Hotels in Pittsfield, United States

Name: Pittsfield, United States
Address: Pittsfield, US

54+ hotelsVerified guest reviewsFree cancellation availableInstant online booking

Pittsfield is an established destination with a solid range of accommodation in United States, with a strong focus on budget-friendly options. myservice lists 54+ hotels in Pittsfield — from budget guesthouses and family-run B&Bs to full-service hotels and resorts, all with instant online booking and real-time pricing.

54+ Hotels in Pittsfield

Days Inn Ann Arbor

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

★★2-star

**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 cit…

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Heart of the Berkshires

38 Holmes Road, Pittsfield, Pittsfield

★★★3-star

**Location** A great place to have a rest after an exciting day! Hotel «Heart of the Berkshires» is located in Pittsfield. This hotel is located 1 km from t…

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Days Inn by Wyndham Ann Arbor

2380 Carpenter Road, Pittsfield, Pittsfield

★★2-star

**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. …

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White Horse Inn

378 South St, Pittsfield, Pittsfield

★★★3-star

**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 …

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Silver Spring Chalet - GetAway

102 Silver Spring Hill Road City, Pittsfield, Pittsfield

★★★3-star

**Location** If you want to feel like you’re at home no matter where you are, choose this — apartment «Silver Spring Chalet - GetAway» is located in Pittsfi…

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Victors Homebase 4 Bedroom Home

2700 Cook Creek Drive, Pittsfield, Pittsfield

★★★3-star

**Location** A great place for travellers looking for a neighbours-free vacation! Cottage «Victors Homebase 4 Bedroom Home» is located in Pittsfield. This c…

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Blue Diamond

565 Tweed River Dr., Pittsfield, Pittsfield

★★★3-star

**Location** It’s nice to come back to a place where you can have a rest after an eventful day in the city Hotel «Blue Diamond» is located in Pittsfield. Th…

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Wintergreen 106 - Cozy And Peaceful Condo, Conveniently Located Between Killington And Pittsfield 1 Bedroom Condo by RedAwning

2358 Rt. 100 North, Pittsfield, Pittsfield

★★★3-star

**Location** A great hotel to have a nice rest before long walks around the city. Hotel «Wintergreen 106 - Cozy And Peaceful Condo, Conveniently Located Bet…

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Silver Spring Chalet

102 Silver Spring Hill Road, Pittsfield, Pittsfield

★★★3-star

**Location** A great place for travellers looking for a neighbours-free vacation! Cottage «Silver Spring Chalet» is located in Pittsfield. This cottage is l…

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Rodeway Inn

1238 W Washington St, Pittsfield, Pittsfield

★★2-star

**Location** Want to save money while travelling? It’s easy! Hotel «Rodeway Inn» is located in Pittsfield. This hotel is located 2 km from the city center. …

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Comfort Inn & Suites Ann Arbor

2376 Carpenter Road - Ann Arbor, Pittsfield, Pittsfield

★★2-star

**Location** Want to save money while travelling? It’s easy! Hotel «Comfort Inn & Suites Ann Arbor» is located in Pittsfield. This hotel is located in 6…

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Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

1055 South Street, Pittsfield, Pittsfield

★★★3-star

**Location** A great place to have a rest after an exciting day! Hotel «Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG» is located in P…

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Shangri La Houses at Pittsfield with Mountain View

345 Wilcox Peak Rd, Pittsfield, Vermont, 05767, Pittsfield, Pittsfield

**Location** A great option for a journey on a budget - hotel «Shangri La Houses at Pittsfield with Mountain View» is located in Pittsfield. This hotel is l…

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Berkshire Inn

150 W Housatonic St, Pittsfield, Pittsfield

★★2-star

**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 c…

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William Watson Hotel

105 East Washington Street, Pittsfield, Pittsfield

★★★3-star

**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 locat…

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

10 Lawrence Dr, Pittsfield, Pittsfield

★★★3-star

**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 Pitt…

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The Getaway 4 Bedroom Home

63 Tozier Hill Road, Pittsfield, Pittsfield

★★★3-star

**Location** Active or laid-back vacation, it’s up to you to decide. Cottage «The Getaway 4 Bedroom Home» is located in Pittsfield. This cottage is located …

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Escapo - Outdoor Hot Tub and Outdoor Fire Pit

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

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Casa Bella Inn & Restaurant

3911 Route 100 North, Pittsfield, Pittsfield

★★★3-star

**Location** A great hotel to have a nice rest before long walks around the city. Hotel «Casa Bella Inn & Restaurant» is located in Pittsfield. This hot…

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Heart of the Berkshires

970 W Housatonic St, Pittsfield, 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 cit…

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Silver Spring Chalet Brought to you by GetAway Vacations

102 Silver Spring Hill Road, Pittsfield, Pittsfield

★★2-star

**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…

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Green Acres Hotel

625 W. Washington, Pittsfield, Pittsfield

★★2-star

**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 w…

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Pittsfield Chalet

241 Townsend Brook Road, Pittsfield, Pittsfield

★★★★4-star

**Location** Want to take a rest and explore the city? Hotel «Pittsfield Chalet» is located in Pittsfield. This hotel is located minutes away from the city …

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Sweet Life Brought to you by GetAway Vacations

64 Dove Drive, Pittsfield, Pittsfield

★★★3-star

**Location** It’s nice to come back to a place where you can have a rest after an eventful day in the city Hotel «Sweet Life Brought to you by GetAway Vacat…

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Monroe Street Suites

221 S Monroe St, Pittsfield, Pittsfield

★★2-star

**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…

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Hotels near famous places in Pittsfield

Browse hotels close to Pittsfield's top attractions, landmarks, and transport hubs.

Airports

Ann Arbor Municipal Airport (ARB)(6.2 km)Willow Run Airport (YIP)(12.5 km)Detroit Metropolitan Wayne County Airport (DTW)(27.4 km)Oakland County International Airport (PTK)(50.7 km)Windsor International Airport (YQG)(59.3 km)

Best time to visit Pittsfield

The best time depends heavily on region. Spring and autumn are generally pleasant nationwide; summers can be very hot in the south and west; winter brings ski conditions to mountain states.

Frequently asked questions about hotels in Pittsfield

How many hotels are in Pittsfield, United States?

myservice lists hundreds of hotels in Pittsfield, United States, including a balanced mix of budget, mid-range, and upscale hotels. New properties are added regularly so availability is always current.

What is the average price of a hotel in Pittsfield per night?

Budget hotels in Pittsfield start from around USD 60 per night. Mid-range properties typically cost USD 120–250 per night. Luxury hotels are available from USD 350+ per night. Rates rise in peak season and on weekends — booking in advance on myservice usually secures the best price.

What is the best area to stay in Pittsfield?

The best area depends on your purpose. Staying in or near Pittsfield city centre puts you close to the main sights and transport connections. Business travellers often prefer the commercial district for easy access to offices and conference venues. Families may prefer quieter residential areas or hotel zones with green spaces and amenities.

Which hotels in Pittsfield offer free cancellation?

Many hotels in Pittsfield on myservice offer free cancellation, meaning you can book now and cancel without charge if your plans change. Look for the "Free cancellation" label on each listing to identify these properties before you book.

Do hotels in Pittsfield include breakfast?

Some hotels in Pittsfield include breakfast in the room rate while others offer it as an optional extra. Use the "Breakfast included" filter on myservice to narrow down properties where the morning meal is covered in the price.

What are the best hotels in Pittsfield for families?

Family-friendly hotels in Pittsfield typically offer larger rooms or interconnecting rooms, child-friendly facilities, and easy access to local attractions. Use the "Family rooms" filter on myservice to find properties suited for travelling with children.

Can I book a hotel in Pittsfield online?

Yes — all hotels on myservice support instant online booking with immediate confirmation. Payment is processed securely and your booking details are sent by email straight away.

Are there budget hotels in Pittsfield?

Yes. Pittsfield has a range of affordable accommodation starting from around USD 60 per night. Budget travellers will find guesthouses, hostels, and economy hotels.