Explore top 2026 4 Star Hotels in Chatham

Name: Winstead Inn
Price range: $233 total
Rating: 9.4

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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

$251 nightly

$287 total

Jun 9 - Jun 10

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 ...

The Mansion at Ocean Edge

2907 Main Street Brewster MA

$434 nightly

$496 total

Jun 15 - Jun 16

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 ...

8.2/10 Very Good! (1,002 reviews)

"Just an amazing stay as always."

Reviewed on Jun 4, 2026

Chatham Wayside Inn

512 Main St Chatham MA

$404 nightly

$463 total

Jun 9 - Jun 10

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! (685 reviews)

"Great location in the middle of the Cape. Walk to restaurants and shopping in Chatham from the front door. In house restaurant was great. The staff was welcoming and helpful. I highly recommend staying here!"

Reviewed on Jun 4, 2026

Doubletree by Hilton Cape Cod - Hyannis

287 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

$204 nightly

$234 total

Jun 14 - Jun 15

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 ...

8.4/10 Very Good! (906 reviews)

"Smells old carpet Pool is green also smells"

Reviewed on May 14, 2026

Queen Anne Inn

70 Queen Anne Rd Chatham MA

Fully refundableReserve now, pay when you stay

$325 nightly

$372 total

Jun 9 - Jun 10

Total with taxes and fees

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, ...

8.8/10 Excellent! (238 reviews)

"Great breakfast, nice pool area"

Reviewed on Nov 7, 2025

Starlight Lodge Cape Cod

203 Main St Dennis MA

This lodge features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...

8.2/10 Very Good! (26 reviews)

"Room was so cozy. We really liked it for an off season visit."

Reviewed on Dec 1, 2025

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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! (226 reviews)

"We really enjoyed the property. The bedding and pillows were heavenly! Our sitting room and bathroom could have used a bit of updating. We were in the Clarissa Suite. Overall, the property was lovely and the Staff were exceptional, kind and very helpful. We will definitely return. The Breakfast was ..."

Reviewed on Jun 2, 2026

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Winstead Beach Resort

4 Braddock Street Harwich Port MA

$250 nightly

$286 total

Jun 9 - Jun 10

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! (62 reviews)

"The whole stay including breakfast was fabulous"

Reviewed on May 7, 2026

The Inn at Yarmouth Port

168 Main Street Yarmouth Port MA

$292 nightly

$334 total

Jun 21 - Jun 22

Total with taxes and fees

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

9.6/10 Exceptional! (122 reviews)

"We would highly recommend The Inn at Yarmouth Port. The Innkeepers were great! Excellent food and the rooms warm and inviting. It was a memorable experience. We plan to visit in the future."

Reviewed on May 31, 2026

Winstead Inn

116 Parallel Harwich MA

$204 nightly

$233 total

Jun 8 - Jun 9

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 ...

9.4/10 Exceptional! (130 reviews)

"I wasn’t sure how I felt about staying at this type of Inn, but apparently this is common for the area. I was pleasantly surprised, it was a beautiful property inside and out. A renovated 18th century property. The Inn was mostly connected, but I think it was three separate buildings. The side that ..."

Reviewed on Jun 7, 2026

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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.