Explore top 2026 4 Star Hotels in East Dennis

Name: Winstead Inn
Price range: $300 total
Rating: 9.4

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Top East Dennis 4 Star hotels

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

$184 nightly

$211 total

Oct 25 - Oct 26

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 ...

Uncommoner Hotel by Reverie Boutique Collection

135 Route 28 West Yarmouth MA

Fully refundableReserve now, pay when you stay

$120 nightly

$137 total

Nov 1 - Nov 2

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! (359 reviews)

"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some ..."

Reviewed on Oct 4, 2026

The Mansion at Ocean Edge

2907 Main Street Brewster MA

$222 nightly

$254 total

Oct 25 - Oct 26

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 ...

Doubletree by Hilton Cape Cod - Hyannis

287 Iyannough Rd Hyannis MA

Fully refundableReserve now, pay when you stay

$132 nightly

$151 total

Oct 25 - Oct 26

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! (950 reviews)

"Nice hotel in a convenient location, especially since we had a car and were traveling around Cape Cod. The rooms were spacious, clean, and nicely updated. Free parking was an added bonus. Overall, a comfortable and convenient place to stay while exploring the Cape."

Reviewed on Oct 2, 2026

Chatham Wayside Inn

512 Main St Chatham MA

$217 nightly

$248 total

Nov 1 - Nov 2

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 ...

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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Winstead Inn

116 Parallel Harwich MA

$263 nightly

$300 total

Oct 7 - Oct 8

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! (157 reviews)

"We were in the Chandlery Port room and smelled like mold and humidity. Nowhere on there website it was mentioned that this room was not We ha"

Reviewed on Oct 5, 2026

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! (277 reviews)

"This is a beautiful b&b in beautiful Chatham. We had a lovely clean room with a comfortable queen bed, fireplace and jacuzzi tub. Homemade breakfast every morning was wonderful and a tea service in the afternoon. 20 minute walk to Main St. We thoroughly enjoyed our 3 night stay !"

Reviewed on Oct 6, 2026

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The Inn at Yarmouth Port

168 Main Street Yarmouth Port 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 and ...

9.8/10 Exceptional! (136 reviews)

"The Innkeepers, Renee and Deborah, are doing a superb job. They are welcoming and professional and the Inn is very clean and well maintained. Breakfasts are outstanding and adequate parking is very close to the main entrance. Our 3 nights at the Inn were quite enjoyable."

Reviewed on Oct 2, 2026

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Candleberry Inn on Cape Cod

1882 Main St Brewster MA

$319 nightly

$365 total

Nov 1 - Nov 2

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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4 Star Hotels East Dennis

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 East Dennis 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 East Dennis 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 East Dennis, 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.