Vacations in Chatham
Get inspired to book your trip with us
Plan your next vacation in Chatham
From flights to stays, discover great offers for affordable vacations
Get more for less
Unlock better prices on flights and places to stay with Genius.
Attraction
Historical Tour of Nantucket
Nantucket, United States of America
Guided 1.5-hour narrated tour showcasing Nantucket lighthouses, Siasconset, rose-covered cottages, old railroad, one of the island's oldest houses
From $57
Best places to stay in Chatham
Find the perfect stay for your trip
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 71 reviews
Sign in to save 10% or more
Unlock members-only discounts with a free Booking.com account and start saving with Genius.
Scored out of 10, guest rating 7.5
Good - What previous guests thought, 63 reviews
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 120 reviews
From $588.27 per night
Reasons to book vacations with Booking.com
Build your perfect trip
Book the best flights, stays, and more – all in one place
Stay flexible
Keep your travel plans flexible with free cancellation options
Get 24/7 support
Contact us anytime and get support in multiple languages
Vacations in Chatham: Things to know
Avg. cost of stay | $391 per night |
|---|---|
Best time to visit | June and September |
Best places to visit in Chatham
Make the most of your vacation with tours, activities, and more
Mayflower Trolley Tour!
Acapesket, United States of America
Guided tour aboard authentic Provincetown trolleys covering Mayflower landing, art colony development, National Seashore May–October
From $40
Cape Cod & Provincetown Self-Guided Driving & Walking Audio Tour
Acapesket, United States of America
Self-guided driving tour from Barnstable to Provincetown featuring Nauset Lighthouse, First Encounter Beach and Marconi Station
From $24.99
Beyond the Cobblestones Self Guided Walking Tour of Nantucket
Nantucket, United States of America
Self-guided audio tour of Nantucket's Main Street, 18th-century homes, Atheneum, Hadwen House, and Straight Wharf
From $9.99
The Lucinda Lipol Tour of Provincetown
Acapesket, United States of America
Formerly the Anne Hutchinson Tour of Provincetown, Lucinda Liphol has taken over the talking poin...
From $35
Ziplining and Climbing at The Adventure Park on Cape Cod
Acapesket, United States of America
Self-guided treetop aerial park with safety briefing, five color-coded trails, about 60 platforms and seven zip lines
From $63
Nantucket Coast to Coast Self-Guided Biking or Driving Tour
Nantucket, United States of America
Self-guided driving or biking route across Nantucket from Madaket to Sconset with lighthouses, historic homes, beaches
From $12.99
Cape Cod Sunset Kayak Tour
Acapesket, United States of America
Small-group kayak tours on Cape Cod with fully ACA-certified guides, low participant numbers, suitable for all skill levels
From $80
Helltown Horrors and Pirates: A Self-Guided Tour of Provincetown
Acapesket, United States of America
Self-guided walking tour of Provincetown’s haunted locations, including American Horror Story house and historic cemeteries
From $9.99
Truro Cape Cod Lighthouse and Highland House Museum Tour
Acapesket, United States of America
A Highland Lighthouse stop with climbable 1797 tower, keeper's house, gift shop, and Truro Highland Museum exhibits
From $95
Cape Cod Kayak Rentals in Popponesset Bay Mashpee
Acapesket, United States of America
A Mashpee Popponesset Bay kayaking site with wildlife viewing, private boat-access beach, and equipment transport
From $50
Popular alternatives to Chatham
Explore more vacation destinations in the United States
