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Hotels in Pittsfield

49 hotels in Pittsfield · From $93/night

Hotel On North

297 North Street, Pittsfield

Location It’s nice to come back to a place where you can have a rest after an eventful day in the city Hotel Hotel On North is located in Pittsfield. This hotel is located in walking distance from the city center. You can take a walk and explore the neighbourhood area of the hotel — Barringto

Free WiFiParkingBusiness

USD 278.13 night

William Watson Hotel

105 East Washington Street, Pittsfield

Location A great hotel to have a nice rest before long walks around the city. Hotel William Watson Hotel is located in Pittsfield. This hotel is located in the city center. Before going to bed, you can take a walk and enjoy the main landmarks of the city. You can take a walk and explore the n

Free WiFiParkingGym

USD 93.48 night

White Horse Inn

378 South St, Pittsfield

Location A great place to have a rest after an exciting day! Hotel White Horse Inn is located in Pittsfield. This hotel is located 2 km from the city center. You can take a walk and explore the neighbourhood area of the hotel — Berkshire Museum and Berkshire Athenaeum. At the hotel Fre

Free WiFiParking

Wintergreen 106

2358 Rt. 100 North, Pittsfield

Location A great place to have a rest after an exciting day! Hotel Wintergreen 106 is located in Pittsfield. This hotel is located 1 km from the city center.

Days Inn Ann Arbor

2380 Carpenter Road - Ann Arbor, Pittsfield

Location Want to save money while travelling? It’s easy: hotel Days Inn Ann Arbor is located in Pittsfield. This hotel is located in 6 km from the city center. At the hotel Free Wi-Fi on the territory will help you to stay on-line. If you travel by car, you can park in a parking zone f

Free WiFiParkingPool

Holiday Inn & Suites Pittsfield-Berkshires by IHG

One West Street, Pittsfield

Location A very nice option for those who like to be on the move! Hotel Holiday Inn & Suites Pittsfield-Berkshires by IHG is located in Pittsfield. This hotel is located in walking distance from the city center. You can take a walk and explore the neighbourhood area of the hotel — Berkshi

Free WiFiParkingPool

Elegant Pittsfield Home Near Downtown & Skiing!

140 Pomeroy Ave, Pittsfield

Location A great place for travellers looking for a neighbours-free vacation! Cottage Elegant Pittsfield Home Near Downtown & Skiing! is located in Pittsfield. This cottage is located in walking distance from the city center. You can take a walk and explore the neighbourhood area of the c

Free WiFiParkingPets OK

Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak!

10 Lawrence Dr, Pittsfield

Location Want to run away from the bustle of the city and have a nice rest? Cottage Pittsfield Home w/ Deck - 12 Mi to Jiminy Peak! is located in Pittsfield. This cottage is located in 5 km from the city center. You can take a walk and explore the neighbourhood area of the cottage. Places nea

Free WiFiParking

Thaddeus Clapp House

74 Wendell Avenue, Pittsfield, Massachusetts 01201, USA, Pittsfield

Location A very nice option for those who like to be on the move! Hotel Thaddeus Clapp House is located in Pittsfield. This hotel is located in walking distance from the city center. You can take a walk and explore the neighbourhood area of the hotel — Berkshire Museum, Berkshire Athenaeum an

Pittsfield Motor Inn

429 Somerset Avenue, Pittsfield, ME 04967, United States of America, Pittsfield

Location Want to save money while travelling? It’s easy: hotel Pittsfield Motor Inn is located in Pittsfield. This hotel is located nearby from the city center. You can take a walk and explore the neighbourhood area of the hotel. Places nearby: JW Parks Golf Course. At the hotel Want t

Free WiFiParkingPets OK

Victors Homebase 4 Bedroom Home

2700 Cook Creek Drive, Pittsfield

Location A great place for travellers looking for a neighbours-free vacation! Cottage Victors Homebase 4 Bedroom Home is located in Pittsfield. This cottage is located in 6 km from the city center. At the cottage If you travel by car, you can park in a parking zone. You won’t be bored

ParkingPets OK

Heart of the Berkshires

970 W Housatonic St, Pittsfield

Location A great option to spend a night. Mini-hotel Heart of the Berkshires is located in Pittsfield. This mini-hotel is located in 5 km from the city center. At the mini-hotel Free Wi-Fi is available on the territory. Ask for more information when checking in. Additional services tha

Free WiFi

Berkshire Mountain Lodge

8 Dan Fox Dr, Pittsfield

Location A great place for travellers looking for a neighbours-free vacation! Cottage Berkshire Mountain Lodge is located in Pittsfield. This cottage is located in 4 km from the city center. You can take a walk and explore the neighbourhood area of the cottage. Places nearby: Guido's Marketpl

Free WiFiParkingPool

USD 150 night

Silver Spring Chalet Brought to you by GetAway Vacations

102 Silver Spring Hill Road, Pittsfield

Location Want to save money while travelling? It’s easy! Hotel Silver Spring Chalet Brought to you by GetAway Vacations is located in Pittsfield. This hotel is located minutes away from the city center.

Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg

1055 South Street, Pittsfield

Location A very nice place to stay for a reasonable price - hotel Holiday Inn Express & Suites Pittsfield-lenox-berkshires By Ihg is located in Pittsfield. This hotel is located in 5 km from the city center. You can take a walk and explore the neighbourhood area of the hotel. Places nearb

Free WiFiParkingPets OK

Sweet Life - GetAway

64 Dove Drive, Pittsfield

Location A great place for travellers looking for a neighbours-free vacation! Cottage Sweet Life - GetAway is located in Pittsfield. This cottage is located in walking distance from the city center. At the cottage Free Wi-Fi on the territory will help you to stay on-line. If you travel

Free WiFiParkingSpa

Days Inn Ann Arbor

2380 Carpenter Rd, Ann Arbor, MI 48108, USA, Pittsfield

Location Want to save money while travelling? It’s easy! Hotel Days Inn Ann Arbor is located in Pittsfield. This hotel is located in 6 km from the city center. At the hotel Free Wi-Fi on the territory will help you to stay on-line. Specially for tourists who travel by car, there’s a pa

Free WiFiParkingPool

Monroe Street Suites

221 S Monroe St, Pittsfield

Location Want to save money while travelling? It’s easy! Hotel Monroe Street Suites is located in Pittsfield. This hotel is located in the very center of the city. In the morning, have a cup of coffee while looking at the city from the window. You can take a walk and explore the neighbourhood

Free WiFiParking

Escapo - Outdoor Hot Tub and Outdoor Fire Pit

1506 VT Route 100, Pittsfield, VT 05762, United States of America, Pittsfield

Location Want to run away from the bustle of the city and have a nice rest? Cottage Escapo - Outdoor Hot Tub and Outdoor Fire Pit is located in Pittsfield. This cottage is located in 4 km from the city center.

The Swiss Farm Inn

4441 Route 100, Pittsfield

Location The Swiss Farm Inn is located in Pittsfield. This hotel is located in walking distance from the city center. At the hotel Specially for tourists who travel by car, there’s a free parking zone. Additional services that the hotel offers to its guests: private check-in and check-

Parking

Spacious Historic Home in the Berkshires!

140 Bartlett Ave, Pittsfield

Location Active or laid-back vacation, it’s up to you to decide. Cottage Spacious Historic Home in the Berkshires! is located in Pittsfield. This cottage is located nearby from the city center. You can take a walk and explore the neighbourhood area of the cottage — Berkshire Museum, Berkshire

Free WiFiParkingPets OK

Days Inn by Wyndham Ann Arbor

2380 Carpenter Road, Pittsfield

Location You’ll be sleeping tight! Hotel Days Inn by Wyndham Ann Arbor is located in Pittsfield. This hotel is located in 6 km from the city center. At the hotel It’s time to have a nice meal! Stop by the restaurant. Free Wi-Fi is available on the territory. Ask for more information wh

Free WiFiParkingPool

Berkshire Inn

150 W Housatonic St, Pittsfield

Location Make yourself at home here! Mini-hotel Berkshire Inn is located in Pittsfield. This mini-hotel is located in walking distance from the city center. You can take a walk and explore the neighbourhood area of the mini-hotel. Places nearby: Berkshire Museum, Berkshire Athenaeum and Barri

Free WiFiParkingPool

Green Acres Hotel

625 W. Washington, Pittsfield

Location You’ll be sleeping tight! Hotel Green Acres Hotel is located in Pittsfield. This hotel is located 1 km from the city center. You can take a walk and explore the neighbourhood area of the hotel. Places nearby: Illini Community Hospital, King Park and John Greene Shastid House. **At

Free WiFiParking

About Hotels in Pittsfield

Pittsfield is a popular travel destination in United States, welcoming visitors for business trips, city breaks, and longer stays throughout the year. myservice lists 49 hotels in Pittsfield — from budget guesthouses and serviced apartments to mid-range hotels and 5-star luxury resorts. Whatever the purpose of your trip, you will find a property that matches your budget and preferences.

Prices for hotels in Pittsfield start from $93/night. Use the category filters to narrow your search by amenities — free WiFi, swimming pool, free parking, spa access, or pet-friendly policies. Every listing on myservice includes real-time availability, verified guest reviews, and instant confirmation.

Standard check-in at most hotels in Pittsfield is between 14:00 and 15:00, with check-out at 11:00–12:00. Many properties offer early check-in or late check-out on request. Look for the Free cancellation label when browsing to book with full flexibility.

Frequently asked questions

How many hotels are in Pittsfield?+

myservice lists 49 hotels in Pittsfield with verified reviews and real-time pricing.

Do hotels in Pittsfield offer free cancellation?+

Many hotels in Pittsfield on myservice offer free cancellation. You can filter by cancellation policy when searching.

How do I find the best hotels in Pittsfield?+

Browse hotels in Pittsfield on myservice, sort by price or review score, read verified guest ratings, and book with instant confirmation.

What is the cheapest way to stay in Pittsfield?+

Use the cheap hotels filter on myservice to find the lowest-priced options in Pittsfield with free cancellation available.