2025 Chatham, Massachusetts Hotels

Up To 10% Off Select Hotels With AARP Member Discounts

Choose from AARP Discount Chatham Hotels with Free Cancellation

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
0.87 km from city center
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Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
0.43 km from city center
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Stay at this 4-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 Seafarer Inn

Chatham Seafarer Inn

3.5 out of 5
2079 Main St, Chatham, MA
3.9 km from city center
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Stay at this 3.5-star hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cockle Cove Beach and Ridgevale Beach are located ...
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
946 Main Street (Rte 28), Chatham, MA
0.86 km from city center
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Stay at this 3-star family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

2.5 out of 5
867 Iyannough Road, Hyannis, MA
Free Cancellation
Reserve now, pay when you stay
28.03 km from city center
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Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. ...
Hyannis Travel Inn

Hyannis Travel Inn

2.5 out of 5
18 North St, Hyannis, MA
Free Cancellation
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26.96 km from city center
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Stay at this hotel in Hyannis. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Free Cancellation
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24.65 km from city center
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Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
Riviera Beach Resort

Riviera Beach Resort

3 out of 5
327 South Shore Drive, South Yarmouth, MA
Free Cancellation
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20.39 km from city center
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Stay at this 3-star beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms ...
Hyannis Inn

Hyannis Inn

2 out of 5
473 MAIN ST, Hyannis, MA
Free Cancellation
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27.21 km from city center
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Stay at this motel in Hyannis. Enjoy free WiFi, free parking, and a garden. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Free Cancellation
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28.99 km from city center
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Stay at this 4-star family-friendly resort in Hyannis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms in our reviews. Popular ...
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Free Cancellation
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24.99 km from city center
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Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

3 out of 5
1199 Route 28, South Yarmouth, MA
19.42 km from city center
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Stay at this 3-star business-friendly hotel in South Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
Colonial Acres Resort

Colonial Acres Resort

3 out of 5
114 Standish Way, West Yarmouth, MA
24.73 km from city center
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Stay at this 3-star hotel in West Yarmouth. Enjoy free parking, a fitness center, and laundry facilities. Our guests praise the property condition in our reviews. ...
Cape Cod Inn

Cape Cod Inn

2 out of 5
447 Main St, Hyannis, MA
Free Cancellation
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27.14 km from city center
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Stay at this motel in Hyannis. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St, Hyannis, MA
Free Cancellation
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26.73 km from city center
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Stay at this 3.5-star business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
Red Jacket Beach Resort

Red Jacket Beach Resort

3.5 out of 5
1 South Shore Drive, South Yarmouth, MA
Free Cancellation
Reserve now, pay when you stay
21.95 km from city center
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Stay at this 3.5-star beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. ...
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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.

Hotels in Chatham

AARP® Travel Center Powered by Expedia® can help you get the hotel you want at a great rate, if you are visiting Chatham. Time for a hard-earned break, or showing your kids and grandkids the area? AARP® Travel Center Powered by Expedia® can help you get the exact hotel you want for a good price. There are lots of accommodation options for you and your family to choose from. You can take advantage of your AARP membership benefits to set up a 5-star accommodation that pulls out all the stops, or a place that is near the sights you want to see. Save on your accommodations with your membership, so you do not have to worry about saving up for activities in Chatham.

Great Lodgings in a Fantastic Area

In Chatham, we have lined up 5,026 hotels that offer great deals through the AARP Travel Center powered by Expedia. Once you get settled in your Chatham hotel room, you can check out all this region has to offer. You can ask your hotel's concierge or click on our "Things To Do" tab if you are unsure where start off your vacation in Chatham. If there are something else you're really in search of in Chatham, we can help you get them scheduled. Thanks to our discounts through AARP Travel Center, you'll be able to enjoy and relax your holiday knowing you scored the greatest deals.

Book Your Chatham Accommodation With Us

We'll make it effortless for you to schedule your upcoming hotel stay. Whether you're coming to Chatham for work or pleasure, we are going to make sure that you get the greatest prices in the business. When you are ready to check out Chatham's attractions, like an and , we will help you make every preparation that you need to make your stay great. You don't have to worry about pulling out all your retirement savings to have a satisfactory time, thanks to our great vacation deals. With AARP, you'll look forward to planning your next vacation. You'll have peace of mind during your entire vacation. Why? You scored the best deal possible. Book with the Travel Center, and your wallet will be pleased about your travels.