Chatham Wayside Inn | Hotel in Chatham

| 9.2 (623 Reviews) |  1 Bathroom  Stay&Play
Chatham Hotel | Chatham Wayside Inn

Hotel in Chatham

Hotel with free parking, near Cape Cod Beaches
Along with a restaurant, this smoke-free hotel has a fitness center and a bar/lounge. Free continental breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, coffee/tea in a common area, a seasonal outdoor pool, and a business center are onsite.
Change of towels is available on request.
Chatham Wayside Inn offers 56 accommodations with safes and complimentary bottled water. Pillowtop beds feature premium bedding. Flat-screen televisions come with cable channels. Bathrooms include bathtubs or showers, bathrobes, designer toiletries, and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). Additionally, rooms include coffee/tea makers and hair dryers. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.


Recreational amenities at the hotel include a fitness center, a seasonal outdoor pool, and complimentary bicycles.

The recreational activities listed below are available either on site or nearby; fees may apply.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • Wheelchair Accessible
  • Balcony/Terrace
  • Accessibility
  • Security/Safety
  • Business Services
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Restaurant
  • Bar
  • Toiletries
  • Guest Services
  • Entertainment
  • Breakfast
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in start time: 4:00 pm; check-in end time: anytime minimum check-in age: 18
Check-out Check-out before 11 am
Payment Policy Crib (infant bed) fee: usd 25.0 per night rollaway bed fee: usd 40.0 per night the above list may not be comprehensive. fees and deposits may not include tax and are subject to change.
Child Policy Children are welcome. kids stay free! one child 12 years old or younger stays free, per registered adult, when using existing bedding. rollaway/extra beds are available for usd 40.0 per night. cribs (infant beds) are available for usd 25.0 per night.
Pet Policy Pets not allowed (service animals are welcome, and are exempt from fees)
Other Policy Cashless transactions are available extra-person charges may apply and vary depending on property policy government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges safety features at this property include a carbon monoxide detector and a smoke detector special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed tax id - c0007600550 this property accepts credit cards, debit cards, and cash
 
512 Main St, Chatham, 02633, USA

What Our Guests say 500 + Reviews

Dec 30, 2025 07:48:36 AM
Summary: So easy to get to everything by foot. Spacious room. Very friendly staff
Anthony Anthony
Dec 16, 2025 04:15:22 AM
Summary: all good
ann ann
Nov 30, 2025 02:16:36 AM
Summary: It was a fabulous stay I wish we had had more than one night! The room was super clean and spacious and the beds very comfortable. Obviously a great location close to everything. Very friendly staff as well. Will stay at the Wayside Inn again for sure.
Angela Angela
Nov 11, 2025 01:29:49 AM
Summary: Yes
Thomas Thomas
Nov 7, 2025 02:53:25 AM
Summary: Hotel was comfortable and clean. Service was fantastic at restaurant and in room.
Jennifer Jennifer
Oct 16, 2025 03:46:33 AM
Summary: The location could not be beat! You are right on Main St in Chatham. We really appreciated the free parking, while tourists were fighting for spots on the street. Breakfast was VERY nice. Especially considering what you normally get for free at a hotel. My only small complaint was the bathroom. There was some peeling paint on the ceiling. The tub floor felt squishy when you stepped on it, implying either improper installation or rot underneath. Otherwise, it was clean and very functional. I would stay here again. However, it is very pricey. But if a super convenient location is important for you, it's worth it.
Louise Louise
Oct 13, 2025 10:39:40 PM
Summary: Yes
Sean Sean
Oct 3, 2025 04:17:26 AM
Summary: A really wonderful spot percolated to explore the cape. A very nice breakfast in the morning!
Angie Angie
Oct 3, 2025 01:50:07 AM
Summary: Great stay overall-was a little put off being told I could not have a drink outside-in your bar unless I ordered food-it was quiet-Wednesday afternoon and I was staying at your property-for 3 days… Took my wife over to Chatham Bars Inn instead-they happily took my money-
david david
Sep 29, 2025 05:03:07 AM
Summary: We had a wonderful stay at the Chatham Wayside Inn. The location could not be better—right in the heart of charming downtown Chatham, with shops, restaurants, and the beach just steps away. The inn has a warm, classic Cape Cod feel, with comfortable rooms and thoughtful touches throughout. The staff was welcoming and attentive, making sure every detail of our visit was easy and enjoyable. Dining at the Wild Goose Tavern was excellent—great atmosphere and delicious food. Overall, a perfect blend of charm, convenience, and hospitality. We would absolutely stay here again.
Michelle Michelle

FAQ's

Is this Chatham Wayside Inn pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Chatham Wayside Inn have a swimming pool?

Yes, this Chatham Wayside Inn has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Chatham Wayside Inn?

Best-rates for the Chatham Wayside Inn starts from $178 per night with includes Guest Services, Breakfast, Internet, Parking, Wheelchair Accessible, Business Services, Sports/Activities, Fireplace/Heating, Bar, Child Friendly, TV, Balcony/Terrace, Air Conditioner, Security/Safety, Restaurant, Toiletries, Entertainment, Kitchen, Laundry, Pool, Accessibility, Bedding/Linens, Wellness Facilities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Chatham Wayside Inn a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this hotel 4 stars or guests have recommended them suitable for families. As reported by the owner or manager, the hotel has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Chatham Wayside Inn wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Chatham Wayside Inn is wheelchair accessible. Likewise, there is an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Chatham Wayside Inn?

Based on the information reported by the owner or manager, the Chatham Wayside Inn indicates 1 day stay policy at this hotel. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Chatham Wayside Inn?

Based on the information reported by the owner or manager, details for the cancellation policy for the Chatham Wayside Inn are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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