Compare Chesterfield Resorts

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Featured Resorts in Chesterfield

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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.

Hotel Options in Chesterfield

    Keene Elm City Hotel, an Ascend Collection Hotel

    Keene Elm City Hotel, an Ascend Collection Hotel

    175 Key Rd, Keene, NH
    $125 nightly
    The price is $136 total per night from Oct 26 to Oct 27
    $136 total
    Oct 26 - Oct 27
    Total with taxes and fees
    8.4/10 Very Good! (915 reviews)
    Econo Lodge Brattleboro

    Econo Lodge Brattleboro

    515 Canal St, Brattleboro, VT
    $68 nightly
    The price is $75 total per night from Nov 9 to Nov 10
    $75 total
    Nov 9 - Nov 10
    Total with taxes and fees
    5.4/10 (571 reviews)
    The Covered Bridge Inn

    The Covered Bridge Inn

    1043 Putney Road, Brattleboro, VT
    $104 nightly
    The price is $114 total per night from Oct 13 to Oct 14
    $114 total
    Oct 13 - Oct 14
    Total with taxes and fees
    7.6/10 Good! (1,005 reviews)

Resort Hotels

Resort hotels in Chesterfield
Find your next great getaway when you book at a resort hotel in Chesterfield. Resorts are great for families or couples, or even solo travelers looking for a piece of paradise. Sure, you can leave your hotel and explore Chesterfield at your leisure…but with everything these sorts of hotels offer, you may never want to. From food and shopping to entertainment and organized tours, a resort hotel in Chesterfield is a great way to score an amazing vacation—and Orbitz can help you get there.

Resort hotels for everyone in Chesterfield
If you’re traveling with the kids, you know how hard it is to keep them entertained. Let them have some fun on their own: some resorts have clubs for the kiddos, including kid-friendly pools and adventure camps where they can explore, do some crafts and even take part in learning activities. (Don’t worry, no one will tell them this vacation is actually educational.) Of course, there’s plenty for adults to do at Chesterfield resorts as well. Take a yoga class, book a few treatments at the spa, or do a little shopping. Go ahead, charge it to the room. You’re on vacation!

Ready to wow your special someone? Plan a romantic getaway complete with luxury accommodations. Surprise your partner with a couples massage, followed by a candlelit dinner at the 5-star on-site hotel. Some of these luxury hotels even have adults-only pools with swim-up bars so you can float about with a couple of cocktails, watching the sunset and enjoying your time together.

Chesterfield Resorts essential information

Accommodation
23 Resorts
Lowest Price
$75
Highest Price
$442
Popular accommodation
Luxury King with balcony, Deluxe King, kitchenette, fireplace, King with Bunk Bed- 2nd floor in Historic Inn, Deluxe King Room w/fireplace and separate entrance, Deluxe King - 2nd floor in Historic Inn, Deluxe 2xQueen- 2nd floor in Historic Inn, Luxury King Cottage, 2 twin beds in loft, fireplace, private entrance, Luxury King Suite, Living Room w/sofa bed, balcony, & 1.5 baths, Deluxe King- 2nd floor in Historic Inn