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Top Spencertown hotels

Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $166 total per night from Apr 19 to Apr 20
$166 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's ...
Charming hotel in the middle of Pittsfield. Love the art, decor and overall fell. Rooms are charming and cozy. Staff is friendly and welcoming. Great spot to stay with the kids (playroom downstairs is awesome). Love the touch of complementary coffee/tea/hot chocolate - always beautifully stocked ...

Reviewed on Apr 9, 2026

Opens in a new windowHotel On North
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
This hotel features an outdoor pool and an indoor pool. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. ...
A convenient location. Excellent well appointed and clean room. An excellent breakfast provided. Would stay again.

Reviewed on Apr 16, 2026

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Opens in a new windowThe Yankee, Trademark Collection by Wyndham
Courtyard by Marriott Lenox Berkshires

Courtyard by Marriott Lenox Berkshires

3 out of 5
70 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $164 total per night from Apr 21 to Apr 22
$164 total
Apr 21 - Apr 22
Total with taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Limited breakfast

Reviewed on Apr 15, 2026

Opens in a new windowCourtyard by Marriott Lenox Berkshires
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $120 total per night from May 17 to May 18
$120 total
May 17 - May 18
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, ...
Clean, hot shower. Great pressure

Reviewed on Apr 14, 2026

Opens in a new windowBerkshire Mountain Lodge
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $97 total per night from Apr 21 to Apr 22
$97 total
Apr 21 - Apr 22
Total with taxes and fees
A restaurant and a bar/lounge are featured at this lodge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a lobby ...
Perfect

Reviewed on Apr 16, 2026

Opens in a new windowBerkshires Untold
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
190 Meadow Street South Lee MA
Fully refundable
$130 nightly
The price is $145 total per night from Apr 20 to Apr 21
$145 total
Apr 20 - Apr 21
Total with taxes and fees
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate ...
Great

Reviewed on Apr 16, 2026

Opens in a new windowHoliday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
Fully refundable
$99 nightly
The price is $111 total per night from Apr 26 to Apr 27
$111 total
Apr 26 - Apr 27
Total with taxes and fees
A restaurant and a 24-hour gym are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self ...
the place is beautiful and serene. The room is clean and they have all the amenities that you need. Room temperature is perfect.

Reviewed on Apr 14, 2026

Opens in a new windowThe Black Swan Lee - Lenox, an Ascend Collection Hotel
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
Fully refundableReserve now, pay when you stay
$192 nightly
The price is $214 total per night from Apr 30 to May 1
$214 total
Apr 30 - May 1
Total with taxes and fees
This historic hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in ...
Breakfast was awesome, I recommend the Cinnamon French Toast.

Reviewed on Apr 13, 2026

Opens in a new windowThe Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Fully refundable
$122 nightly
The price is $136 total per night from May 17 to May 18
$136 total
May 17 - May 18
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
The room was comfortable, and clean. The staff was very courteous and helpful. Breakfast was adequate. Check in and check out went smoothly.

Reviewed on Apr 14, 2026

Opens in a new windowHoliday Inn & Suites Pittsfield-Berkshires by IHG
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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.

Frequently asked questions

What are the top kid-friendly hotels in Spencertown?
Family trips are where the best memories are made, but it's no secret that traveling with young ones can be stressful. These kid-friendly Spencertown hotels come with perks designed to keep young and old alike comfortable and happy: Suite 3 - Quiet and private accommodations in a country setting. will help make your adventure the best one yet. It features a range of nice touches, such as a king bed and free WiFi. Also look up Suite 2 - Quiet and private accommodations in a country setting.. It offers a king bed, free WiFi and ample opportunities for family time.
Where can I find cheap hotels in Spencertown?
At Travelocity you'll find really nice hotels in Spencertown at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Spencertown rather than in Spencertown. We may find you even better rates, too.
How do I find the best Spencertown hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Spencertown then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Spencertown?
The cheapest hotel in Spencertown is $97. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Spencertown?
There are 1,396 hotels in Spencertown on Travelocity.
What are the best hotels in Spencertown?
Spencertown has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Spencertown for you!
When is the best time to visit Spencertown?
If you want the joy of a fun-filled trip in peak season, visit Spencertown during February, March and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as June, September and October.
When is the cheapest time to stay in Spencertown?
Based on historic data is usually the cheapest month to visit Spencertown. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Spencertown?
There are multiple hotels in Spencertown that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Spencertown. We have plenty of kid-friendly hotels in Spencertown to choose from on Travelocity!
Why book a hotel in Spencertown through Travelocity?
Because we have the top hotels in Spencertown! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Spencertown on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Spencertown hotel reviews by fellow wanderers

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

5 out of 5
Posted 14 hours ago
Travelocity Verified Review
"A convenient location. Excellent well appointed and clean room. An excellent breakfast provided. Would stay again."
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham

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