Offers & Packages
At Chatham Wayside Inn, we believe in creating memorable experiences for all our guests. Our thoughtfully curated packages and special offers are designed to cater to a variety of preferences and needs, ensuring every stay is unique and unforgettable. Whether you're seeking a romantic getaway, a family adventure, or a rejuvenating retreat, our exclusive packages provide exceptional value and unparalleled comfort.
Our biggest sale of the year is here. For a limited time, enjoy up to 20% off stays through 2026!
• 20% off Sunday - Thursday
• 10% off Friday & Saturday
Give the gift of summer this holiday season. Lock in your dates while availability lasts!
Applicable to new reservations only. Cannot be combined with other offers, packages, or group rates. Blackout dates and other restrictions may apply. Subject to availability at the time of booking. Discount applied to room rate only.
The Mom’s Retreat is a little thank‑you just for her. Celebrate Mother’s Day with 20% off—because she deserves time to unwind, recharge, and feel celebrated.
Applicable to new reservations only. Cannot be combined with any other offers, packages, or group rates. Subject to availability at the time of booking. Discount applied to room rate only.
Celebrate Mom with a Cape Cod Getaway
Enjoy 10% off overnight accommodations plus a Mother’s Day Brunch Buffet at Wild Goose Tavern for each registered guest—the perfect way to toast to the leading lady in your life. From coastal strolls and boutique shopping on Main Street to a beautifully prepared brunch in a warm, welcoming setting, it’s a celebration she’ll truly cherish.
Plan now and give Mom the gift of time together.
Available for stays from 5/7/26 - 5/12/26. Mother's Day Brunch is on Sunday, 5/10/26.
Step out of winter and into the charm of spring on Cape Cod at Chatham Wayside Inn, where fresh ocean breezes and blooming coastal beauty set the scene for a relaxing getaway.
Enjoy a cozy one-night stay, a $75 dining credit at Wild Goose Tavern for seasonal bites and cocktails, and complimentary breakfast for two the next morning. With a curated local map in hand, you’re perfectly positioned to explore Chatham’s shops, shoreline, and springtime charm.
A simple, refreshing escape—just the way spring should be.
The best Cape Cod getaways aren’t rushed—and now, the longer you stay, the more you save. With our Stay More, Save More offer, enjoy tiered savings designed to reward lingering a little longer by the coast.
• Save 10% when you stay 2 nights
• Save 15% when you stay 3 nights
• Save 20% when you stay 4 or more nights
Whether you’re planning a quick coastal reset or an extended Cape escape, this offer makes it easy to settle in, slow down, and make the most of your stay. Fewer check-ins, more beach days, and extra time to explore—because Cape Cod is best enjoyed at your own pace.
Book longer. Save more.
Applicable to new reservations only. Cannot be combined with any other offers, packages, or group rates. Blackout dates and other restrictions may apply. Subject to availability at the time of booking. Discount applied to room rate only.
The Cruise the Cape package includes a Wayside Inn tote bag stuffed with delicious snacks, drinks, and a map of the local area. Hop on our complimentary beach cruiser bikes to explore the scenic town and beaches.
Available May through September of 2026, enhance your stay and enjoy the beauty of Chatham in peak season!
USD 450.00 / stay
Chilled bottle of Veuve Clicquot Champagne, Chatham Candy Manor Truffles, Engraved Chatham Wayside Inn Keepsake flutes, Floral Bouquet & festive balloons, Dinner for Two at The Wild Goose Tavern, Daily a la carte breakfast. Please call to add the package to your reservation.
$400 plus tax and lodging
This “Babymoon” package is designed for expecting parents to get away on a relaxing vacation before the new baby arrives. A baby will change your lives forever (for the good of course!), but there will be less time for quiet dinner dates and romantic vacations. So, seize the moment and enjoy each other at The Chatham Wayside Inn.
Please call to add package to reservation
Have a question? Whether you're planning your next visit, curious about our amenities, or need assistance with a booking.
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