Hotel in Chatham

Chatham Wayside Inn | Hotel in Chatham, Massachusetts

Map-icon512 Main St, Chatham, 02633, USA
9.2 · Exceptional 726 reviews726 reviews PoolPool Child FriendlyChild Friendly Wheelchair accessibleWheelchair accessible Air ConditionerAir Conditioner

Chatham Wayside Inn

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

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.

Arrivals & Check-in

Contactless check-in, practical layout, settle straight in

Hotel · Chatham
Arrival
Check-in start time: 4:00 pm; check-in end time: anytime minimum check-in age: 18
Design
1 Bedroom
Bath products
1 Bathroom
Tech
WiFi and entertainment where listed in amenities
Bedrooms & Baths

Compact stay with a practical layout

Bathtub or shower Bathtub or shower Towels Towels Toothbrush and toothpaste (on request) Toothbrush and toothpaste (on request) Hair dryer Hair dryer Bathrobes Bathrobes Private bathroom Private bathroom Designer toiletries Designer toiletries Premium bedding Premium bedding Heating (climate-controlled) Heating (climate-controlled) Hypo-allergenic bedding Hypo-allergenic bedding
Property Amenities

Comforts and facilities at this stay

Air ConditionerAir Conditioner
InternetInternet
Child FriendlyChild Friendly
KitchenKitchen
ParkingParking
TVTV
Guest Reviews

Chatham Wayside Inn Reviews

“The location is great. The room and the hotel staff not so great. We booked 6 months ago a std room for 4 people at a rate of $2,500 for 3 nights. A few days prior to our stay we received an email offering to bid for upgrade to king room. I emailed the hotel to ask them to confirm that a king room was suitable for 4 adults and they replied that it wasn’t. When I told them it must have been a mistake from their system, a very unprofessional rude person replied that it wasn’t a mistake, we could upgrade but would not have room bedding for 4?! (All on hotels.com email trail) . Upon arrival we were given the smallest darkest room right next to the ice machine , overlooking the car park, we barely had room to open our 4 suitcases and only one available plug on the wall to charge our various devices: A helpful lady at the front desk did agree to move us the following day to a more suitable room, much larger . The room was barely serviced throughout the stay with a very quick superficial clean of poor standard. I came to reception to ask for wine glasses and was told no. I then asked if we could have normal glasses and was told NO only plastic was allowed . When I pointed out they were already had two glass tumblers in the room so could we have another2 , the receptionist reluctantly got up her chair to get us two glasses. There was a certain attitude, laziness and unwillingness to help from some of the staff at reception and it just made the stay less enjoyable.”

Sophie · Aug 28, 2026 10:48:29 PM

“Great location, close to the famous Squire and the restaurant (Wild Goose Tavern) on-site was terrific and made the experience a positive one. Elena makes an awesome martini, and Bobby was a friendly welcoming personality. Ben was awesome during dinner. Hotel staff should take lessons from the restaurants customer service training. Front Desk team is as cold as Elena’s martinis. Never a greet or smile unless we initiated. Not very welcoming. Room was fine. Bathroom not fine. Never stood in a tub that creaked before. Cheap bath fitter tub/shower, hospital room bathroom feel. Bed was comfy. Small pool which served its purpose for a quick refreshing dip. Wound consider a return but definitely wound explore other options as well.”

Richard · Aug 18, 2026 02:48:36 AM

“We had to wait for an hour to get into our room. No one was at the desk. We called the number, rang the bell, looked throughout the property, etc. We were about to sleep in our car and finally someone showed up. No apology. We only slept a few hours.”

JP · Aug 4, 2026 11:15:03 PM

Good to know · before you book.

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
Pet Policy
Pets not allowed (service animals are welcome, and are exempt from fees)
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.
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.
Stay length
1 Night minimum.
Booking
Discover and compare here; reserve with a trusted partner.
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, a fire extinguisher, 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
FAQs

Frequently asked questions

01 / 07
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.
02 / 07
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.
03 / 07
How much does it cost per night to stay in Chatham Wayside Inn?
Best-rates for the Chatham Wayside Inn starts from $557 per night with includes Air Conditioner, Parking, Pool, TV, Wheelchair Accessible, Balcony/Terrace, Accessibility, Security/Safety, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace, Restaurant, Bar, Toiletries, Guest Services, Entertainment, Breakfast, Child Friendly, Internet, Kitchen, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.
04 / 07
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.
05 / 07
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.
06 / 07
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.
07 / 07
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.
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Yes, this Chatham Wayside Inn has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
Best-rates for the Chatham Wayside Inn starts from $557 per night with includes Air Conditioner, Parking, Pool, TV, Wheelchair Accessible, Balcony/Terrace, Accessibility, Security/Safety, Business Services, Sports/Activities, Bedding/Linens, Wellness Facilities, Fireplace, Restaurant, Bar, Toiletries, Guest Services, Entertainment, Breakfast, Child Friendly, Internet, Kitchen, Laundry with all other facilities. Sonder is dedicated to ensuring every traveler enjoys a comfortable and exceptional stay, whether traveling solo, with a partner, with a pet, or with the whole family.
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.
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.
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.
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.
US $557/ Night Best price guaranteed