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Historic Hotels in Chatham

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Featured Chatham Historic Hotels

Chatham Wayside Inn
Chatham Wayside Inn
3.5 out of 5
512 Main St, Chatham, MA
Stay at this 3.5-star golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Chatham Wayside Inn
Greyfinch Chatham Inn
Greyfinch Chatham Inn
3 out of 5
946 Main Street (Rte 28), Chatham, MA
Stay at this 3-star motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
Greyfinch Chatham Inn
Chatham Guest Rooms
Chatham Guest Rooms
3.5 out of 5
1409 Main Steet (Route 28), Chatham, MA
Stay at this 3.5-star guesthouse in Chatham. Enjoy free WiFi, free parking, and a terrace. Popular attractions Hardings Beach and Veterans Field are located ...
Chatham Guest Rooms
Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
Stay at this luxury resort in Chatham. Enjoy an outdoor pool, a private beach, and a full-service spa. Our guests praise the property condition in our reviews. ...
Chatham Bars Inn
Queen Anne Inn
Queen Anne Inn
4 out of 5
70 Queen Anne Rd, Chatham, MA
Stay at this 4-star business-friendly hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monomoy Theatre and Veterans Field ...
Queen Anne Inn
Pleasant Bay Village Resort
Pleasant Bay Village Resort
3 out of 5
1191 Orleans Road, Chatham, MA
Stay at this 3-star hotel in Chatham. Enjoy free WiFi, free parking, and breakfast. Popular attractions Caleb Nickerson House and Fox Hill are located nearby. ...
Pleasant Bay Village Resort
The Chatham Motel
The Chatham Motel
2 out of 5
1487 Main Street, Chatham, MA
Stay at this motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions Hardings ...
The Chatham Motel
Captain's House Inn
Captain's House Inn
4 out of 5
369 Old Harbor Road, Chatham, MA
Stay at this 4-star B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Fish Pier and Chatham Shark Center are located ...
Captain's House Inn
Chatham Seafarer Inn
Chatham Seafarer Inn
3.5 out of 5
2079 Main St, Chatham, MA
Stay at this 3.5-star hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Chatham Chamber of Commerce and Cockle Cove Beach ...
Chatham Seafarer Inn
Old Harbor Inn
Old Harbor Inn
3.5 out of 5
22 Old Harbor Rd., Chatham, MA
Stay at this 3.5-star B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Gallery Antonia and Veterans Field are located nearby. ...
Old Harbor Inn
The Hawthorne
The Hawthorne
2 out of 5
196 Shore Rd, Chatham, MA
Stay at this beach hotel in Chatham. Enjoy free WiFi, free parking, and a private beach. Popular attractions Chatham Seaside Links and Mayo House are located ...
The Hawthorne
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.

Historic Hotels in Chatham

If you’re looking for your Chatham getaway to go down in history as the best vacay ever, you’ve got some noteworthy options to consider when it comes to where to stay. You could book a legendary or even luxury historic hotel for your trip with opulent extras. You’re probably thinking you’ll have to spend monumental money for a stately historical spot, but you may want to keep a fainting couch nearby—you’ll be shocked by what you can get for less gold bullion than you expected. Or modern cash. Whatever’s on hand.

Historically Great Spots

If you’re looking to do some R & R at one of the top historic hotels in America and don’t want to blow a stack of Benjamins while you’re at it, you’re in luck—you can stay at some of the best historic hotels in Chatham by booking a Hotwire Hot Rate hotel deal, even if you’re historically short on time. In fact, you could save up to 60% versus booking a listed rate two weeks earlier, so locking down that 4-star place at a 2-star price is no historic feat.

A Little Mystery in Your History

You can get way more than you bargained for when you book a Hotwire Hot Rate historic hotel deal in Chatham instead of just booking any old hotel for your trip. Not only can you get a deal for the history books when you reserve a Hot Rate, you can filter hotels by what matters most to you for your last-minute Chatham getaway, including price, amenities, and reviews.

Frequently Asked Questions About Historic Hotels

What is a historic hotel like in Chatham?

Looking to take in the legendary sights and sounds of the Chatham historic district? There’s no better way to truly immerse yourself than with a stay at one of Chatham’s historic inns and hotels. (And if you’re really lucky, that immersion includes a hot bath in a clawfoot tub.) Go ahead and save while you soak and book a Hotwire Hot Rate historic hotel deal.

How much is a hotel room at a historic hotel?

You may think you’ll have to pay a pretty penny for a historic last-minute hotel. Or just let history repeat itself by settling for a cheap hotel when you get to Chatham, 223. But thanks to Hotwire Hot Rates, you can score a fantastic historic hotel for way less cash, even at the last minute. You could be staying at the best historic hotels in Chatham for as low as $164. A win for the ages.

What is the difference between a historic hotel and a traditional hotel?

Historic hotels are at least 50 years old and often feature sweeping architecture and ambience. Some of the most historic hotels of the world have even been designated as historic landmarks. Staying in one of these storied spots in Chatham is sure to give you an extra layer of interest for your vacay tales.