Hotels in Chesterfield

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Check prices for these dates

This weekend
Jul 24 - Jul 26
Next weekend
Jul 31 - Aug 2

Where to stay in Chesterfield?

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Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
9.0 out of 10, Wonderful, (1,002 reviews)
Splash into the indoor pool at this welcoming Brattleboro hotel near United States Navy Seabee Bridge. Free breakfast, WiFi and parking enhance your stay while the 24-hour fitness center keeps routines on track. Guests consistently praise the helpful staff.
The price is $126
$139 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very Good, (1,000 reviews)
Immerse yourself in Brattleboro charm at this welcoming hotel with complimentary breakfast and parking. Unwind in the hot tub, energize at the fitness center, or grab a coffee at the café while exploring nearby attractions like Brattleboro Bowl.
The price is $121
$133 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Inn Brattleboro
Lobby

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (837 reviews)
Warm Brattleboro accommodations with complimentary breakfast, WiFi, and parking just minutes from United States Navy Seabee Bridge. Energize at the fitness center after exploring nearby attractions. Fellow travelers consistently praise the exceptionally helpful staff.
The price is $124
$136 total
includes taxes & fees
Aug 23 - Aug 24
Comfort Inn & Suites Brattleboro I-91
Sundeck

Riverside Hotel, an Ascend Collection Hotel

Riverside Hotel, an Ascend Collection Hotel
2.5 star property
West Chesterfield
9.6 out of 10, Exceptional, (664 reviews)
The price is $144
$156 total
includes taxes & fees
Aug 23 - Aug 24
Riverside Hotel, an Ascend Collection Hotel
Lobby

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
Escape to this welcoming hotel in Keene, where you'll find an indoor pool and fitness center near local shops and eateries. Despite its commercial location, guests enjoy a quiet atmosphere, free breakfast, and helpful staff to enhance your stay.
The price is $129
$140 total
includes taxes & fees
Jul 26 - Jul 27
Keene Elm City Hotel, an Ascend Collection Hotel
Lobby

Colonial Motel

Colonial Motel
3.0 star property
Brattleboro
6.2 out of 10, (25 reviews)
Unwind at this Brattleboro motel offering massage treatments, American cuisine at India Masala House, and 2 indoor pools. Rooms include refrigerators and microwaves, with free WiFi and parking. Just minutes from Brattleboro Bowl and local attractions.
The price is $77
$84 total
includes taxes & fees
Aug 2 - Aug 3
Colonial Motel
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,003 reviews)
The price is $93
$101 total
includes taxes & fees
Jul 26 - Jul 27
Days Inn by Wyndham Keene NH
Reception

Travelodge by Wyndham Brattleboro VT

Travelodge by Wyndham Brattleboro VT
2.5 star property
Brattleboro
6.0 out of 10, (787 reviews)
This cozy motel in Brattleboro offers free WiFi and parking with convenient room service. Nearby cross-country and downhill skiing adventures await, plus Brattleboro Bowl and the Navy Seabee Bridge are just minutes away. Only a 7-minute drive to the train station.
The price is $78
$86 total
includes taxes & fees
Aug 3 - Aug 4
Travelodge by Wyndham Brattleboro VT
Restaurant

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very Good, (1,000 reviews)
Quiet rooms welcome travelers to this restful retreat near the Ashuelot River and Thorne Sagendorph Art Gallery. The restaurant and bar provide delicious meals, while fellow guests rave about the free breakfast and helpful staff.
The price is $139
$151 total
includes taxes & fees
Jul 26 - Jul 27
Best Western Plus Keene Hotel
Exterior

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very Good, (1,000 reviews)
The price is $137
$150 total
includes taxes & fees
Aug 7 - Aug 8
The Putney Inn
Free daily buffet breakfast

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (396 reviews)
Located in Keene with easy access to Cheshire Children's Museum, this hotel offers a refreshing indoor pool and 24-hour fitness center. Enjoy complimentary breakfast, free parking, and attentive staff to enhance your stay while exploring nearby attractions.
The price is $151
$164 total
includes taxes & fees
Jul 30 - Jul 31
Hampton Inn & Suites Keene
Free daily continental breakfast

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.4 out of 10, Good, (1,000 reviews)
Tucked into scenic Brattleboro, this inn welcomes outdoor enthusiasts with nearby hiking, snowboarding, and sledding options. Start each day with complimentary continental breakfast before exploring local attractions like the Brattleboro Bowl just minutes away.
The price is $143
$157 total
includes taxes & fees
Jul 24 - Jul 25
The Covered Bridge Inn
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (938 reviews)
The price is $155
$171 total
includes taxes & fees
Jul 26 - Jul 27
Latchis Hotel
Front of property

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (499 reviews)
This tranquil inn offers a seasonal outdoor pool surrounded by nature's calm. Nearby hiking and mountain biking trails await adventurous guests. Free breakfast, WiFi, and parking enhance your Brattleboro stay, just minutes from local attractions.
The price is $145
$160 total
includes taxes & fees
Jul 26 - Jul 27
Black Mountain Inn
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
Tucked into walkable Keene, this cozy guesthouse offers free WiFi and convenient self parking. Explore nearby Central Square and local shops, then unwind in the peaceful picnic area after a day of adventures.
The price is $136
$151 total
includes taxes & fees
Aug 2 - Aug 3
The Burrell House
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (785 reviews)
The price is $161
$174 total
includes taxes & fees
Aug 2 - Aug 3
Fairfield Inn & Suites by Marriott Keene Downtown
Seasonal outdoor pool

Econo Lodge Brattleboro South

Econo Lodge Brattleboro South
2.0 star property
Brattleboro
5.2 out of 10, (661 reviews)
Escape to this comfortable Brattleboro motel offering a seasonal outdoor pool, free breakfast, and WiFi. Just minutes from Vermont Marketplace and Estey Organ Museum, with winter sports nearby and convenient train station access.
The price is $84
$93 total
includes taxes & fees
Aug 23 - Aug 24
Econo Lodge Brattleboro South
Deluxe Room, 1 Queen Bed, Valley View | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Windmill Motel Restaurant

Windmill Motel Restaurant
2.0 star property
Bernardston
9.0 out of 10, Wonderful, (35 reviews)
The price is $135
$151 total
includes taxes & fees
Jul 24 - Jul 25
Windmill Motel Restaurant
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (106 reviews)
Tucked away in West Chesterfield, this charming B&B offers complimentary breakfast, WiFi, and parking. Unwind with a massage, sip drinks at the bar, or explore the garden and terrace before visiting nearby Actors Theatre Playhouse.
The price is $301
$327 total
includes taxes & fees
Jul 27 - Jul 28
Chesterfield Inn
Pub

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown
3.0 star property
Keene
8.6 out of 10, Excellent, (1,000 reviews)
Located in downtown Keene, this Art Deco hotel offers an indoor pool and 24-hour fitness center. Grab a bite at the coffee shop or unwind with drinks at the bar. Near Colonial Theatre and Central Square, enjoy free WiFi and parking during your stay.
The price is $180
$195 total
includes taxes & fees
Jul 29 - Jul 30
Courtyard by Marriott Keene Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top landmarks in Chesterfield

Asbury United Methodist Church

If you're planning a bit of sightseeing during your trip, head to Asbury United Methodist Church— just one of the monuments in central Chesterfield.
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Learn more about Chesterfield

Chesterfield is well-known for its attractions such as Asbury United Methodist Church and Pisgah State Park.

See all hotels in Chesterfield
A stone archway in a forest with autumn leaves.

Check out reviews of Chesterfield hotels guests love

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent
"Clean, quiet, comfortable, would stay here again."
Susan 2-night trip
Posted 7 hours ago
Keene Elm City Hotel, an Ascend Collection Hotel

Frequently asked questions

What accommodations do travelers like in Chesterfield?
Guests like Keene Elm City Hotel, an Ascend Collection Hotel, Best Western Plus Keene Hotel and Colonial Motel.
Can I book refundable hotels in Chesterfield?
If you're looking for the flexibility to change your travel plans to Chesterfield, most properties offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Chesterfield be like during my visit?
The warmest months in Chesterfield are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 27°F. The rainiest months are October and December.
Why should I book my Chesterfield hotel through Hotels.com?
There are plenty of reasons to book your Chesterfield travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Keyâ„¢, our rewards program, you will be able to earn and use OneKeyCashâ„¢* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.