Hidden gems: places in Pittsfield

Discover the city's hidden treasures—remarkable spots that are relatively undiscovered but offer exceptional experiences. Our selection criteria? A rating of 4.5 or higher with fewer than 150 reviews. Explore these lesser-known yet outstanding places that promise a delightful visit in Pittsfield. Ratings are based from 31 places in the city.

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Illini Community Hospital Heliport image
1
Illini Community Hospital Heliport
Heliport
5.00 (9 reviews) (~0.78 km from centre)
Lipcamon Automotive Inc image
2
Lipcamon Automotive Inc
Muffler shop
5.00 (8 reviews) (~2.38 km from centre)
Cherry's Guest House Hotel image
3
Cherry's Guest House Hotel
Guest house
5.00 (6 reviews) (~0.17 km from centre)
Vulture Pines Disc Golf Course image
4
Vulture Pines Disc Golf Course
Disc golf course
5.00 (6 reviews) (~5.91 km from centre)
Illini Fitness image
5
Illini Fitness
Fitness center
4.90 (17 reviews) (~0.19 km from centre)
Pike County Archery image
6
Pike County Archery
Archery store
4.90 (16 reviews) (~2.97 km from centre)
Riley's Seasonings & Spices image
7
Riley's Seasonings & Spices
Food seasoning manufacturer
4.90 (7 reviews) (~1.84 km from centre)
Pink Sugar Express image
8
Pink Sugar Express
Coffee shop
4.80 (107 reviews) (~0.2 km from centre)
Sugar & Smoke image
9
Sugar & Smoke
Restaurant
4.80 (56 reviews) (~2.5 km from centre)
Reel Net & Twine image
10
Reel Net & Twine
Home goods store
4.80 (55 reviews) (~3.58 km from centre)
Monroe Street Suites image
11
Monroe Street Suites
Hotel
👍👍 Very clean and up kept. I love that it's only located 1 block from the downtown square! For the price you would expect only a room and in low quality, but this place offers a recreational room, excellent staff and a snack room that is on the honor system! I definitely say, this place is a 10 star...
$88/night
4.80 (42 reviews) (~0.3 km from centre)
Loyal Order of Moose image
12
Loyal Order of Moose
Fraternal organization
4.80 (13 reviews) (~0.2 km from centre)
Grace + Grit Nutrition image
13
Grace + Grit Nutrition
Coffee shop
4.80 (12 reviews) (~0.11 km from centre)
Eastside Gardens image
14
Eastside Gardens
Greenhouse
4.80 (11 reviews) (~1.26 km from centre)
Brewed Coffee House & Eatery image
15
Brewed Coffee House & Eatery
Coffee shop
4.70 (74 reviews) (~0.13 km from centre)
Midwest Vintage Company image
16
Midwest Vintage Company
Antique store
4.70 (51 reviews) (~2.91 km from centre)
The Crossing Church - Pike County image
17
The Crossing Church - Pike County
Non-denominational church
4.70 (23 reviews) (~8.35 km from centre)
Casteel Color Wheel image
18
Casteel Color Wheel
Home goods store
4.70 (9 reviews) (~0.13 km from centre)
William Watson Hotel image
19
William Watson Hotel
Hotel
Historic option with quaint rooms & suites (some with kitchenettes), plus free breakfast.
$98/night
4.60 (120 reviews) (~0.14 km from centre)
Lindsay's Tavern image
20
Lindsay's Tavern
Bar
$ $$$
4.60 (87 reviews) (~0.12 km from centre)
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