See all properties

Chatham Wayside Inn

4.0 star property

Choose dates to view prices

Photo gallery for Chatham Wayside Inn

Beach nearby
Property video
Breakfast, lunch, dinner and brunch served
Breakfast, lunch, dinner and brunch served
Lobby

Reviews

9.4 out of 10
Exceptional

Popular amenities

  • Free WiFi
  • Air conditioning

Explore the area

View in a map
512 Main St, Chatham, MA, 02633
  • Place, Gallery Antonia
    ‪3 min walk‬
  • Place, Chatham Windmill
    ‪10 min walk‬
  • Place, Cape Cod Beaches
    ‪13 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪37 min drive‬

Room options

View all photos for King

Premium bedding, pillowtop beds, in-room safe, soundproofing

King

9.0 out of 10
Wonderful
(41 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

View all photos for Junior Suite, 1 King Bed

Junior Suite, 1 King Bed | Premium bedding, pillowtop beds, in-room safe, soundproofing

Junior Suite, 1 King Bed

9.8 out of 10
Exceptional
(6 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

View all photos for Queen

Premium bedding, pillowtop beds, in-room safe, soundproofing

Queen

8.0 out of 10
Very good
(2 reviews)
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Deluxe Room, 1 King Bed

Premium bedding, pillowtop beds, in-room safe, soundproofing

Deluxe Room, 1 King Bed

8.0 out of 10
Very good
(12 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds | Premium bedding, pillowtop beds, in-room safe, soundproofing

Standard Room, 2 Queen Beds

9.2 out of 10
Wonderful
(16 reviews)
  • 1 bedroom
  • Sleeps 4
  • 2 Queen Beds
  • Free WiFi

View all photos for King Suite

Premium bedding, pillowtop beds, in-room safe, soundproofing

King Suite

  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

View all photos for Room (Hotel Choice)

Premium bedding, pillowtop beds, in-room safe, soundproofing

Room (Hotel Choice)

9.2 out of 10
Wonderful
(17 reviews)
  • Sleeps 2
  • 1 King Bed OR 1 Queen Bed
  • Free WiFi

View all photos for Standard Room, 1 Queen Bed, Accessible (Roll-in shower)

Premium bedding, pillowtop beds, in-room safe, soundproofing

Standard Room, 1 Queen Bed, Accessible (Roll-in shower)

  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free WiFi

View all photos for Standard Room, 1 King Bed, Accessible (Roll-in shower)

Premium bedding, pillowtop beds, in-room safe, soundproofing

Standard Room, 1 King Bed, Accessible (Roll-in shower)

10.0 out of 10
Exceptional
(2 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed
  • Free WiFi

About the neighborhood

Chatham

Chatham Wayside Inn places you next to Mayo House and Gallery Antonia. This 4-star hotel has 56 rooms and welcomes guests with free breakfast, free in-room WiFi, and free self parking.

What's nearby

  • Gallery Antonia - 3 min walk - 0.2 miles
  • Chatham Windmill - 10 min walk - 0.5 miles
  • Cape Cod Beaches - 13 min walk - 0.7 miles
  • Chatham Lighthouse Beach - 16 min walk - 0.9 miles
  • Chatham Lighthouse - 2 min drive - 0.9 miles

Getting around

  • Hyannis Transportation Center - 28 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 41 min drive

Restaurants

  • ‪Cumberland Farms - ‬6 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive
  • ‪Chatham Bars Inn - ‬12 min walk
  • ‪Chatham Squire - ‬2 min walk
  • ‪Pain D'avignon - ‬14 min walk

About this property

Chatham Wayside Inn

Renovated in 2022, Chatham Wayside Inn offers a gym, free WiFi in public areas, and meeting rooms. If you decide to drive, there's free parking. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and concierge services. Other amenities at this golf hotel include a business center, a seasonal outdoor pool, and coffee/tea in a common area.
Guests can expect free WiFi and flat-screen TVs with cable channels. Pillowtop beds sport premium bedding and bathrooms offer hair dryers and designer toiletries. Coffee makers, free local calls, and safes are also standard. Change of towels is available on request.
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.

Similar properties

Oceanfront Efficiency, 1 King Bed | Premium bedding, down comforters, iron/ironing board, free WiFi
Chatham Tides
South Chatham
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
9.4 out of 10, Exceptional, 699 reviews
$378 nightly
The price is $433
Jun 14 - Jun 15
Total with taxes and fees
Chatham Tides

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi and wired internet

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking and van parking available

Food and drink

  • Free continental breakfast available daily 7:30 AM to 10:30 AM
  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Wild Goose Bar
  • Wild Goose Tavern

Things to do

  • 9-hole adjacent golf course
  • Free bicycle rentals
  • Games
  • Gym
  • Seasonal outdoor pool
  • TV in common areas

Family friendly

  • Children's games
  • Mini-fridge
  • Seasonal outdoor pool
  • Soundproofed rooms

Conveniences

  • 24-hour front desk
  • Guidebooks
  • Luggage storage
  • Safe at front desk
  • Vending machine
  • Water dispenser

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Concierge services
  • Housekeeping (daily)
  • Multilingual staff
  • Porter/bellhop

Business services

  • Business center
  • Computer station
  • Meeting rooms

Outdoors

  • Garden
  • Outdoor furniture
  • Pool loungers
  • Pool umbrellas
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Braille/raised signage
  • Elevator (40 inch wide door)
  • Front entrance ramp
  • Grab bar near toilet (33 inches high)
  • Handrails in stairways (36 inches high)
  • Lever door handles
  • Raised toilet seat (18 inches high)
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible bathroom vanity (30 inches high)
  • Wheelchair-accessible gym
  • Wheelchair-accessible lounge
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible path to elevator
  • Wheelchair-accessible pool
  • Wheelchair-accessible public washroom
  • Wheelchair-accessible registration desk (32 inches high)
  • Wheelchair-accessible restaurant
  • Wheelchair-accessible van parking
  • Wheelchairs on site

More

  • 2 buildings
  • 3 floors
  • Banquet hall
  • Fireplace in lobby
  • Renovated entire property - January 2022
  • Smoking not allowed

Room amenities

Bedroom

  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Toothbrush and toothpaste (on request)
  • Towels provided

Entertainment

  • Flat-screen TV with cable channels

Food and drink

  • Champagne service
  • Coffee/tea maker
  • Free bottled water
  • Limited room service
  • Mini-fridge

More

  • Air conditioning (climate-controlled)
  • Free local calls
  • Heating (climate-controlled)
  • Iron/ironing board
  • Phone
  • Safe
  • Soundproofed rooms

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

Special check-in instructions

Front desk staff will greet guests on arrival at the property

Information provided by the property may be translated using automated translation tools

Renovations and closures

The following facilities are closed seasonally each year. They will be closed from October 13 to May 17:
  • Swimming pool

Access methods

Staffed front desk

Pets

  • Service animals exempt from fees

Children and extra beds

  • 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

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • Destination fee: USD 43.49 per accommodation, per night

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

  • Crib (infant bed) fee: USD 25.0 per night
  • Rollaway bed fee: USD 40.0 per night

This list may not be comprehensive. Fees and deposits might not include tax and are subject to change.

You need to know

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
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
Cashless transactions are available
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
  • Check-in: 4:00 PM—-anytime
  • Check-out: 11 AM
  • Minimum check-in age: 18
The front desk is open 24 hours a day. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Tax ID number is C0007600550.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
  • Cashless payment methods are available for all transactions.

Additional information about polices, regulations, and more:

  • The seasonal pool is open from June to September.
  • Pool access available from 8 AM to 8 PM.
  • Registered guests are the only ones allowed in guestrooms.

Property is also known as

Wayside Inn

Chatham Wayside

Chatham Wayside Inn Hotel

Chatham Wayside Inn Chatham

Chatham Wayside Inn Hotel Chatham

Frequently asked questions

What can I see around Chatham Wayside Inn?

Guests positively rate the hotel's walkable location in Chatham, just steps from Mayo House and Gallery Antonia, and within a short walk of Chatham Windmill. You'll also find Cape Cod Beaches and Chatham Lighthouse Beach less than a mile away.

How much does it cost to stay at Chatham Wayside Inn?

As of May 30, 2026, prices found for a 1-night stay for 2 adults at Chatham Wayside Inn on Jun 1, 2026 start from $420, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is there parking available at Chatham Wayside Inn?

Yes, self parking is offered for free at the hotel. Wheelchair-accessible van parking is also available for guests.

Does Chatham Wayside Inn include a casino at the property?

No, Chatham Wayside Inn doesn't have a casino.

Is there an indoor pool at Chatham Wayside Inn?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool. Guests have access between 8 AM and 8 PM and the seasonal pool is normally open from June until September.

What amenities will couples enjoy at Chatham Wayside Inn?

There are many amenities for couples at this hotel, including champagne service as well as a garden-view restaurant and a bar/lounge.

Are there hot tubs at Chatham Wayside Inn?

No, there isn't a spa tub at this hotel.

Does Chatham Wayside Inn have a restaurant that serves breakfast?

Yes, Chatham Wayside Inn serves free continental breakfast at Wild Goose Tavern each morning.

Will Chatham Wayside Inn allow pets to stay free of charge?

No, pets aren't allowed at Chatham Wayside Inn though service animals are welcome.

Are there connecting rooms at Chatham Wayside Inn?

No, this hotel doesn't feature connecting guestrooms.

How far is the airport from Chatham Wayside Inn?

The closest major airport to Chatham Wayside Inn is Hyannis, MA (HYA-Barnstable Municipal), which is 20 mi away (41 minutes by car). Another top airport is Nantucket, MA (ACK-Nantucket Memorial), which is around 29.8 mi away.

Are there rooms with balconies at Chatham Wayside Inn?

No, you won't find guestrooms with balconies at Chatham Wayside Inn.

Chatham Wayside Inn Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 516 out of 681 reviews
Rating 8 - Good. 104 out of 681 reviews
Rating 6 - Okay. 29 out of 681 reviews
Rating 4 - Poor. 20 out of 681 reviews
Rating 2 - Terrible. 12 out of 681 reviews

9.8/10

Cleanliness

9.2/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Richard

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Mar 2026

10/10 Excellent

Nickolas

Stayed 1 night in Feb 2026

10/10 Excellent

JODI

Stayed 1 night in Feb 2026

10/10 Excellent

Kitty

Stayed 1 night in Feb 2026

10/10 Excellent

Katherine

Stayed 1 night in Feb 2026

10/10 Excellent

Joseph

Liked: Cleanliness, amenities, property conditions & facilities
Friendly staff, clean and spacious room, convenience of having a restaurant on site, and convenience of walking to all the stores and restaurants.
Stayed 3 nights in Feb 2026

10/10 Excellent

Christy

Traveled with family and small children, Traveled with family
Liked: Cleanliness, amenities, property conditions & facilities
Very clean and comfortable. Great location and experience overall!
Stayed 2 nights in Feb 2026

10/10 Excellent

Mary

Liked: Cleanliness, amenities
Clean room! Excellent location right in the middle of Chatham center. Great restaurant and bar. Attentive staff. Love it here!!
Stayed 2 nights in Feb 2026

10/10 Excellent

Louise

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Courteous staff, helpful with dining suggestions. Loved the room. Very comfortable bed, warm and cozy.
Stayed 2 nights in Jan 2026

10/10 Excellent

Rosemary

Stayed 1 night in Jan 2026

8/10 Good

Renee

Traveled with family
Liked: Cleanliness
Disliked: Staff & service
Rooms and bathrooms were clean and updated. Comfortable bed. Very good quality linens/towels.
Stayed 2 nights in Jan 2026

10/10 Excellent

Elizabeth, Watertown

Liked: Cleanliness, amenities, property conditions & facilities
Yes, I was upgraded. Staff was wonderful.
Stayed 1 night in Jan 2026

6/10 Okay

Tim

Stayed 1 night in Jan 2026

10/10 Excellent

Thanushpa

Traveled with family
Liked: Cleanliness, staff & service
Nice, comfortable room and clean bathroom. Friendly staff, especially Elena at the bar. Great location - very walkable area and beautiful, even in the winter.
Stayed 2 nights in Jan 2026

10/10 Excellent

Thomas

Stayed 2 nights in Jan 2026

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities
Room was very clean and the bed and pillows were amazing.
Stayed 2 nights in Jan 2026

10/10 Excellent

Jeanette, Rye Brook

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The breakfast selection was fresh. The room was very clean and very comfortable.The shower was great. I rate the hotel 5 out of 5.
Stayed 1 night in Jan 2026

10/10 Excellent

Darryl

Traveled with family
Liked: Cleanliness, staff & service, room comfort
Stayed 2 nights in Jan 2026

10/10 Excellent

Edward

Stayed 2 nights in Oct 2025

10/10 Excellent

alexander

Stayed 2 nights in Jan 2026

8/10 Good

Deborah

Liked: Staff & service
Stayed 3 nights in Dec 2025

10/10 Excellent

Douglas

Traveled with group
Liked: Cleanliness, staff & service, amenities
Great location in town. Staff were very friendly. Rooms were great!
Stayed 2 nights in Dec 2025

10/10 Excellent

Elizabeth

Liked: Cleanliness
Stayed 3 nights in Jan 2026

10/10 Excellent

Charlotte

Liked: Cleanliness, amenities, property conditions & facilities
I’ve always been curious about the Wayside Inn because my mom worked there a gazillion years ago when she was in high school. It’s so cozy and clean and staff was very friendly. They also upgraded us which was super nice! The only thing was outlets in the room were kind of oddly positioned— but we made it work. Also you really couldn’t have a better location for exploring Chatham downtown (the Squire and shops are right across the street). Hope to be back in the summer.
Stayed 1 night in Jan 2026

10/10 Excellent

Anne

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Dec 2025

Hotels