See all properties

Chatham Wayside Inn

4.0 star property
4-star golf hotel with free breakfast

Choose dates to view prices

Photo gallery for Chatham Wayside Inn

Beach nearby
Property video
Exterior
Breakfast, lunch, dinner served; American cuisine, garden views
Breakfast, lunch, dinner served; American cuisine, garden views

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Free WiFi
  • Air conditioning

Explore the area

View in a map
512 Main St, Chatham, MA, 02633
  • Place, Chatham Windmill
    ‪6 min walk‬
  • Place, Cape Cod Beaches
    ‪11 min walk‬
  • Place, Chatham Lighthouse
    ‪19 min walk‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪29 min drive‬

Room options

View all photos for King

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

King

9.0 out of 10
Wonderful
(37 reviews)
  • Sleeps 3
  • 1 King Bed

View all photos for Junior Suite, 1 King Bed

Junior Suite, 1 King Bed

Junior Suite, 1 King Bed

9.6 out of 10
Exceptional
(5 reviews)
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed

View all photos for Queen

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

Queen

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

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
(8 reviews)
  • Sleeps 3
  • 1 King Bed

View all photos for Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

Standard Room, 2 Queen Beds

9.2 out of 10
Wonderful
(15 reviews)
  • Sleeps 4
  • 2 Queen Beds

View all photos for King Suite

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

King Suite

  • Sleeps 3
  • 1 King Bed

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

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)

  • Sleeps 2
  • 1 Queen Bed

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)
  • Sleeps 3
  • 1 King Bed

About the area

Chatham

In shopping district.Steps from the hotel, you'll find Mayo House and Gallery Antonia. Chatham Windmill and Monomoy Theatre are also within half a mile (1 km).

What's nearby

  • Chatham Windmill - 6 min walk - 0.6 km
  • Cape Cod Beaches - 11 min walk - 1.0 km
  • Chatham Lighthouse Beach - 14 min walk - 1.2 km
  • Chatham Fish Pier - 16 min walk - 1.4 km
  • Chatham Lighthouse - 19 min walk - 1.6 km

Getting around

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

Restaurants

  • ‪Chatham Bars Inn - ‬12 min walk
  • ‪Cumberland Farms - ‬6 min walk
  • ‪Chatham Squire - ‬2 min walk
  • ‪The Sacred Cod - ‬12 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive

About this property

Chatham Wayside Inn

4-star golf hotel with free breakfast
Chatham Wayside Inn offers its guests a seasonal outdoor pool, a fitness center, and complimentary bicycles. There's a restaurant on site. You can enjoy a drink at the bar/lounge. Free breakfast is served daily. A computer station is on site, and both WiFi and wired Internet are free in public spaces.

A business center and meeting rooms are available. A terrace, a vending machine, and multilingual staff are also featured at Chatham Wayside Inn. Self parking is free. A complete renovation of Chatham Wayside Inn was completed in January 2022.

This 4-star Chatham hotel is smoke free.

  • 56 guestrooms or units
  • 3 levels
  • 2 buildings
  • Meeting rooms
  • Continental breakfast (free)
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Business facilities
  • Coffee in lobby
  • Front desk (24 hours)
  • Staff is multilingual
  • Storage area for luggage
  • Front-desk safe
  • Concierge
  • Terrace
  • Garden
  • Fireplace in lobby
  • Television in lobby
  • Bellhop
  • Elevator
  • No smoking on site
  • Water dispenser
  • Bar or lounge
  • Dining venue
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.

Similar properties

Oceanfront Efficiency, 1 King Bed
Chatham Tides
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
4.7 out of 5, Exceptional, 671 reviews
The price is CA $324
CA $370 total
includes taxes & fees
Feb 13 - Feb 14
Chatham Tides

Property amenities

Family friendly

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

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

Things to do

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

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

Room amenities

Entertainment

  • Flat-screen TV with cable channels

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

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

  • No pets allowed, but service animals are welcome

Children and extra beds

  • 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.

Property payment types

Important information

Fees

Guests will be asked to pay the following charges at the property:

  • Destination fee: USD 43.49 per accommodation, per night

We've listed all charges provided to us by the property.

Optional extras

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

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

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

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 and a smoke detector
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. The tax ID number is C0007600550. This property accepts Visa, Mastercard, American Express, Discover, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation. Cashless payment methods are available for all transactions.

We should mention

  • The seasonal pool will open in June and close in September.
  • Pool access available from 8 AM to 8 PM.
  • One child 12 years old or younger stays free, per registered adult, in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.

Property is also known as

Wayside Inn
Chatham Wayside
Chatham Wayside Inn Hotel
Chatham Wayside Inn Chatham
Chatham Wayside Inn Hotel Chatham

Chatham Wayside Inn Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 460 out of 615 reviews
Rating 8 - Good. 97 out of 615 reviews
Rating 6 - Okay. 28 out of 615 reviews
Rating 4 - Poor. 19 out of 615 reviews
Rating 2 - Terrible. 11 out of 615 reviews

9.8/10

Cleanliness

9.2/10

Staff & service

9.0/10

Amenities

9.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Louise

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
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.
Stayed 2 nights in Oct 2025

10/10 Excellent

Sheilla, Ada

Liked: Cleanliness, amenities
Great place in a perfect location. Check in went smoothly. Staff is helpful and knowledgeable. Room was beautiful!
Stayed 1 night in Oct 2025

10/10 Excellent

Sean

Travelled with family
Liked: Cleanliness, property conditions & facilities, room comfort
Yes
Stayed 1 night in Oct 2025

10/10 Excellent

Marianne

Stayed 1 night in Oct 2025

10/10 Excellent

Celina

Liked: Cleanliness, staff & service, property conditions & facilities
Very charming inn. Very clean and close to restaurants and shopping.
Stayed 1 night in Oct 2025

10/10 Excellent

Eileen

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent location!!
Stayed 4 nights in Oct 2025

8/10 Good

Kevin

Business traveller
Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 1 night in Oct 2025

10/10 Excellent

Angie

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
A really wonderful spot percolated to explore the cape. A very nice breakfast in the morning!
Stayed 4 nights in Sep 2025

8/10 Good

david

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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-
Stayed 3 nights in Sep 2025

10/10 Excellent

Asha

Stayed 1 night in Sep 2025

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 3 nights in Aug 2025

8/10 Good

Mark

Liked: Cleanliness, staff & service, property conditions & facilities
Although continental breakfast was included in the room rate, it was very basic. No Orange juice one morning, no selections of cold meats and no bread for toast.
Stayed 2 nights in Sep 2025

10/10 Excellent

Susan

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel, great locatiion
Stayed 2 nights in Sep 2025

10/10 Excellent

Donnie

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Nice old hotel
Stayed 3 nights in Sep 2025

4/10 Poor

Richard

Travelled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Disliked: Staff & service
Hotel is charming and clean. Front desk personnel were average at best. Our room was located in a position that required going up then down a set of stairs. There was no way to avoid the stairs. That will be a problem for folks that don’t have the strength to carry their bags up and down those stairs. There weren’t any bellhops to help. Definitely a particle issue the hotel needs to address. I would not recommend staying there since there are plenty of other choices.
Stayed 2 nights in Sep 2025

4/10 Poor

Philip

Disliked: Staff & service, property conditions & facilities, room comfort

Poor

Emails before trip unanswered. Staff dis interested and unfriendly. Feedback during stay not acknowledged or acted on. Room very noisy from external fan. Expensive for a glorified motel. Location good
Stayed 3 nights in Sep 2025

10/10 Excellent

Michael

Liked: Staff & service, property conditions & facilities
Convenient charming and comfortable
Stayed 1 night in Sep 2025

10/10 Excellent

Ameleigh

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Great stay.

Close to everything, staff was really nice and helpful! We were traveling with a 5 month old and they helped us get hot water to the warm the bottles and even helped sanitize our bottles in the microwave.
Stayed 3 nights in Sep 2025

10/10 Excellent

Melinda

Stayed 1 night in Sep 2025

10/10 Excellent

JOANNE

Stayed 2 nights in Sep 2025

8/10 Good

Tracy

Liked: Cleanliness, property conditions & facilities, room comfort
Stayed 2 nights in Sep 2025

10/10 Excellent

Tracy

Business traveller
Liked: Cleanliness, staff & service, room comfort
Love the place
Stayed 1 night in Sep 2025

10/10 Excellent

Langyu

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The inn is at the center of Chatham, with many shops and restaurants around. It is close to beach and the fish market.
Stayed 3 nights in Sep 2025

10/10 Excellent

James

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great hotel in beautiful Chatham.
Stayed 3 nights in Aug 2025

4/10 Poor

Kim

Stayed 2 nights in Sep 2025