Hotels in Stockbridge
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Top Rated Stockbridge Hotels
The Red Lion Inn
30 Main Street, Stockbridge, MA
0.57 mi from city center
Guests of The Red Lion Inn enjoy a full-service spa, an outdoor pool, and a gym. The 24-hour front desk has multilingual staff ready to assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, meeting rooms, and a 24-hour business center.
Pool
Spa
Tanglewood Suites
MA-102, Stockbridge, MA
Free Cancellation
Reserve now, pay when you stay
0.05 mi from city center
The price is $229 per night
$229
per night
Sep 26 - Sep 27
Tanglewood Suites features a steam room and a garden. You can take advantage of free parking if you drive. Additional amenities include a picnic area and barbecue grills.
Breakfast included
Parking included
Rockspring by AvantStay | Huge Berkshires Estate
1.75 mi from city center
Guests staying at this vacation home have access to barbecue grills and a garden.
Pool
Kitchen
The Yankee, Trademark Collection by Wyndham
461 Pittsfield Rd, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
8.44 mi from city center
The price is $104 per night
$104
per night
Sep 26 - Sep 27
Guests staying at The Yankee, Trademark Collection by Wyndham enjoy an indoor pool, a 24-hour gym, and free WiFi in public areas. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to help with tours or tickets, and answer any questions about the area. Additional amenities include a spa tub, meeting rooms, and conference space.
Pool
Hot Tub
Jiminy Peak Mountain Resort
37 Corey Rd, Hancock, MA
18.74 mi from city center
The price is $139 per night
$139
per night
Oct 15 - Oct 16
At Jiminy Peak Mountain Resort, guests enjoy ski-in/ski-out access, an outdoor pool, and a gym. You can put free parking to good use if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, securing valuables, and concierge services. Other amenities at this ski condominium resort include outdoor tennis courts, free WiFi in public areas, and meeting rooms.
Pool
Parking included
Life House Berkshires
194 Pittsfield Rd, Lenox, MA
7.22 mi from city center
The price is $173 per night
$173
per night
Oct 22 - Oct 23
Guests of Life House Berkshires enjoy free WiFi in public areas, coffee in a common area, and express check-in. You can take advantage of free parking if you drive. Front-desk staff are standing by 24/7 to assist with any requests.
Pet friendly
Parking included
Seven Hills Inn
40 Plunkett Street, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
3.89 mi from city center
The price is $111 per night
$111
per night
Sep 26 - Sep 27
At Seven Hills Inn, guests have access to free WiFi in public areas, coffee in a common area, and a library. If you drive, put free parking to good use. Staff members can answer questions about accommodations, and also provide concierge services. Additional amenities include a terrace, a picnic area, and a garden.
Breakfast included
Pet friendly
Best Western Plus Berkshire Hills Inn & Suites
1350 W Housatonic St, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
10.13 mi from city center
The price is $114 per night
$114
per night
Oct 22 - Oct 23
Guests of Best Western Plus Berkshire Hills Inn & Suites enjoy a gym, free WiFi in public areas, and conference space. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area. Additional amenities include a 24-hour business center, coffee/tea in a common area, and a computer station.
Breakfast included
Pet friendly
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
190 Meadow Street, South Lee, MA
Free Cancellation
2.58 mi from city center
The price is $130 per night
$130
per night
Sep 27 - Sep 28
Guests staying at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel enjoy features like 2 indoor pools, 2 outdoor pools, and a business center. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this family-friendly hotel include a seasonal outdoor pool, an arcade/game room, and express check-out.
Pool
Restaurant
Howard Johnson by Wyndham Lenox
462 Pittsfield Rd, Routes 7 and 20, Lenox, MA
Free Cancellation
Reserve now, pay when you stay
8.42 mi from city center
The price is $79 per night
$79
per night
Oct 1 - Oct 2
Howard Johnson by Wyndham Lenox features an outdoor pool, free WiFi in public areas, and coffee in a common area. There's free parking if you drive. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include express check-out, a vending machine, and a garden.
Pool
Parking included
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
One West Street, Pittsfield, MA
Free Cancellation
11.58 mi from city center
The price is $116 per night
$116
per night
Sep 27 - Sep 28
Guests of Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Other amenities at this spa hotel include a conference center, a 24-hour business center, and a computer station.
Pool
Pet friendly
Hotel On North
297 North Street, Pittsfield, MA
Free Cancellation
Reserve now, pay when you stay
11.91 mi from city center
The price is $189 per night
$189
per night
Oct 4 - Oct 5
Hotel On North features a gym, free WiFi in public areas, and meeting rooms. There's free parking if you drive. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a business center, coffee/tea in a common area, and an ATM.
Pet friendly
Parking included
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.
Luxury Hotels in Stockbridge
The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
26 Glendale Road, RR 183, Stockbridge, MA
9.2/10 Wonderful! (74 reviews)
Pet Friendly Stockbridge Hotels
The Red Lion Inn
30 Main Street, Stockbridge, MA
8.6/10 Excellent! (779 reviews)
The Inn at Stockbridge
30 East Street, Stockbridge, MA
9.6/10 Exceptional! (90 reviews)
Where should you stay in Stockbridge?
What are some of the best hotels for a stay with my family in Stockbridge?
Book one of these family-friendly hotels in Stockbridge. Conroy's B&B is a 3.5-star B&B with an outdoor pool, free parking, and free breakfast. You and your family can also consider The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood, a 4.5-star B&B with free parking, free breakfast, and laundry facilities.
What are the best hotels in central Stockbridge?
These are some of our travelers' favorite hotels in the center of Stockbridge:
- The Red Lion Inn is a 3.5-star hotel with a full-service spa, 3 restaurants, and free WiFi.
- Tanglewood Suites is a B&B offering free breakfast, free WiFi, and free parking.
While you're here, you may want to grab some grub or libations at the bars historic Stockbridge is known for. Sights to visit in the heart of Stockbridge include Naumkeag Museum, National Shrine of the Divine Mercy and Norman Rockwell Museum.
What are the best hotels to stay near Norman Rockwell Museum?
There's no finer way to kick off your Stockbridge vacation than with an excursion to Norman Rockwell Museum. This frequently visited collection of precious artworks is only 1 mile from the city center and on the to-do list of many travelers. If it's nighttime fun you're looking for, Berkshire Theatre Festival promises an enjoyable evening. Stay someplace just moments away, like Greek Revival Style Farmhouse Circa 1820. It's only 0.4 miles from Norman Rockwell Museum. Other great choices are Completely Renovated Historic Home in the Heart of the Berkshires, 0.6 miles away, and Stockbridge Country Inn, 0.6 miles away. In search of more things to keep you entertained while you're in the area? Naumkeag is worth squeezing onto your to-do list.
Stockbridge hotels essential information
Accommodation | 1,202 hotels |
|---|---|
Lowest Price | $79 |
Highest Price | $229 |
Popular hotels | The Red Lion Inn, Tanglewood Suites, Rockspring by AvantStay | Huge Berkshires Estate, The Yankee, Trademark Collection by Wyndham, Jiminy Peak Mountain Resort, Life House Berkshires, Seven Hills Inn, Best Western Plus Berkshire Hills Inn & Suites, Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel, Howard Johnson by Wyndham Lenox, Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, Hotel On North |
Recent Reviews
The Yankee, Trademark Collection by Wyndham
5/5 Excellent
"Pleasant stay, no complaints. "
A verified traveler stayed at The Yankee, Trademark Collection by Wyndham
Posted 1 day ago
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