Find Luxury Hotels in Dennis Port, MA

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Check availability on Dennis Port Luxury Hotels

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Dennis Port Luxury Hotels

Beach nearby
Chatham Wayside Inn

Chatham Wayside Inn

4.0 star property
Chatham
9.2 out of 10, Wonderful, (602)
"Super cozy and clean with fantastic staff and great location loved everyday spent here "
United States
noushin
Chatham Wayside Inn
Terrace/patio
The Mansion at Ocean Edge

The Mansion at Ocean Edge

4.0 star property
Brewster
8.2 out of 10, Very Good, (1000)
"Amazing stay and location! "
United States
Joanne
The price is SAR 667
SAR 978 total
includes taxes & fees
21 Dec - 22 Dec
The Mansion at Ocean Edge
Exterior
Doubletree by Hilton Cape Cod - Hyannis

Doubletree by Hilton Cape Cod - Hyannis

4.0 star property
Hyannis
8.4 out of 10, Very Good, (877)
"Nice room, freindly staff. The downside is the food was pricey. "
United States
Steffanie
The price is SAR 431
SAR 493 total
includes taxes & fees
26 Dec - 27 Dec
Doubletree by Hilton Cape Cod - Hyannis
Beach bar
Wequassett Resort and Golf Club

Wequassett Resort and Golf Club

5.0 star property
Harwich
9.4 out of 10, Exceptional, (241)
"Our Room looked over the beautiful gardens and out to the cove where small boats were bouyed. Very nicely appointed Room and superb weather during our stay. "
United States
Charles
Wequassett Resort and Golf Club
Terrace/patio
Brewster by the Sea Inn

Brewster by the Sea Inn

4.0 star property
West Brewster
9.8 out of 10, Exceptional, (171)
"Brewster By the Sea has it all - great location, amazing innkeeper, unbelievable breakfasts, and great rooms with perfect amenities. "
United States
Donna
The price is SAR 1,194
SAR 1,366 total
includes taxes & fees
1 Jan - 2 January 2026
Brewster by the Sea Inn
Luxury Suite, 1 King Bed, Jetted Tub, Garden Area | Terrace/patio
Candleberry Inn on Cape Cod

Candleberry Inn on Cape Cod

4.5 star property
Brewster
10.0 out of 10, Exceptional, (139)
"Stunning bed and breakfast. Amazing owners and a experience you won’t forget."
United States
Michelle
The price is SAR 1,160
SAR 1,327 total
includes taxes & fees
9 Dec - 10 Dec
Candleberry Inn on Cape Cod
Outdoor pool, pool umbrellas, sun loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4.0 star property
Hyannis
8.8 out of 10, Excellent, (412)
"The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! "
United States
Stephen
Margaritaville Resort Cape Cod
Seasonal outdoor pool
Chatham Bars Inn

Chatham Bars Inn

5.0 star property
Chatham
9.2 out of 10, Wonderful, (797)
"Great accommodation and staff."
United States
Michael
The price is SAR 1,276
SAR 1,534 total
includes taxes & fees
14 Dec - 15 Dec
Chatham Bars Inn
Luxury King Room | Egyptian cotton sheets, premium bedding, individually decorated
Sea Street Inn

Sea Street Inn

4.0 star property
Hyannis
9.8 out of 10, Exceptional, (45)
"Adrian was an awesome host. Comfortable bed, safe area to walk, beautiful surroundings."
United States
Jori
The price is SAR 885
SAR 1,013 total
includes taxes & fees
2 Jan - 3 January 2026
Sea Street Inn
Exterior
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room

4.0 star property
Chatham
10.0 out of 10, Exceptional, (21)
"House was wonderful with plenty of room. Great outdoor spaces with a deck and patio. Very convenient location. Host responsive to our needs. Would definitely stay again. "
United States
Sally S.
The price is SAR 5,492
SAR 8,773 total
includes taxes & fees
9 Dec - 10 Dec
Stunning Beach Retreat - Walk to Beach - Chatham Bars Inn - Town + Game Room
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.
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Top Dennis Port Hotel Reviews

Jonathan Edwards Motel

Jonathan Edwards Motel

10/10 Excellent
"My dog was graciously welcomed. The place was clean and comfortable. It was reasonably priced for off-season. We really only came to spend the night to see a high school play. They had just finished creating a beautiful apartment that I check out. Jonathan Edwards was perfect for a quick sleep-over. The manager was very friendly and helpful."
Sharon 1-night trip
Posted 3 weeks ago
Jonathan Edwards Motel

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Frequently asked questions

Are you searching for the perfect hotel for your luxury getaway to Dennis Port?
Expedia can help you get a flight to Hyannis, MA (HYA-Barnstable Municipal) airport or Nantucket, MA (ACK-Nantucket Memorial) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Dennis Port offers. During your visit, you might want to enjoy the restaurants and seafood restaurants which Dennis Port is known for.
When can I expect good weather in Dennis Port?
Planning for the weather is an important factor for making your trip to Dennis Port a success, especially when you're splurging. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Dennis Port is 48 inches.
What's there to see and do in Dennis Port?
Enjoy all that Dennis Port has to offer when you visit Sea Street Beach, Cape Cod Theatre Company – Home of the Harwich Jr. Theatre, and Cape Cod Beaches. If you have spare time during your trip, you might want to make a stop at Haigis Beach and Swan Pond River.