Romantic Hotels in Chatham, MA

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Top Chatham Romantic Getaways & Hotels

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
$522 nightly
The price is $598 total per night
$598 total
Oct 5 - Oct 6
Total with taxes and fees
You and your special someone are sure to love the
Captain's House Inn

Captain's House Inn

4 out of 5
369 Old Harbor Road, Chatham, MA
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Romance awaits at this bed & breakfast, which features a garden and in-room fireplaces. Couples will appreciate the luxury bedding and terrace.
Chatham 3 Bedroom/2 Bath Retreat

Chatham 3 Bedroom/2 Bath Retreat

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This vacation home features a garden, laundry facilities, and barbecue grills.
Queen Anne Inn

Queen Anne Inn

4 out of 5
70 Queen Anne Rd, Chatham, MA
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Treasure special moments together at this Victorian hotel, featuring a garden and a lobby fireplace. You'll also love the restaurant and bar.
Surfside Inn Chatham

Surfside Inn Chatham

2.5 out of 5
25 Holway St, Chatham, MA
$200 nightly
The price is $229 total per night
$229 total
Oct 1 - Oct 2
Total with taxes and fees
A lobby fireplace and premium mattresses await at this romantic bed & breakfast, which also offers luxury bedding and a waterfront location.
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road, Chatham, MA
$206 nightly
The price is $236 total per night
$236 total
Sep 28 - Sep 29
Total with taxes and fees
If you are ready for a blissful getaway, you and your special someone are sure to love the hot tub and garden at this romantic hotel. Other amenities to enjoy ...
Old Harbor Inn

Old Harbor Inn

3.5 out of 5
22 Old Harbor Rd., Chatham, MA
$413 nightly
The price is $473 total per night
$473 total
Sep 9 - Sep 10
Total with taxes and fees
A garden, a lobby fireplace, and champagne service await couples visiting this romantic bed & breakfast. The property also offers romance packages, private picnics, ...
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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.

Chatham romantic getaways

Romantic luxury hotels in Chatham

A romantic escape with your sweetheart can come in a variety of forms. But we like to think that it begins with little pleasures like a gloriously plush bed and a glass of Champagne. If that sounds right up your alley, why not treat yourself to a few nights or more at a luxury Chatham getaway?

Chatham hotels essential information

Accommodation
4,998 hotels
Lowest Price
$229
Highest Price
$598
Popular hotels
Chatham Bars Inn, Captain's House Inn, Chatham 3 Bedroom/2 Bath Retreat, Queen Anne Inn, Surfside Inn Chatham, Pleasant Bay Village Resort, Old Harbor Inn