100
CA $111 total
includes taxes & fees
Nov 9 - Nov 10
FairBridge Inn Express

14. Hampton Inn & Suites Berkshires-Lenox

Hampton Inn & Suites Berkshires-Lenox
2.5 star property
Lenox
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast was great"
United States
Thomas
The price is CA $154
CA $172 total
includes taxes & fees
Nov 14 - Nov 15
Hampton Inn & Suites Berkshires-Lenox

15. The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.4 out of 10, Very good, (434 reviews)
"Consistently, a clean, quiet, convenient location and comfortable stay."
United States
Debra
The price is CA $139
CA $155 total
includes taxes & fees
Nov 9 - Nov 10
The Central Downtown Inn & Suites

16. Hilton Garden Inn Lenox Pittsfield

Hilton Garden Inn Lenox Pittsfield
3.0 star property
Pittsfield
9.2 out of 10, Wonderful, (716 reviews)
"Great place to stay. Great staff and convenient location. Nice restaurant as well."
United States
James
The price is CA $166
CA $186 total
includes taxes & fees
Nov 15 - Nov 16
Hilton Garden Inn Lenox Pittsfield

17. Gregory House Country Inn

Gregory House Country Inn
3.0 star property
Averill Park
8.8 out of 10, Excellent, (165 reviews)
"Both the room and the restaurant were very good! we enjoyed our stay and the food was excellent!"
United States
daniel
The price is CA $158
CA $175 total
includes taxes & fees
Nov 8 - Nov 9
Gregory House Country Inn

18. The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (839 reviews)
"Everything was so clean, staff at the front desk were kind, will definitely be back if we stay in the area again!"
United States
Khileigh
The price is CA $97
CA $108 total
includes taxes & fees
Dec 1 - Dec 2
The Villager Motel

19. Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (1,001 reviews)
"Outstanding bed and breakfast in Williamstown, walking distance to the college, and also close to Mass MOCA. Will be staying there again. The fresh fruit was absolutely outstanding."
United States
Anuj
The price is CA $119
CA $132 total
includes taxes & fees
Nov 8 - Nov 9
Willows Motel Williamstown

20. Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (366 reviews)
"Excellent service, excellent stay."
United States
Ahmet
The price is CA $117
CA $131 total
includes taxes & fees
Nov 16 - Nov 17
Williamstown Motel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Compare top hotels in Stephentown

3.0 star property
Williamstown
3.0 star property
Hancock
2.5 star property
Pittsfield
3.5 star property
Pittsfield
2.0 star property
Pittsfield
8.8
Excellent
2,833 reviews
8.4
Very good
1,002 reviews
8.4
Very good
1,002 reviews
9.6
Exceptional
981 reviews
7.8
Good
941 reviews
The price is CA $113
CA $141 total
includes taxes & fees
Nov 11 - Nov 12
The price is CA $173
CA $194 total
includes taxes & fees
Nov 14 - Nov 15
The price is CA $131
CA $146 total
includes taxes & fees
Dec 1 - Dec 2
The price is CA $163
CA $182 total
includes taxes & fees
Nov 29 - Nov 30
The price is CA $116
CA $130 total
includes taxes & fees
Nov 28 - Nov 29
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • No WiFi included
  • Yes, Parking
  • Yes, Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • No Pool
  • No Spa
  • Yes, Pet-friendly
  • Yes, WiFi included
  • Yes, Parking
  • No Breakfast included
  • Yes, Pool
  • No Spa
  • No Pet-friendly
  • Yes, WiFi included
  • Yes, Parking

Hotels recommended for families in Stephentown

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Frequently asked questions

What is the best area to stay in Stephentown?
The best area to stay in Stephentown is the immediate vicinity of Stephentown Center, especially around Stephentown Road and the surrounding rural lanes.

This area is the heart of Stephentown, offering a peaceful rural setting with convenient access to local points of interest. It's characterised by rolling hills, woodlands, and open fields, with properties often set back from the main roads, ensuring privacy. You'll find a few local businesses here, including small shops and eateries, providing essentials without disturbing the tranquil atmosphere.

For couples seeking a relaxing getaway, staying in a secluded rental cabin or a bed and breakfast a short drive from Stephentown Center is ideal. You can enjoy quiet walks on country roads, explore nearby nature preserves like the Gardner Dickinson Preserve, or simply unwind in a peaceful setting. These accommodations often feature amenities like hot tubs or cosy fireplaces, superb for a romantic escape.

Families will also find this area suitable, particularly if they are looking for a spacious holiday rental with outdoor areas. Many properties offer ample space for children to play, and the proximity to nature means easy access to hiking trails and opportunities for outdoor activities like stargazing.
What are the best hotels in Stephentown that travellers recommend?
For a highly recommended hotel in Stephentown, consider the Berkshire Mountain House.

This 3-star hotel, with an outstanding 9.6 rating, is celebrated for its comfortable premium bedding and efficient air conditioning. Guests particularly appreciate the complimentary buffet breakfast and the scenic mountain views from the property. It is also conveniently located near Zema's Nursery, just 1.1 km away, and offers easy access to mountain biking opportunities nearby.

It is an excellent choice for travellers seeking a much-loved stay in Stephentown.
What are the best family hotels in Stephentown?
For a family-friendly hotel in Stephentown, the Berkshire Mountain House is a highly recommended option.

The 3-star Berkshire Mountain House, with an exceptional 9.6 rating, is very well-suited for families. It offers useful amenities like sofa beds and cribs, with travel cribs available free of charge, ensuring comfort for young children. Guests can enjoy a complimentary buffet breakfast. The hotel is situated in a scenic mountain location, with mountain views from the premises and mountain biking opportunities nearby. It is also conveniently located just 1.1 km from Zema's Nursery. Find more child-friendly accommodations in Stephentown
What hotels in Stephentown offer free breakfast?
For a hotel in Stephentown that offers complimentary breakfast, the Berkshire Mountain House is an excellent choice.

This 3-star property has an exceptional rating of 9.6 and provides a free buffet breakfast daily. Guests frequently praise the good food. The hotel also features beautiful mountain views and is conveniently located near mountain biking trails. Free WiFi and complimentary self-parking are additional amenities that contribute to a comfortable stay.
What are the top pet-friendly hotels in Stephentown?
For top pet-friendly accommodation in Stephentown, the Berkshire Mountain House is an excellent choice.

The 3-star Berkshire Mountain House, with an outstanding 9.6 rating, warmly welcomes pets and even features a dedicated dog exercise area. Guests have praised the good food available on site, and the hotel is conveniently located just 1.1 km from Zema's Nursery. See more pet-friendly hotels in Stephentown
What are the best budget hotels in Stephentown?
For a budget-friendly stay in Stephentown, the Berkshire Mountain House is an excellent choice.

This 3-star hotel, with an outstanding 9.6 rating, offers a variety of complimentary amenities, including free self-parking, free WiFi, and a complimentary buffet breakfast. Guests frequently praise the food quality. Its location provides lovely mountain views, and for those who enjoy outdoor activities, mountain biking is available nearby. View all budget hotels in Stephentown
What are the most romantic hotels in Stephentown for couples?
For a romantic stay in Stephentown, the Berkshire Mountain House is an excellent choice for couples.

The 3-star Berkshire Mountain House, with an impressive 9.6 rating, offers a wonderful mountain view, superb for a romantic getaway. Guests can enjoy a complimentary buffet breakfast and free Wi-Fi, adding to the convenience and comfort of their stay. The hotel also provides free self-parking and is conveniently located near mountain biking opportunities.
What are the best hotels in Stephentown near Zema's Nursery?
For hotels near Zema's Nursery in Stephentown, the Berkshire Mountain House is an excellent choice.

The 3-star Berkshire Mountain House, with an impressive 9.6 rating, is conveniently located just 1.1 km from Zema's Nursery. This hotel is particularly suitable for families, offering amenities such as sofa beds, free cribs, and travel cribs. Guests can enjoy free buffet breakfast, and the hotel's location provides mountain views and opportunities for mountain biking nearby. Customers have also praised the good food available at the hotel.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Stephentown.
How much is the nightly rate at a Stephentown hotel?
Prices for hotels in Stephentown often vary, but you can find a great deal from CA $108 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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