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Recommended hotels in Chatham

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (630 reviews)
"Yes, lovely place to stay."
United States
Angela
The price is CA $182
CA $267 total
includes taxes & fees
Feb 11 - Feb 12
Chatham Wayside Inn

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Chatham
9.6 out of 10, Exceptional, (102 reviews)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
The price is CA $121
CA $648 total
includes taxes & fees
Feb 16 - Feb 17
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Chatham
10.0 out of 10, Exceptional, (117 reviews)
"Clean, lovely cottage. Excellent location. "
United States
Dottie P.
The price is CA $244
CA $669 total
includes taxes & fees
Feb 16 - Feb 17
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Chatham Bars Inn

Chatham Bars Inn
5.0 star property
Chatham
9.2 out of 10, Wonderful, (809 reviews)
"Beautiful property "
United States
Eric
The price is CA $494
CA $565 total
includes taxes & fees
Feb 12 - Feb 13
Chatham Bars Inn

Luxury Chatham Retreat. Walk to Main St & Beach

Luxury Chatham Retreat. Walk to Main St & Beach
Chatham
The price is CA $312
CA $941 total
includes taxes & fees
Feb 11 - Feb 12
Luxury Chatham Retreat. Walk to Main St & Beach

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1,547 reviews)
"The place was clean, staff very nice and a good breakfast! Nice pool and beach area."
United States
LisaAnn
The price is CA $115
CA $147 total
includes taxes & fees
Feb 11 - Feb 12
Bayside Resort Hotel

Cape Cod Hotel

Cape Cod Hotel
2.5 star property
Hyannis
7.4 out of 10, Good, (1,001 reviews)
"Room was clean and what we needed. Very comfortable. Breakfast options were nice. Pancakes, scrambled eggs, potatoes and a variety of yogurt among a few other danishes. Enjoyed our stay. "
United States
Matthew
The price is CA $127
CA $161 total
includes taxes & fees
Feb 24 - Feb 25
Cape Cod Hotel

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very good, (1,000 reviews)
"Great place "
United States
Lilian
The price is CA $112
CA $128 total
includes taxes & fees
Feb 18 - Feb 19
Aiden by Best Western Cape Cod - West Yarmouth

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (671 reviews)
"Great place"
United States
Karim
The price is CA $109
CA $125 total
includes taxes & fees
Feb 12 - Feb 13
The Escape Inn

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1,003 reviews)
"Very nice stay"
United States
Robert
The price is CA $172
CA $235 total
includes taxes & fees
Feb 15 - Feb 16
Anchor In Distinctive Waterfront Lodging
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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Frequently asked questions

How much does an all-inclusive hotel in Chatham cost?
Enjoy staying in an all-inclusive hotel in Chatham, with hotels from CA $125 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.
What is the best time to stay at an all-inclusive hotel in Chatham?
The best time to stay at an all-inclusive hotel in Chatham, Massachusetts, is during the summer months, particularly in July and August. During this peak season, temperatures typically range from 20°C to 27°C, making it ideal for enjoying beach activities, boating, and outdoor dining along the picturesque Cape Cod coastline.

This time of year sees an influx of tourists, and the area buzzes with various events, including fairs, farmer's markets, and live music. The warm weather allows for plenty of opportunities to explore the stunning beaches, such as Lighthouse Beach and Hardings Beach, as well as partake in activities like kayaking and paddleboarding. However, since it's the busiest time, it's advisable to book your all-inclusive stay well in advance to secure the best options.

If you're looking for good value and a more relaxed experience, consider visiting in late June or early September. These shoulder-season months offer milder temperatures, typically around 18°C to 24°C, and fewer crowds while still allowing access to many of the same outdoor activities and local events.
How can I save on an all-inclusive hotel in Chatham with Expedia?
There are plenty of ways to save on an all-inclusive hotel in Chatham. Join One Key™—Expedia's free travel rewards program—to access discounted Member Prices and member-only perks. Typically, booking in advance will help you save on your all-inclusive hotel. If you're feeling spontaneous, be sure to check for last-minute deals.
Is it cheaper to book an all-inclusive hotel and flight package in Chatham?
Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.
What all-inclusive amenities should we expect at hotels in Chatham?
All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids' clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.
Can I cancel my all-inclusive hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Chatham for you.

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