Explore top 2026 4 Star Hotels in Chatham

Name: Winstead Inn
Price range: $315 total

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Top Chatham 4 Star hotels

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

$199 nightly

$228 total

Oct 4 - Oct 5

Total with taxes and fees

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families ...

8.6/10 Excellent! (761 reviews)

"Felt like we were down south! Loved it here! Something for everyone."

Reviewed on Sep 15, 2026

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA

Fully refundableReserve now, pay when you stay

$137 nightly

$156 total

Oct 13 - Oct 14

Total with taxes and fees

The hotel's indoor pool, seasonal outdoor pool, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free self ...

9.2/10 Wonderful! (322 reviews)

"The property is lovely. I took my husband as an early birthday gift and he was so happy. Everything was beautiful and there is a good amount to do at the hotel and it's close to so much. The only thing I would suggest is bring your own beach towels because the ones at the pool are very small."

Reviewed on Sep 15, 2026

Doubletree by Hilton Cape Cod - Hyannis

287 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

$202 nightly

$231 total

Oct 12 - Oct 13

Total with taxes and fees

This hotel features 2 restaurants, an indoor pool, and a gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. You'll appreciate ...

Chatham Wayside Inn

512 Main St Chatham MA

$397 nightly

$454 total

Sep 29 - Sep 30

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking. A ...

9.2/10 Wonderful! (730 reviews)

"It’s a great location and the staff were great. The room was nice but very small."

Reviewed on Sep 12, 2026

The Mansion at Ocean Edge

2907 Main Street Brewster MA

$304 nightly

$348 total

Oct 1 - Oct 2

Total with taxes and fees

This smoke-free hotel features a private beach, a golf course, and a full-service spa. There's fun for all ages with a children's pool and a playground, and ...

Queen Anne Inn

70 Queen Anne Rd Chatham MA

This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A garden, a lobby fireplace, ...

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Captain's House Inn

369 Old Harbor Road Chatham MA

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a ...

9.8/10 Exceptional! (268 reviews)

"Super friendly and helpful staff! We had a great stay! The room was beautiful and very comfortable. The property is very nice and picturesque. Easy access to Chatham Main Street and the beach. Looking forward to our next visit."

Reviewed on Sep 15, 2026

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Winstead Inn

116 Parallel Harwich MA

$275 nightly

$315 total

Sep 16 - Sep 17

Total with taxes and fees

A seasonal outdoor pool, free self parking, and concierge services are featured at this guesthouse. Take the free beach shuttle and relax with sun loungers and ...

Winstead Beach Resort

4 Braddock Street Harwich Port MA

$290 nightly

$332 total

Sep 17 - Sep 18

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free self-serve breakfast each morning. A terrace ...

9.2/10 Wonderful! (66 reviews)

"The rooms have a bit of a smell, not outrageous, probably due to age and the amount of exposed wood. Beach proximity is great, right out the back door. The building is on a small footprint and parking is extremely tight. Breakfast was o.k. The quiche was really good, muffins and croissant were also ..."

Reviewed on Aug 11, 2026

Candleberry Inn on Cape Cod

1882 Main St Brewster MA

$314 nightly

$359 total

Sep 27 - Sep 28

Total with taxes and fees

This bed & breakfast features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free full breakfast each morning. A terrace, a ...

10/10 Exceptional! (149 reviews)

"Exceeded expectations lots of small details and thoughtful extras for their guest."

Reviewed on Sep 13, 2026

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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.

4 Star Hotels Chatham

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Chatham 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Chatham will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Chatham, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.