Find Hotels with Connecting Rooms in Williamstown, MA

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Check availability on Williamstown Hotels with Connecting Rooms

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Dec 4 - Dec 5
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Dec 5 - Dec 6
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Dec 5 - Dec 7
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Dec 12 - Dec 14

Top Williamstown Hotels with Connecting Rooms

Exterior detail
Williamstown Motel

Williamstown Motel

2.0 star property
Williamstown
9.4 out of 10, Exceptional, (314)
"Was upgraded to a larger room for no special reason. Very nice proprietor. For budget priced accommodations, this is an excellent value. Would definitely stay here again if I am in the area."
United States
DAVID
$84 nightly
The price is $94
Dec 9 - Dec 10
Total with taxes and fees
Williamstown Motel
Exterior
Willows Motel Williamstown

Willows Motel Williamstown

2.0 star property
Williamstown
9.0 out of 10, Wonderful, (991)
"Warm welcome. Great location. Best fresh fruit breakfast ever."
United States
Melissa
$85 nightly
The price is $95
Dec 7 - Dec 8
Total with taxes and fees
Willows Motel Williamstown
Pool
Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown

2.0 star property
Williamstown
6.6 out of 10, (899)
"Great affordable place to stay while in the northern Berkshires."
United States
PAUL
$90 nightly
The price is $101
Dec 5 - Dec 6
Total with taxes and fees
Howard Johnson by Wyndham Williamstown
Miscellaneous
1896 House Country Inn & Motels

1896 House Country Inn & Motels

2.5 star property
Williamstown
6.6 out of 10, (448)
"The price is good. It's a classic motel from the '50's, but gets the job done."
United States
edson
$113 nightly
The price is $127
Dec 9 - Dec 10
Total with taxes and fees
1896 House Country Inn & Motels
Exterior
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 star property
Lenox
9.2 out of 10, Wonderful, (1015)
"Great stay!"
United States
Ann
$63 nightly
The price is $70
Dec 16 - Dec 17
Total with taxes and fees
The Yankee, Trademark Collection by Wyndham
Restaurant
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3.0 star property
Pittsfield
8.0 out of 10, Very Good, (976)
"Staff was very nice and helpful nice place restaurant was awesome great food and drinks"
United States
Frank
$93 nightly
The price is $104
Dec 6 - Dec 7
Total with taxes and fees
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior
Hampton Inn Bennington

Hampton Inn Bennington

2.5 star property
Bennington
8.6 out of 10, Excellent, (1000)
"Great place to rest and recharge. "
United States
Randy
$135 nightly
The price is $147
Dec 23 - Dec 24
Total with taxes and fees
Hampton Inn Bennington
Hypo-allergenic bedding, desk, laptop workspace, blackout drapes
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3.0 star property
North Adams
8.8 out of 10, Excellent, (1000)
"Great property, nice staff, lovely rooms, awesome location."
Canada
Krysten
$107 nightly
The price is $120
Dec 20 - Dec 21
Total with taxes and fees
Hotel Downstreet, an Ascend Collection Hotel
Exterior
Element Lenox Berkshires

Element Lenox Berkshires

3.0 star property
Lenox
9.8 out of 10, Exceptional, (11)
"New hotel very nice"
United States
joel
$131 nightly
The price is $146
Dec 11 - Dec 12
Total with taxes and fees
Element Lenox Berkshires
Outdoor pool, sun loungers
The Red Lion Inn

The Red Lion Inn

3.5 star property
Stockbridge
8.8 out of 10, Excellent, (1004)
"I love the ambience - historic and comfortable and excellent food. "
United States
Nancy
$169 nightly
The price is $189
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Red Lion Inn
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.
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Find out more about Williamstown

Discover top Williamstown attractions

Williamstown, Massachusetts, offers a delightful mix of culture and nature that will captivate quality-seeking travelers. Start your exploration at the Clark Art Institute, where you can marvel at an impressive collection of European and American art set against the backdrop of stunning landscapes. Next, venture to Williams College, a picturesque campus beautiful gardens and architecture, perfect for a leisurely stroll. For outdoor enthusiasts, Mount Greylock State Reservation presents breathtaking views and hiking trails that lead to the highest peak in Massachusetts. Don’t miss the Williamstown Theatre Festival, known for its high-quality performances that attract theater lovers from all over. After a day of adventure, unwind in the charming downtown area, lined with boutique shops and inviting cafes. Consider staying in a cozy inn or a boutique hotel that offers personalized service and comfort, providing an ideal base to explore the town's rich offerings. With attentive staff ready to enhance your experience, you can enjoy the peace of mind that comes from knowing you're in good hands.

Find the best hotels with connecting rooms in Williamstown

For travelers seeking accommodations in Williamstown, Massachusetts, that offer connecting rooms, here are some excellent hotel options that cater to your needs. Each hotel provides a comfortable environment with amenities to ensure a pleasant stay for families or groups.

Williamstown Motel

  • Why it's great for extra space: Williamstown Motel stands out with its exceptional review rating of 9.4, making it a top pick for travelers seeking connecting rooms. The hotel offers comfortable connecting accommodations that ensure guests can enjoy their time together without compromising on privacy. Additionally, the motel provides complimentary breakfast daily, perfect for fueling up before a day of exploration.
  • Other amenities: Beyond the connecting rooms, this motel features a range of amenities that cater to diverse traveler needs. Guests can take advantage of free self-parking, a beautiful terrace, and daily housekeeping services. For those interested in outdoor activities, there are nearby skiing and golfing options. With a pet-friendly policy and free toiletries, Williamstown Motel ensures a comfortable and convenient stay for all guests.
  • Nearby attractions: 62 Center for Theater and Dance - 1.31 miles

Willows Motel Williamstown

  • Why it's great for extra space: Willows Motel Williamstown is a fantastic choice for travelers needing connecting rooms, a solid review rating of 9.0. This welcoming motel features connecting rooms that provide the perfect setup for families or groups, ensuring everyone stays close together while enjoying their own space. Guests can also enjoy a range of amenities including a refreshing outdoor pool and complimentary breakfast to start the day right.
  • Other amenities: In addition to its connecting rooms, the motel offers a variety of features to enhance the guest experience. Amenities include free self-parking options, a terrace for relaxation, and daily housekeeping services. Guests can also take advantage of nearby skiing and golfing opportunities, making it an ideal base for outdoor enthusiasts. With cribs available at no extra charge and a pet-friendly policy, Willows Motel is ready to accommodate all types of travelers.
  • Nearby attractions: 62 Center for Theater and Dance - 0.97 miles

The Orchards Hotel

  • Why it's great for extra space: The Orchards Hotel is an inviting option for travelers in need of connecting rooms, featuring an excellent review rating of 8.6. This hotel offers well-appointed connecting accommodations, allowing families and friends to stay close while enjoying their own space. Guests can also indulge in a complimentary breakfast and relax by the outdoor pool.
  • Other amenities: In addition to its connecting room offerings, The Orchards Hotel provides a variety of amenities to enhance guest comfort. With features like free self-parking, a concierge service, and daily housekeeping, guests can expect convenience during their stay. Guests can also enjoy access to nearby skiing and golfing opportunities, as well as in-room services such as massage and premium bedding for an extra touch of luxury.
  • Nearby attractions: 62 Center for Theater and Dance - 1.09 miles

1896 House Country Inn & Motels

  • Why it's great for extra space: 1896 House Country Inn & Motels is an appealing choice for travelers needing connecting rooms, with a review rating of 6.8. This charming inn offers connecting accommodations that are perfect for families or groups looking to enjoy their time together. Guests can also benefit from a complimentary breakfast and a relaxing terrace to unwind after a day of exploring.
  • Other amenities: In addition to its connecting room options, the inn features a variety of amenities designed to enhance the guest experience. Guests can enjoy free self-parking, a kitchen in some rooms, and early check-in and late check-out options. The hotel is also conveniently located near skiing and other outdoor activities, making it an ideal base for adventure seekers. With a garden and a water view, 1896 House Country Inn & Motels combines comfort with scenic beauty.
  • Nearby attractions: 62 Center for Theater and Dance - 1.99 miles, Williamstown Town Hall - 1.99 miles, Williamstown Historical Museum - 1.99 miles

Howard Johnson by Wyndham Williamstown

  • Why it's great for extra space: Howard Johnson by Wyndham Williamstown is a solid choice for travelers seeking connecting rooms, featuring a review rating of 6.4. The hotel offers connecting accommodations that cater well to families or groups, ensuring everyone stays comfortably connected. Guests can enjoy a complimentary breakfast to start their day off right, along with free self-parking for added convenience.
  • Other amenities: This hotel also boasts additional amenities that enhance the guest experience. Enjoy the beautiful garden area, and take advantage of daily housekeeping services. Those interested in outdoor activities will appreciate the nearby skiing and golfing options. With free toiletries and the option for rollaway beds, Howard Johnson by Wyndham ensures a comfortable stay for all travelers.
  • Nearby attractions: 62 Center for Theater and Dance - 1.55 miles, Mount Greylock State Reservation - 1.4 miles

Top Williamstown Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Warm welcome. Great location. Best fresh fruit breakfast ever."
Melissa 1-night trip
Posted 2 days ago
Willows Motel Williamstown

Frequently asked questions

How much do hotels with connecting rooms in Williamstown cost?
Prepare to pay from $70 to $189 per night for hotels with connecting rooms in Williamstown. Whatever your budget, a terrific stay is a click away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Williamstown?
A traveler favorite is Berkshire Valley Inn. Get comfortable at this 2.5-star property which features mountain views and WiFi. The Orchards Hotel is another hotel with connecting rooms worth checking out. Pick up a deal at this 2.5-star option and take advantage of amenities such as pillow top mattresses and pool sun loungers. You can pick from multiple hotels with connecting rooms in Williamstown with a total average guest review rating of 8.3.
How many hotels with adjoining rooms are there in Williamstown?
You can choose from 5 hotels with adjoining rooms in Williamstown. Whether you're vacationing with the kids or planning a weekend escape with your besties, Expedia can help you find the perfect space for your whole crew.
What are the top motels with connecting rooms in Williamstown?
Willows Motel Williamstown is a popular option, located around 1 mi southeast of downtown Williamstown. Offering a terrace and a swimming pool, this motel with connecting rooms is a budget-friendly place to rest and recharge your batteries between fun adventures. Another stay that'll check your boxes is Williamstown Motel, about 1 mi southeast of the city's center. It comes with connecting rooms, a barbecue grill and a garden.You'll find lots of attractions to keep you on the go in Williamstown when you're eager to explore. Williamstown Theatre Festival and Sterling and Francine Clark Art Institute are a couple of popular options to add to your itinerary.
Are there any family-friendly hotels with connecting rooms in Williamstown?
Put your feet up at The Orchards Hotel, a 2.5-star option not far from downtown. Amenities here include complimentary breakfast and pillow top mattresses. Another family-friendly hotel with connecting rooms is Hotel Downstreet. Laundry facilities and WiFi help make this 3-star stay a guest favorite. Once you've checked in and dropped off your luggage, there's a host of family-friendly attractions to see in and around Williamstown. Williamstown Historical Museum and Hopkins Observatory guarantee a good time for young and old.
Why book your hotel with connecting rooms in Williamstown with Expedia?
Getaways with the family should be stress-free, so if you're seeking hotels with connecting rooms at the perfect price, Expedia has your back. Save cash and opt for a cozy motel with connecting rooms, or splurge on 5-star accommodations and really spoil your crew. Use our search filters to secure a property in Williamstown that suits you best.
How can I find cheap hotels with connecting rooms in Williamstown?
Expedia can help you locate cheap hotels with connecting rooms in Williamstown. To lock in the perfect stay in a couple of quick clicks, use our convenient filter tool to refine your search results by star rating, budget and amenities.
What is there to do in Williamstown near my hotel with connecting rooms?
Williamstown has enough sights and activities to keep you occupied for weeks (or months!), starting with Williamstown Theatre Festival. Sterling and Francine Clark Art Institute, Williams College Museum of Art and Hopkins Observatory are other awesome attractions. If you have time to spare, Williamstown Historical Museum and Williams College will cap off your itinerary nicely.

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