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Hotels with Indoor Pool and Swimming Pool in Pittsfield

25 HOTELS IN AND AROUND PITTSFIELDRanking can be influenced by the commissions we receive.
Holiday Inn & Suites Pittsfield-Berkshires by IHG main photo
From $99
$
Info
Summary of reviews
Holiday Inn & Suites Pittsfield-Berkshires by IHG is a highly recommended four-star hotel that offers exceptional services and facilities for those looking for a convenient and comfortable stay in the Lenox area. The hotel's central location makes it easy to explore Pittsfield and attend concerts at Tanglewood. While some guests had mixed experiences with the breakfast and parking, the majority of guests were pleased with the clean and comfortable rooms, friendly and accommodating staff and lovely pool. The hotel's exceptional cleanliness and comfortable beds were standout features for many guests. Despite the challenges of Covid-19, guests had an amazing stay and highly recommend this hotel to others looking for a great stay in the area.
Categories
Pool
Heated Pool
Indoor Pool
Golf
Ski
Berkshire Mountain Lodge main photo
Berkshire Mountain Lodge
Lodge in Pittsfield MAUS flag
8.5
Very Good
From $187
$
Info
Summary of reviews
Berkshire Mountain Lodge provides guests with a delightful experience, primarily praised for its exceptional location in the heart of the Berkshires, allowing convenient access to popular areas like Pittsfield and Lenox. Surrounded by dining and cultural attractions, the lodge is strategically positioned for those eager to explore local landmarks such as Tanglewood and Bousquet. On-site amenities further enhance the stay, with a pool, hot tub, and arcade area offering recreational options, and fully equipped kitchens in the units ensuring flexibility for dining.

Guests value the lodge's spacious and well-maintained accommodations, akin to cozy condo-like units with separate living areas and well-equipped kitchens. Though some areas could benefit from modern updates, the facilities remain in excellent working order, offering a comfortable home-like setting. Cleanliness is a standout feature, with the rooms and common areas consistently praised for their spotless condition, adding to the peaceful and relaxing atmosphere.

The lodge's staff contributes significantly to the positive guest experience. Frequently mentioned for their friendliness and helpfulness, the team works efficiently to meet guests' needs. Although there are occasional inconsistencies in front desk service, the overall demeanor of the staff is welcoming and accommodating.

While the indoor pool and outdoor hot tub receive positive notes for size and cleanliness, occasional maintenance issues can impact enjoyment. Parking facilities are generally convenient, though improvements are needed in areas like lighting and accommodating larger vehicles. Beds are mostly appreciated for their comfort, although opinions vary regarding firmness and noise levels.

In summary, Berkshire Mountain Lodge offers a warm and welcoming retreat with convenient location, clean and spacious accommodations, and attentive staff, ensuring guests enjoy both adventure and relaxation during their stay.
Categories
Pool
Heated Pool
Indoor Pool
Ski
Parking
Hilton Garden Inn Lenox Pittsfield main photo
Hilton Garden Inn Lenox Pittsfield
Hotel in Pittsfield MAUS flag
8.1
Very Good
From $179
$
Info
Categories
Pool
Indoor Pool
Ski
Family
17 more hotels nearby!
The Yankee, Trademark Collection by Wyndham main photo
The Yankee, Trademark Collection by Wyndham
3.1 km from Pittsfield
Hotel in Lenox MAUS flag
8.6
Very Good
From $98
$
Info
Summary of reviews
The Yankee, Trademark Collection by Wyndham, situated in the heart of the Berkshires, is widely appreciated for its strategic location, offering easy access to cultural attractions, charming towns, and essential amenities. Despite its proximity to a main road, the hotel maintains a tranquil ambiance suitable for both adventurous and leisurely pursuits. Guests find its central positioning ideal for exploring the region and accessing diverse dining options.

The hotel provides a delightful breakfast experience, featuring an impressive variety of options including an omelet station, which enhances the morning routine, though guests occasionally wish for more variation. Rooms are spacious and comfortable, noted for cleanliness and quiet atmosphere, complemented by modern amenities. Though some rooms are slightly dated, they offer cozy fireplaces, jetted tubs, and picturesque views, with beds receiving high praise for comfort. The property's overall cleanliness is consistently highlighted, supported by friendly and attentive staff, enhancing the welcoming environment.

The pool facilities, including both indoor and outdoor options, are well-maintained and often appreciated for their warm temperatures and ample space. Families particularly enjoy these amenities, making the hotel a popular choice for family gatherings and group stays. The inviting atmosphere is further enriched by cozy room features like fireplaces and jacuzzis, catering to guests seeking relaxation.

Overall, The Yankee offers a reliable, comfortable, and conveniently priced stay, underscored by its cleanliness, excellent value, and outstanding customer service. Despite minor updates needed, the hotel remains a memorable option for repeat visitors. Its amenities, particularly the fireplaces and whirlpool tubs, contribute to a pleasing and soothing experience, making it an attractive destination for both solo travelers and families alike.
Categories
Indoor Pool
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Family
Hampton Inn & Suites Berkshires-Lenox main photo
Hampton Inn & Suites Berkshires-Lenox
3.2 km from Pittsfield
Hotel in Lenox MAUS flag
8.4
Very Good
From $132
$
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski
Family
Element Lenox Berkshires main photo
Element Lenox Berkshires
4.6 km from Pittsfield
Hotel in Lenox MAUS flag
8.0
Very Good
$
Info
Element Lenox Berkshires combines comfort, convenience, and modern style in the heart of the Berkshires. Guests can enjoy the hotel’s indoor swimming pool, open year-round, as well as a fully equipped fitness center, both free of charge. The property is dog-friendly, making it easy for you to bring along your four-legged companion. On-site self-parking is complimentary, ensuring a hassle-free stay. Whether traveling for work or leisure, guests benefit from a business center, non-smoking environment, and thoughtful amenities that create a relaxing and productive atmosphere.
Categories
Pool
Indoor Pool
Parking
Gym
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor main photo
1st Floor Mountain View Suite Ski On Off At Jiminy- Fully Redone Decor
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
7.3
Good
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski
Ski In Ski Out
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4 main photo
Unique Yeti-Theme Ski On Off Suite Jiminy-Sleeps 4
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
9.2
Excellent
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski
Ski In Ski Out
Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off main photo
Gorgeous 1st FL Mtn View Jiminy Suite Sleeps 4 Ski On Off
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
8.9
Excellent
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Ski
Mountain View Suite on Jiminy Peak Ski On Off -New main photo
Mountain View Suite on Jiminy Peak Ski On Off -New
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
8.5
Very Good
$
Info
Categories
Pool
Indoor Pool
Private Pool
Ski
Ski In Ski Out
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak main photo
Mountain View Suite Sleeps 4 Ski OnOff Jiminy Peak
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
7.6
Good
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski
Ski In Ski Out
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor main photo
Must See Pirate Suite Ski On Off Jiminy - Mtn View Fully Redone Decor
7.9 km from Pittsfield
Apartment in Hancock MAUS flag
10
Excellent
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Ski In Ski Out
Ski
Relaxation Suite Jiminy-Must See Sleeps 4 main photo
Relaxation Suite Jiminy-Must See Sleeps 4
8.0 km from Pittsfield
Apartment in Hancock MAUS flag
7.6
Good
$
Info
Categories
Pool
Indoor Pool
Private Pool
Ski
Adult Only
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury main photo
Gorgeous Ski On/Off 2 BR Sleeps 8 Jiminy-Must See Luxury
7.9 km from Pittsfield
Aparthotel in Hancock MAUS flag
7.8
Good
$
Info
Categories
Pool
Heated Pool
Indoor Pool
Ski
Ski In Ski Out
Wellspring by AvantStay Indoor Pool Views main photo
Wellspring by AvantStay Indoor Pool Views
8.4 km from Pittsfield
Vacation Home in Richmond MAUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Private Pool
Outdoor Pool
Ski
Parking
Vacation Village in the Berkshires main photo
Vacation Village in the Berkshires
8.5 km from Pittsfield
Resort in Hancock MAUS flag
8.6
Very Good
$
Info
Summary of reviews
Vacation Village in the Berkshires is a highly praised resort known for its exceptional location, cleanliness and welcoming atmosphere. Nestled in the picturesque Berkshires, the resort offers stunning fall colors and close proximity to Jiminy Peak Ski Resort, making it a prime destination for both relaxation and adventure. Guests frequently highlight the serene, mountainous setting which provides a peaceful retreat, while the convenient location allows for easy exploration of regional attractions in Williamstown and Pittsfield.

The accommodations at Vacation Village are lauded for their spaciousness, cleanliness and comfort. Visitors appreciate the ample room in the suites, making them ideal for families or extended stays. Room amenities, such as fireplaces, fully stocked kitchens and beautiful views from terraces and decks, further enhance the guest experience. Although occasional maintenance issues and some outdated units were mentioned, the overall sentiment remains positive due to the well-laid-out and tidy accommodations.

The resort’s staff receives considerable praise for their friendliness and professionalism. Guests often describe the personnel as kind, helpful and attentive, contributing to a warm and welcoming atmosphere. Efficient front desk services and responsive maintenance staff ensure that any issues are promptly addressed, adding to the overall satisfaction of the stay.

In addition to comfortable accommodations, Vacation Village offers several amenities that enhance the guest experience. The indoor and outdoor pools, including a hot tub and fire pit, are often highlighted for their cleanliness and aesthetic appeal. The indoor pool area is particularly favored by families, providing ample space and a safe, clean environment for children. The resort also includes a game room and arcade, adding an extra layer of entertainment.

The resort's free WiFi, however, receives mixed reviews with some guests reporting inconsistent connectivity and slow speeds. Despite these drawbacks, the availability of smart TVs with casting options is appreciated.

For skiing enthusiasts, the resort is ideally situated right across from Jiminy Peak Ski Resort, offering easy access to the slopes. Guests enjoy picturesque views of the ski area and appreciate the convenience of the location for winter sports.

Overall, the combination of stunning natural surroundings, comfortable and clean accommodations, friendly staff and a range of amenities makes
Vacation Village in the Berkshires a highly recommended destination for a tranquil and enjoyable getaway.
Categories
Indoor Pool
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Ski
The Ponds at Foxhollow main photo
The Ponds at Foxhollow
8.6 km from Pittsfield
Resort in Lenox MAUS flag
8.3
Very Good
From $112
$
Info
Categories
Pool
Indoor Pool
Outdoor Pool
Golf
Ski
Holiday Inn Oak n Spruce Resort -1BD Sleep up to 4 main photo
Holiday Inn Oak n Spruce Resort -1BD Sleep up to 4
11.9 km from Pittsfield
Vacation Home in Lee MAUS flag
0.0
$
Info
Categories
Pool
Indoor Pool
Free Wi-Fi
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires main photo
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires
11.9 km from Pittsfield
Hotel in South Lee MAUS flag
8.9
Excellent
From $136
$
Info
Summary of reviews
Holiday Inn Club Vacations Oak n Spruce Resort in the Berkshires offers an idyllic escape nestled amidst the scenic beauty of the Berkshires. Known for its prime location, the resort is a favorite among nature lovers and families, providing convenient access to nearby hiking trails, ski resorts, and charming towns such as Stockbridge. Visitors laud the resort’s tranquil and scenic setting, which is complemented by a host of family-friendly amenities.

The accommodations stand out for their exceptional spaciousness and comfort. Guests appreciate the thoughtfully designed villa options that cater to families, featuring multiple bedrooms, full kitchens, and distinct areas for relaxation, making for an inviting and home-like ambiance. The emphasis on cleanliness further enhances the experience, with rooms described as spotless and well-maintained. The resort staff consistently receives praise for their friendliness and helpfulness, contributing to a warm and welcoming atmosphere that guests greatly appreciate.

The resort’s pool facilities, both indoor and outdoor, provide ample enjoyment and relaxation opportunities, especially noted for their cleanliness and convenience. Families find the pools, along with additional amenities such as mini-golf and an arcade, particularly engaging for children of all ages. Moreover, ski enthusiasts find the location ideal, with easy access to popular ski destinations like Otis Ski Ridge and Jiminy Peak.

While there are some limitations regarding dining options on-site, the full kitchens in the villas allow guests the flexibility to prepare their own meals. Beds are frequently highlighted for their comfort, ensuring restful nights. Overall, the resort effectively surpasses its three-star rating, offering a satisfying blend of comfort, convenience, and a picturesque setting, making it a preferred choice for families and adventurers seeking a memorable getaway in the Berkshires.
Categories
Indoor Pool
Pool
Heated Pool
Indoor Pool
Outdoor Pool
Ski
Holiday Inn Express Hotel & Suites Great Barrington main photo
Holiday Inn Express Hotel & Suites Great Barrington
15.6 km from Pittsfield
Hotel in Great Barrington MAUS flag
8.3
Very Good
From $125
$
Info
Categories
Pool
Indoor Pool
Golf
Ski
*Additional taxes or fees may apply. Please check the final price before completing your booking.Showing 1-20 out of 25 hotels in and around Pittsfield
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