Top Chatham Hotel Deals

Make the Most of Your Chatham Stay

Historic maritime character meets modern luxury

Chatham occupies the geographic elbow of Cape Cod, where weathered cedar shingles and steep-roofed cottages define one of New England's most carefully preserved coastal villages. The town's architectural integrity stems from strict preservation efforts, particularly in the South Chatham Village Historic District. Downtown centers on a walkable Main Street lined with family-owned galleries and boutiques, while the 1808 Chatham Lighthouse stands watch over the Atlantic. This isn't accidental charm—it's the deliberate result of a community that values its whaling and fishing heritage while embracing its evolution into a sophisticated resort destination.

Elevated dining and resort experiences

Twenty-Eight Atlantic at Wequassett Resort holds Forbes Five-Star recognition for its Pleasant Bay views and refined cuisine, while Chatham Bars Inn anchors the social scene with its farm-to-table restaurant STARS and turn-of-the-century elegance. Friday evening band concerts at Kate Gould Park draw thousands during summer, balancing upscale sensibility with genuine New England tradition. Bluefins Sushi & Sake Bar brings modern sophistication to the town center.

Natural access and island connections

Monomoy National Wildlife Refuge offers boat-access wilderness to observe the East Coast's largest grey seal colony, while ferry service from Harwich Port connects to Nantucket in under an hour. Cape Cod National Seashore stretches 40 miles north, protecting the dramatic coastline Thoreau described. Most visitors arrive through Boston Logan before the 90-minute drive, though Barnstable Municipal Airport provides closer regional access.

Frequently Asked Questions about Chatham

Can I book hotels in Chatham with miles on Delta Stays?

Yes, you're welcome to use your Delta miles to book your Chatham hotel stay, or if you prefer, you can combine your miles with cash for more flexibility. Upon accessing your Delta SkyMiles® account, you will find Member-valued offers at participating properties that could enhance your visit.

What are the benefits of booking my Chatham hotel on Delta Stays?

As a SkyMiles Member, you will earn 2 miles per $1 spent on completed hotel stays and vacation rentals reserved through Delta Stays. Plus, you will receive access to Member promotions at select properties, along with the option to complete payment using miles, cash, or a combination. To ensure you earn miles when paying fully with cash, simply sign in to your SkyMiles account or enter your SkyMiles number at checkout. Please allow up to 8 weeks after completing a stay for miles to appear in the SkyMiles account provided. Please also note that if you use miles to pay for any portion of your stay, you will not earn miles on that reservation, including any amount paid with cash.

Can I change or cancel my hotel booking made through Delta Stays?

Cancellation policies differ depending on the property you choose. Be sure to check the cancellation policy listed under the hotel’s details before booking. Some rates are refundable, while others are non-refundable. Any modifications or cancellations to your reservation may affect the number of miles you earn and receive in your account.

Can I book with my Delta SkyMiles® American Express® Card?

As a Delta SkyMiles® Gold, Platinum, or Reserve American Express® Cardholder, you enjoy the advantage of earning additional miles alongside numerous valuable benefits, including an annual statement credit of up to $200 applicable toward prepaid accommodations booked through Delta Cars and Stays. These offers are subject to specific terms. To gain a full understanding of your card's complete benefits package, we recommend visiting the Delta SkyMiles® American Express Credit Cards page where detailed information about all your cardholder privileges is available for review.

Can I earn MQDs on Delta Stays hotel bookings?

From time to time, Delta Stays may present special opportunities for SkyMiles Members to earn Medallion® Qualification Dollars on their hotel and vacation rental bookings made through Delta Stays. Be sure to check out the latest MQDs offers and terms at the Delta Stays MQD Offer page.

Do I need to be a Delta SkyMiles Member to book a hotel on Delta Stays?

While Delta Stays welcomes all travelers to use their hotel booking services, obtaining SkyMiles account unlocks additional benefits including mile-earning opportunities and access to Member-only rates and promotions. Members can earn 2 miles per $1 spent (excluding taxes and other fees) on Delta Cars and Stays, and it is free to join. Visit the delta.com to join today.

Can I book a vacation rental through Delta Stays?

Absolutely, Delta Stays features an extensive portfolio of vacation rentals in addition to traditional hotel accommodations. You have access to numerous homes, condos, and specialty lodging options powered by Vrbo to suit your travel preferences. You can discover these alternative accommodations by visiting the Vacation Rentals page.

Which hotels have high ratings in Chatham?

In Chatham, you’ll find 12 hotels to choose from when you book on Delta Stays. Chatham Bars Inn has a guest rating of 9.2 out of 10, and features a private beach and a seasonal outdoor pool. Another top-rated hotel is Chatham Wayside Inn, where you can enjoy a seasonal outdoor pool and a garden-view restaurant. Chatham Seafarer Inn has a rating of 9 and this hotel has a seasonal outdoor pool and free parking.

What's a good time of year to visit Chatham?

To experience Chatham during great weather, consider a visit in July when the temperature averages 72°F and the skies are warm with full beach access. For off-peak prices and fewer crowds, consider visiting during September or October when temperatures remain pleasant with significantly reduced accommodation rates.

What hotels in Chatham are near Chatham Lighthouse?

This 1808 beacon has guided mariners through Cape Cod's waters for over 200 years. Free Wednesday summer tours let you climb the 48-foot tower for sweeping Atlantic views. Chatham Bars Inn is a popular hotel, which is just a short drive away. Another top hotel is Queen Anne Inn and it is within a short drive.

What hotels in Chatham are located near Chatham Fish Pier?

Watch fishermen unload their daily catch while seals circle nearby at this working waterfront. Fresh seafood from the on-site market can be enjoyed at tables overlooking the harbor. Popular hotels include Chatham Bars Inn which is steps away. Another hotel is Queen Anne Inn and it is within a short drive.

What hotels in Chatham are near Chatham Windmill?

This 1797 gristmill reveals Chatham's agricultural past through original wooden gears. Visit during summer Corn Grinding Days to watch grain transform into meal as it did centuries ago. One popular hotel is Chatham Bars Inn which is a 17-minute walk. Another hotel is Queen Anne Inn and it is within walking distance.

What are some 4- and 5-star/luxury hotels in Chatham?

In Chatham, you can choose from a variety of luxury hotels. At Chatham Bars Inn, guests love the seasonal outdoor pool. For luxury hotels in other destinations, visit the Luxury Stays page.

*Terms and conditions:

Mileage Offer:

SkyMiles Members will earn two (2) miles per US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Opens in a new window on the base hotel rate for a completed hotel stay. Base hotel rate is the cost of the hotel room, before taxes and fees, charged at the time of booking or upon checkout. Taxes and fees, gratuities, room service other booking charges, or any bookings which are paid or reduced by miles, redemption vouchers or discount codes are excluded from mileage credit. For clarity, if miles are used as a form of payment (whether for all or a portion of the booking), no portion of the booking will be eligible to earn miles under this offer. Except with respect to the Hertz Mileage offer (listed below), SkyMiles Members will earn two (2) miles per eligible US$1 or equivalent foreign currency spent at https://carsandstays.delta.com/Cars on the base car rental rate for a completed car qualifying rental booking (“Qualifying Dollars”). A qualifying rental booking includes rentals at a participating location for one or more days at rates other than travel industry rates or discounts, wholesale of tour package rates or discounts, wholesale tour package rates, insurance/dealer replacement rates, corporate and government rates, group travel discounts, or rentals in conjunction with a frequent flyer car award, or other corporate agreements applicable to the respective car company. Calculation of the applicable standard mileage offer is listed below by car rental company. Qualifying Dollars include the base car rental rate, which is the cost of the car rental before taxes and fees, charged at the time of booking. Taxes, fees, other incidental charges, or other booking charges or any bookings which are paid or reduced by redemption vouchers or discount codes are excluded from mileage credit and are not included in the Qualifying Dollars.

This mileage offer does not apply to stays or car rentals booked through Delta Vacations or any cruises booked through Delta Cruises.

Standard mileage offer for car rentals booked at https://www.delta.com/Opens in a new window or https://carsandstays.delta.com/Opens in a new window:

Hertz Reservations:

• General SkyMiles Members earn 4 miles per Qualifying Dollar

• Silver Medallions earn 5 miles per Qualifying Dollar

• Gold Medallions earn 6 miles per Qualifying Dollar

• Platinum Medallions earn 7 miles per Qualifying Dollar

• Diamond Medallions earn 8 miles per Qualifying Dollar

Dollar and Thrifty Reservations:

• All SkyMiles Members earn 4 miles per Qualifying Dollar

Alamo, Enterprise, National, Avis, Budget, Payless and SIXT Reservations:

• All SkyMiles Members earn 2 miles per Qualifying Dollar