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Accommodations in Chester You’ll Love

Affordable, Top-Rated Places to Stay in Chester – For Every Budget

Looking for accommodation in Chester (Massachusetts)? Discover a wide range of places to stay starting at just $11.17 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Chester accommodation today!

We found 7 Accommodations in Chester and the surrounding area (within 60 miles)

The becket Motel in Becket Center, USA

The becket Motel

Motel in Becket Center near Chester, Massachusetts , 29 Chester rd.
Located in Becket Center, within 16 miles of Cranwell Spa & Golf Club and 18 miles of Tanglewood, The becket Motel provides accommodations with a gard...
  • Parking

Poor 3 Reviews 3.3

from $118.77 Show details »

Historic Huntington Home - Walk to Westfield River in Huntington, USA

Historic Huntington Home - Walk to Westf...

Holiday home in Huntington near Chester, Massachusetts
Historic Huntington Home - Walk to Westfield River is located in Huntington, just 22 miles from Eastern States Expo Center and 25 miles from Cranwell ...
  • Parking

Fabulous 1 Reviews 9.0

from $240.24 Show details »

Cozy Berkshires Vacation Rental Near Hiking! in Chester, USA

Cozy Berkshires Vacation Rental Near Hik...

Apartment in Chester, Massachusetts
Cozy Berkshires Vacation Rental Near Hiking! offers accommodations in Chester, 23 miles from Tanglewood and 23 miles from Tanglewood Musical Center.
  • Parking
  • Pets allowed

no reviews

from $98.00 Show details »

Cozy Becket Cottage Escape with Lake Access! in Becket, USA

Cozy Becket Cottage Escape with Lake Acc...

Holiday home in Becket near Chester, Massachusetts
Cozy Becket Cottage Escape with Lake Access! offers accommodations in Becket, 18 miles from Norman Rockwell Museum.
  • Parking

Passable 1 Reviews 5.0

from $270.69 Show details »

A-Frame Cabin with Furnished Deck in Becket! in Becket, USA

A-Frame Cabin with Furnished Deck in Bec...

Holiday home in Becket near Chester, Massachusetts
A-Frame Cabin with Furnished Deck in Becket! is located in Becket, just 14 miles from Cranwell Spa & Golf Club and 16 miles from Tanglewood.
  • Parking
  • Pets allowed

Pleasant 2 Reviews 6.5

from $279.25 Show details »

Berkshire Vacation Rentals: Pristine Home In Becket Woods in Becket, USA

Berkshire Vacation Rentals: Pristine Hom...

Holiday home in Becket near Chester, Massachusetts , Captain Whitney Road 161
Berkshire Vacation Rentals: Pristine Home In Becket Woods offers accommodations in Becket, 19 miles from Cranwell Spa & Golf Club and 22 miles from Ta...
  • Parking
  • Pets allowed

no reviews

from $334.88 Show details »

Becket Home with 3-Season Porch Walk to Lake Access in Becket, USA

Becket Home with 3-Season Porch Walk to...

Holiday home in Becket near Chester, Massachusetts
Becket Home with 3-Season Porch Walk to Lake Access offers accommodations in Becket, 18 miles from Tanglewood and 19 miles from Tanglewood Musical Cen...
  • Parking

Very good 1 Reviews 8.0

from $246.48 Show details »

Number of Accommodations in Chester 7
Average price per night $206.00
Lowest price per night $11,17
Highest price per night $4.626,94

Top 10 Cheapest Accommodations in Chester

Discover the Cheapest Accommodations in Chester – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Accommodations in Chester

Check out the Most Booked Accommodations in Chester – Based on Guest Popularity.

Discover Chester – Your Guide to the Best Places to Stay

Planning a trip to Chester? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Chester offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Chester, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Chester, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Chester

To find the perfect place to stay in Chester, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

Accommodation data and pictures provided by Booking.com