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Our top choices for Chatham family-friendly hotels

Chatham Wayside Inn

Chatham Wayside Inn
4.0 star property
Chatham
9.2 out of 10, Wonderful, (638 reviews)
  • cleanliness
    Beach vacation bliss for kids and adults with complimentary bicycles, pool loungers, and family-friendly outdoor activities.
The price is CA $146
CA $227 total
includes taxes & fees
Mar 8 - Mar 9
Chatham Wayside Inn

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Eastham
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $261
CA $904 total
includes taxes & fees
Mar 9 - Mar 10
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Cozy Large Home in Harwich with Patio near Wequassett Resort

Cozy Large Home in Harwich with Patio near Wequassett Resort
Harwich
9.8 out of 10, Exceptional, (11 reviews)
The price is CA $205
CA $697 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Large Home in Harwich with Patio near Wequassett Resort

Sleeps 2-8/Soaking Tub/FirePit~Burrows

Sleeps 2-8/Soaking Tub/FirePit~Burrows
Eastham
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $212
CA $708 total
includes taxes & fees
Mar 12 - Mar 13
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail
West Brewster
9.6 out of 10, Exceptional, (50 reviews)
  • cleanliness
    Lakeside family retreat with sunroom, gardens, and beach access near Cape Cod's Rail Trail.
The price is CA $180
CA $808 total
includes taxes & fees
Mar 7 - Mar 8
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail

Coastal Haven in West Dennis

Coastal Haven in West Dennis
Dennis
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $327
CA $806 total
includes taxes & fees
Mar 6 - Mar 7
Coastal Haven in West Dennis

Modern Beach & Pond Getaway; Heart of Cape Cod

Modern Beach & Pond Getaway; Heart of Cape Cod
South Yarmouth
10.0 out of 10, Exceptional, (12 reviews)
The price is CA $226
CA $766 total
includes taxes & fees
Mar 12 - Mar 13
Modern Beach & Pond Getaway; Heart of Cape Cod

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (115 reviews)
The price is CA $156
CA $185 total
includes taxes & fees
Mar 6 - Mar 7
Uncommoner Hotel by Reverie Boutique Collection

Hyannis Travel Inn

Hyannis Travel Inn
2.5 star property
Hyannis
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Splash into family fun with two refreshing pools and access to Cape Cod Maritime Museum steps away for curious young minds.
The price is CA $108
CA $123 total
includes taxes & fees
Mar 31 - Apr 1
Hyannis Travel Inn

Cape Shore Inn

Cape Shore Inn
2.0 star property
Bass River
6.4 out of 10, (138 reviews)
The price is CA $108
CA $123 total
includes taxes & fees
Mar 7 - Mar 8
Cape Shore Inn
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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Family friendly things to do in Chatham

Chatham, Massachusetts, is a delightful family-friendly destination on Cape Cod, brimming with activities that cater to all ages. Start your adventure at the Chatham Lighthouse Beach, where soft sands and gentle waves create the perfect setting for building sandcastles or splashing about in the ocean. Just a short drive away, the Chatham Fish Pier offers an exciting glimpse into local fishing life, where children can watch the daily catch being unloaded and perhaps spot seals frolicking nearby. For a unique experience, take a family-friendly whale watching tour from Chatham, where you can marvel at the majestic humpbacks and minke whales in their natural habitat. Don’t miss the Monomoy National Wildlife Refuge, a fantastic spot for hiking and bird watching, allowing kids to explore nature trails while spotting diverse wildlife. Finally, the charming Main Street is lined with quaint shops and eateries, perfect for a leisurely family stroll to indulge in some delicious ice cream or local seafood. For accommodation, consider staying near the beach or Main Street, where family-friendly hotels offer comfortable rooms and pools, allowing for relaxation after a day of exploration. With attentive service and convenient locations, these hotels make it easy for families to enjoy their Chatham getaway.

Find the best family friendly hotels in Chatham

For families planning a holiday in Chatham, Massachusetts, these hotels offer exceptional amenities to ensure a comfortable and enjoyable stay for every member of the family.

Pleasant Bay Village Resort

  • Why it's great for a family-friendly adventure: Why it’s great: Pleasant Bay Village Resort stands out with an impressive review rating of 9.6, making it an ideal family retreat. This resort offers essential family-friendly amenities such as cribs, babysitting services, and playground facilities, ensuring that families can relax and enjoy their holiday with peace of mind. The daily housekeeping service adds a layer of convenience for families on the go.
  • Other amenities:
  • Other amenities: Guests can enjoy the outdoor pool and hot tub, perfect for unwinding after a day of exploration. Each accommodation features a kitchenette, allowing for easy meal preparation, and additional conveniences include furnished balconies or patios. The resort's garden provides a serene environment for families to spend quality time together, while self-parking is available for straightforward arrival and departure.
  • Nearby attractions: Cape Cod Beaches - 0.7 km, Chatham Shark Center - 2.9 km, Chatham Fish Pier - 4.3 km

Chatham Bars Inn

  • Why it's great for a family-friendly adventure: Why it’s great: Chatham Bars Inn is a premier family-friendly destination with a remarkable guest review rating of 9.2. Families will appreciate the thoughtful amenities, including free cribs, rollaway extra beds, and supervised childcare services, ensuring a relaxing experience for parents while children are engaged in the children's club activities. The accessible pool and child-friendly window designs further enhance the comfort for families traveling with young ones.
  • Other amenities:
  • Other amenities: This luxurious resort features an array of additional facilities such as a full-service spa, outdoor tennis courts, and beachfront access. Guests will enjoy complimentary beach shuttles and beach towels, making it easy to unwind by the seaside. For those seeking relaxation, the spa offers various treatments, including massages and body treatments, while the onsite shopping and dining options provide convenience throughout the stay.
  • Nearby attractions: Cape Cod Beaches - 0.4 km, Chatham Seaside Links - 0.2 km, Chatham Fish Pier - 0.6 km

Chatham Wayside Inn

  • Why it's great for a family-friendly adventure: Why it’s great: With an excellent guest review rating of 9.2, Chatham Wayside Inn caters perfectly to families seeking comfort and convenience. The hotel offers amenities such as free cribs, a daily breakfast for children, and engaging games for kids, ensuring a delightful stay for younger guests. The accessible pool is a fantastic spot for family fun and relaxation.
  • Other amenities:
  • Other amenities: Additional features include a beautiful garden view restaurant, where families can enjoy garden meals together. Guests will also appreciate the complimentary breakfast offered daily, as well as van parking and concierge services to assist with any queries. The inn is conveniently located near a golf course and winery tours, providing opportunities for family outings.
  • Nearby attractions: Cape Cod Beaches - 0.9 km, Veterans Field - 0.9 km, Chatham Windmill - 0.7 km

The Chatham Motel

  • Why it's great for a family-friendly adventure: Why it’s great: The Chatham Motel is an excellent choice for families looking for a budget-friendly option without compromising comfort, a solid review rating of 9.2. With amenities such as free cribs and connecting rooms, this motel ensures families can easily accommodate their needs. The playground and garden provide a perfect setting for children to play and explore safely.
  • Other amenities:
  • Other amenities: Guests will find convenient features including kitchenettes equipped with microwaves and refrigerators, allowing for easy meal preparation during their stay. The motel also offers daily housekeeping to keep accommodations tidy and comfortable, while self-parking is available for added convenience. Located close to nearby beaches, families can enjoy a variety of outdoor activities together.
  • Nearby attractions: Cape Cod Beaches - 2.2 km, Ridgevale Beach - 3.1 km, Hardings Beach - 2.2 km

Chatham Seafarer Inn

  • Why it's great for a family-friendly adventure: Why it’s great: Chatham Seafarer Inn is a charming family-friendly option with a review rating of 9.0. Families will benefit from amenities such as free cribs and daily housekeeping, ensuring a comfortable and tidy stay. The lovely garden area is perfect for children to explore while parents unwind in the peaceful surroundings.
  • Other amenities:
  • Other amenities: The inn features convenient kitchenette facilities, making it easy to prepare meals during the stay. Guests can enjoy access to a refreshing pool and nearby beaches, offering plenty of opportunities for family fun in the sun. Self-parking is complimentary, ensuring easy access to all that Chatham has to offer, and the friendly staff is always available to assist with any needs during the stay.
  • Nearby attractions: Cape Cod Beaches - 1.3 km, Ridgevale Beach - 1.3 km, Cockle Cove Beach - 2.1 km

Top Chatham Hotel Reviews

Frequently asked questions

What are the best family-friendly hotels in Chatham?
If you're searching for the superb family-friendly getaway in Chatham, look no further than the Chatham Bars Inn, a luxurious 5-star establishment that has received rave reviews with a traveller rating of 9.2. This stunning hotel not only boasts top amenities, such as a supervised children's club and a beautiful pool, but it also features connecting rooms and free cribs for little ones, ensuring a comfortable stay for families. Guests love the excellent service and the beautiful location, making it a truly superb spot for a family retreat.

Another fantastic option is the Chatham Wayside Inn, rated 9.2 by travellers. This charming 4-star hotel offers a delightful pool for splashing around, alongside games and kids' meals that keep younger guests entertained. Families appreciate the friendly and extremely helpful staff, as well as the fantastic complimentary breakfast that kicks off each day perfectly.

For those looking for a more budget-friendly yet still comfortable choice, the Pleasant Bay Village Resort is a lovely 3-star hotel with an impressive traveller rating of 9.6. Families enjoy the playground and the spacious, clean rooms, while free self-parking and WiFi add to the convenience. The beautifully landscaped grounds provide a serene setting for relaxation.

Lastly, the Greyfinch Chatham Inn, a 3-star option with a review score of 8.8, is another option. This inn is equipped with modern, clean rooms and friendly front desk staff, making it a convenient choice for families, especially with amenities like highchairs and rollaway beds available for children.
Which area of Chatham is best to stay in for families?
For families visiting Chatham, the best area to stay is the town centre and its immediate surroundings, as it offers excellent walkability to amenities and attractions suitable for all ages.

The town centre provides easy access to numerous parks and green spaces, great for children to play and for family picnics. You'll find several playgrounds dotted around, ensuring little ones have plenty of opportunities to burn off some energy. The waterfront area is also easily reachable, offering lovely pathways for a family stroll and views of the River Medway.

Transportation within the town centre is very convenient, with most shops, eateries, and attractions within walking distance. For exploring further afield, Chatham's bus station offers routes to nearby areas, and the train station provides easy connections for day trips.

The area boasts a variety of casual, family-friendly dining options, from cafes to restaurants with dedicated children's menus.
How much does a family hotel in Chatham cost?
Travellers can find great deals on family-friendly Chatham hotels from CA $123 with Expedia. You may find hotels in Chatham that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort Chatham hotels on Expedia by price to see our cheapest prices first.
What are the best Chatham family-friendly hotels with a pool?
If you're searching for family-friendly hotels in Chatham with a pool, you're in luck. The Greyfinch Chatham Inn is a delightful 3-star choice, offering a seasonal outdoor pool that provides a refreshing escape for both kids and adults. Guests rave about the modern and clean rooms, as well as the comfortable beds, making it a great home base for family adventures. With a review score of 8.8, the friendly front desk staff and convenient location further enhance the experience.

Another excellent option is the Chatham Wayside Inn, a charming 4-star hotel that boasts both a clean and inviting outdoor pool. Families appreciate the complimentary kids' meals and the array of games available for children, ensuring that younger guests are entertained. Rated at 9.2, this inn is praised for its excellent location and extremely helpful staff, making it a favourite among families visiting Chatham.

For those seeking a touch of luxury, the 5-star Chatham Bars Inn is truly exceptional. Featuring a stunning outdoor pool and a children's club, this hotel ensures that every family member is catered for. Guests consistently highlight the top amenities and the beautiful setting, earning the inn an excellent review rating of 9.2. The staff's excellent service adds an extra layer of enjoyment to your stay, making it a superb getaway for families looking to indulge.

If you're after a more budget-friendly option, the Pleasant Bay Village Resort is a charming 3-star hotel with a lovely outdoor pool surrounded by beautiful landscaping. With an outstanding score of 9.6, families appreciate the comfortable and clean rooms, as well as the friendly staff who are always eager to help.

Lastly, The Chatham Motel offers a quaint atmosphere with a seasonal outdoor pool, providing a good spot for relaxation after a day of exploration. Rated at 9.2, guests have commented on the friendly service and the good location, making it a reliable choice for families.
What are the top-rated luxury family hotels in Chatham?
Chatham Bars Inn is a stunning 5-star hotel that stands out as a top luxury family-friendly option in Chatham, boasting an impressive traveller rating of 9.2. This exquisite property offers a wealth of amenities tailored for families, including spacious rooms with sofa beds and connecting options, ensuring everyone has a comfortable stay. Parents can take advantage of the supervised childcare services, allowing for some much-deserved relaxation while the little ones enjoy the engaging children's club. The pool area is superb for family fun, and the child-friendly window design adds an extra layer of safety for peace of mind.

Another excellent choice is the Chatham Wayside Inn, a charming 4-star hotel that also holds an excellent review score of 9.2. Families will appreciate the clean and inviting rooms, along with the delightful amenities such as a kids' menu and complimentary meals for younger guests. The pool is a favourite among travellers, often described as clean and great for a refreshing dip after a day of exploring. Plus, the friendly and helpful staff create an inviting space that makes families feel right at home.

For a cozier yet equally appealing experience, the Queen Anne Inn offers a lovely 4-star stay with a review score of 8.8. This inn features connecting rooms and free cribs, making it accommodating for families with infants or toddlers. Guests rave about the complimentary breakfast, which is a fantastic way to start the day before heading out to explore Chatham's beautiful surroundings.
Which cheap kid-friendly hotels in Chatham do travellers love?
Pleasant Bay Village Resort is a charming 3-star option that families adore, boasting an outstanding score of 9.6. This delightful hotel features a playground for children, making it a superb spot for little ones to explore and enjoy. Parents appreciate the free Wi-Fi and the convenience of self-parking, while the beautifully landscaped grounds provide a serene backdrop for relaxation. Guests rave about the comfortable and clean rooms, along with the friendly and attentive staff, ensuring a friendly setting for all.

Another popular choice is Greyfinch Chatham Inn, also rated 3 stars with an impressive score of 8.8. This modern hotel caters to families with amenities such as cribs and highchairs, ensuring that even the youngest guests are well accommodated. Travellers often highlight the convenient location and great pricing, making it an excellent value for families looking to explore Chatham without breaking the bank. With comfortable beds and friendly front desk staff, it's a place that families can feel right at home.

Lastly, The Chatham Motel is a fantastic family-friendly option with a rating of 9.2. It features a playground and a refreshing pool, superb for cooling off on warm days. Guests appreciate the connecting rooms, which are ideal for larger families or those wanting a bit more space. The friendly staff and good location make it a delightful choice for those seeking a budget-friendly getaway in Chatham.
Is Chatham a family-friendly destination?
Yes, Chatham is a wonderful family-friendly destination, brimming with charm, beautiful natural spaces, and plenty of activities that families can enjoy together.

One of Chatham's main draws for families is its stunning coastline and beaches. Lighthouse Beach, for instance, offers glorious stretches of sand great for building sandcastles, flying kites, and enjoying the fresh sea air. The calm waters in certain areas are ideal for paddling with little ones. You'll find plenty of space to spread out and enjoy a traditional seaside day out.

The town centre itself is very walkable, with quaint streets lined with independent shops, art galleries, and inviting eateries. Families will appreciate the selection of casual restaurants offering kid-friendly menus, and there are always delightful ice cream parlours for a sweet treat. You'll also find local grocery stores to stock up on snacks and picnic supplies.

For a bit of exploration, the Chatham Fish Pier is a fascinating spot where families can watch the fishing boats come in and see the day's catch. It's a lively and authentic experience that offers a glimpse into the town's maritime heritage. There are also lovely parks and green spaces dotted around, great for a picnic or simply letting the children run around.
What family-friendly activities should we do in Chatham?
Some of the best family-friendly activities in Chatham include exploring the historic Chatham Dockyard and enjoying the outdoors at Capstone Farm Country Park.

Chatham Dockyard offers a fascinating journey through maritime history with engaging exhibits that bring the past to life. Families can explore historic warships, discover how ropes were made in the Victorian Ropewalk, and wander through interactive galleries, providing a hands-on learning experience for all ages.

For a refreshing dose of nature, Capstone Farm Country Park is an excellent choice. This expansive park features open grasslands, woodlands, and a lovely lake, superb for a family stroll or a picnic. There are also several play areas for children to enjoy, ensuring plenty of space for them to run and play in a natural setting.
Are there any great family hotels in Chatham with a gym?
The Old Harbor Inn is a charming 3.5-star hotel that stands out for families seeking both comfort and convenience. With a review rating of 9.6, guests rave about the beautiful rooms and wonderful staff who make every stay special. This hotel features a well-equipped fitness facility, ensuring that parents can keep up with their workout routines while enjoying a family getaway.

For a more luxurious experience, the Chatham Bars Inn, rated 9.2 by travellers, offers a 5-star retreat that caters to families exceptionally well. Not only does it boast a fitness centre and health club, but it also provides supervised childcare, allowing parents a little time to themselves. Guests frequently highlight the excellent service, great location, and top amenities, making it a fantastic choice for families looking for an upscale experience.

The Chatham Wayside Inn, a 4-star property with a solid 9.2 rating, also includes fitness facilities alongside its family-friendly offerings. Families appreciate the charming and clean rooms, along with the friendly staff and excellent location. Plus, the pool area is a hit with kids, ensuring fun and relaxation for the whole family.

Lastly, the Queen Anne Inn, rated 8.8, provides a delightful atmosphere with its fitness facilities and offers free breakfast and WiFi, making mornings straightforward for families. Its connecting rooms are a great option for larger families looking for more space.
How can I save on a family-friendly hotel in Chatham with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a One Key™ member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on family-friendly Chatham hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.
Can I cancel my family 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 family-friendly hotel in Chatham for you.

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